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Formulation of a Kit for the Preparation of 111 In-BzDTPA-NLS- trastuzumab Injection under Good Manufacturing Practices (GMP): An Auger Electron-Emitting Radioimmunotherapeutic Agent for HER2- Positive Breast Cancer by Vanessa Prozzo A thesis submitted in conformity with the requirements for the degree of Master of Science Pharmaceutical Sciences University of Toronto © Copyright by Vanessa Prozzo 2017

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Page 1: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

Formulation of a Kit for the Preparation of 111In-BzDTPA-NLS-trastuzumab Injection under Good Manufacturing Practices (GMP): An

Auger Electron-Emitting Radioimmunotherapeutic Agent for HER2-Positive Breast Cancer

by

Vanessa Prozzo

A thesis submitted in conformity with the requirements for the degree of Master of Science

Pharmaceutical Sciences University of Toronto

© Copyright by Vanessa Prozzo 2017

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Formulation of a Kit for the Preparation of 111In-BzDTPA-NLS-trastuzumab Injection under Good Manufacturing Practices (GMP): An

Auger Electron-Emitting Radioimmunotherapeutic Agent for HER2-Positive Breast Cancer

Vanessa Prozzo

Master of Science

Pharmaceutical Sciences University of Toronto

2017

Abstract

BACKGROUND: To advance 111In-BzDTPA-NLS-trastuzumab to a Phase I/II clinical trial,

studies were conducted to develop a kit under GMP conditions to prepare clinical quality 111In-

BzDTPA-NLS-trastuzumab injection.

METHODS: Trastuzumab was buffer-exchanged into 0.1 M NaHCO3, then reacted with 10-fold

molar excess of BzDTPA. The ICs were then buffer-exchanged into 0.1 M NaPO4 with 0.01%

PS20. Purified BzDTPA-trastuzumab was reacted with 5-fold molar excess of sulfo-SMCC in

0.1 M NaPO4 with 0.01% PS20. Following re-purification, the ICs were reacted with 60-fold

molar excess of NLS peptides. The BzDTPA-NLS-trastuzumab ICs were buffer-exchanged into

0.05 M NH4Ac with 0.01% PS20. Unit dose kits meeting specifications for pharmaceutical

quality were prepared. MicroSPECT/CT was performed in mice with SK-OV-3 human ovarian

cancer xenografts.

RESULTS: Three kits that met specifications for pharmaceutical quality were manufactured.

Tumor xenografts were imaged by microSPECT/CT.

CONCLUSION: Careful selection of reaction conditions was required to obtain kits that met all

specifications.

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Acknowledgments

I am forever thankful to my supervisor, Dr. Raymond Reilly, for allowing me to pursue

my graduate studies in his laboratory. Not only did he entrust me with this project, but also

provided unlimited guidance, support and mentorship throughout my entire degree. I could not

have asked for a better supervisor. I would also like to thank my committee members Dr. Gang

Zheng and Dr. Susan Done for taking time out of their busy schedules to provide valuable input

and encouragement for my research. I am thankful to Dr. Barry Bowen and Dr. Ping Lee for

serving as external examiners for my defense exam.

I am especially grateful for my colleagues that have created such a wonderful working

environment. I am thankful for your encouragement, support and endless laughter. I would

especially like to thank Conrad Chan, Zhongli Cai, Amy Boyle, Simmyung Yook, Karen Lam,

Ghislaine Ngo Ndjock Mbong, Luke Kwon, Sadaf Aghevlian, Noor Alsaden, Priscilla Lai,

Anthony Ku and Dane Bergstrom. Our time together was truly memorable. Thanks to the

Canadian Breast Cancer Foundation and the Leslie Dan Faculty of Pharmacy for supporting my

work.

No acknowledgement would be complete without giving thanks to my parents. None of

this would have been possible without their unconditional support and encouragement through

all these years of schooling. Finally, I would like to thank my best friend Andre Iori, who still

can’t pronounce the word trastuzumab.

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Table of Contents

Acknowledgments .......................................................................................................................... iii!

Table of Contents ........................................................................................................................... iv!

List of Tables ................................................................................................................................ vii!

List of Figures .............................................................................................................................. viii!

List of Abbreviations .......................................................................................................................x!

Chapter 1 Introduction .....................................................................................................................1!

! Introduction .................................................................................................................................2!1

1.1! The Incidence, Diagnosis, and Treatment of Breast Cancer ................................................2!

1.1.1! Epidemiology and Etiology of Breast Cancer .........................................................2!

1.1.2! Diagnosis, Staging, and Treatment of Breast Cancer ..............................................3!

1.2! HER2+ Breast Cancer ..........................................................................................................6!

1.2.1! The Biology of HER2 ..............................................................................................6!

1.2.2! Trastuzumab .............................................................................................................7!

1.2.3! Current Treatment Guidelines ..................................................................................8!

1.2.4! Determination of HER2 receptor status ...................................................................8!

1.2.5! Clinical Trials of Trastuzumab ..............................................................................10!

1.2.6! Trastuzumab Mechanisms of Action .....................................................................11!

1.2.7! Trastuzumab Resistance .........................................................................................14!

1.2.8! Trastuzumab emtansine (T-DM1) ..........................................................................16!

1.3! Radioimmunotherapy .........................................................................................................17!

1.3.1! Radioimmunotherapy .............................................................................................17!

1.3.2! Selection of Radionuclides for RIT .......................................................................18!

1.4! Enabling Nuclear Localization of Auger Electron Emitters ..............................................22!

1.4.1! NLS Peptides .........................................................................................................22!

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1.4.2! NLS-Conjugated trastuzumab ................................................................................24!

1.5! Clinical Translation ............................................................................................................27!

1.5.1! Radiopharmaceutical Formulation .........................................................................28!

1.5.2! GMP in Radiopharmaceutical Preparation ............................................................29!

1.5.3! Challenges in Kit Production .................................................................................31!

1.5.4! Polysorbate 20 (Tween 20®) .................................................................................33!

1.5.5! Clinical Translation Success in Academia .............................................................35!

1.6! Hypothesis of the Thesis ....................................................................................................35!

Chapter 2 Formulation of a Kit for the Preparation of 111In-BzDTPA-NLS-trastuzumab Injection under Good Manufacturing Practices (GMP): An Auger Electron-Emitting Radioimmunotherapeutic ..........................................................................................................37!

! Formulation of a Kit for the Preparation of 111In-BzDTPA-NLS-trastuzumab Injection 2under Good Manufacturing Practices (GMP): An Auger Electron Emitting Radioimmunotherapeutic Agent for HER2+ Breast Cancer .....................................................38!

2.1! Abstract ..............................................................................................................................38!

2.2! Introduction ........................................................................................................................40!

2.3! Materials and Methods .......................................................................................................42!

2.3.1! Raw Materials ........................................................................................................42!

2.3.2! Pharmaceutical Quality Buffers .............................................................................43!

2.3.3! Kit Formulation ......................................................................................................44!

2.3.4! Kit Quality Testing ................................................................................................46!

2.3.5! Final Radiopharmaceutical ....................................................................................49!

2.3.6! Imaging and biodistribution studies .......................................................................50!

2.3.7! Statistical Analysis .................................................................................................50!

2.4! Results ................................................................................................................................51!

2.4.1! Production of Pharmaceutical Quality Buffers ......................................................51!

2.4.2! Kit Formulation Development ...............................................................................51!

2.4.3! Kit Development ....................................................................................................59!

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2.4.4! Final Radiopharmaceutical ....................................................................................64!

2.4.5! Imaging and Biodistribution Studies .....................................................................66!

2.5! Discussion ..........................................................................................................................69!

2.6! Conclusion .........................................................................................................................72!

2.7! Acknowledgements ............................................................................................................73!

Chapter 3 Future Directions ...........................................................................................................74!

! Future Directions .......................................................................................................................75!3

3.1! Future Directions ...............................................................................................................75!

References ......................................................................................................................................78!

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List of Tables

Table 1. Features of molecular subtypes of breast cancer .............................................................. 6!

Table 2. Table of some radioisotopes commonly used in radioimmunotherapy .......................... 20!

Table 3. Additional properties of Auger electron-emitting radionuclides ................................... 22!

Table 4. Overview of development lots of kits for preparation of 111In-BzDTPA-NLS-

trastuzumab including manufacturing parameters details and quality control results. ................. 53!

Table 5. Overview of different purification methods used in formulating developmental lots of

kits for preparation of 111In-BzDTPA-NLS-trastuzumab ............................................................. 55!

Table 6. Quality testing of kits for the preparation of 111In-BzDTPA-NLS-trastuzumab Injection

....................................................................................................................................................... 60!

Table 7. Quality Testing of 111In-BzDTPA-NLS-trastuzumab Injection. ..................................... 65!

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List of Figures

Figure 1. Diagram illustrating PI3K/AKT and MAPK signaling pathways. ................................ 13!

Figure 2. Nuclear Localization Sequence (NLS)-mediated transport of Auger-electron-emitting

biomolecule through the nuclear pore complex (NPC). ............................................................... 24!

Figure 3. Roadmap demonstrating the four steps in the clinical translation of a novel

radiopharmaceutical from preclinical studies to Phase I clinical trial. ......................................... 28!

Figure 4. Chemical structure of Polysorbate 20 (Tween 20) ........................................................ 34!

Figure 5. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 13, Table 4) on a 4-20% gel under non-reducing conditions... ........................ 57!

Figure 6. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 15, Table 4) on a 5% gel under non-reducing conditions. The number of NLS

peptides conjugated per BzDTPA-trastuzumab is calculated based on the equations shown ...... 58!

Figure 7. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 15, Table 4) on a 5% gel under non-reducing conditions. ................................ 61!

Figure 8. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 15, Table 4) on a 4-20% gel under non-reducing conditions. .......................... 62!

Figure 9. Saturation radioligand binding assay to assess the binding affinity of 111In-BzDTPA-

NLS-Trastuzumab to HER2 on SK-BR-3 human breast cancer cells prepared from kit Lot 15,

Table 4.. ........................................................................................................................................ 63!

Figure 10. Posterior whole-body microSPECT/CT images of Balb/c nude mice bearing s.c.

HER2-positive SK-OV-3 human ovarian cancer xenografts at 72 hours post-injection of 111In-

BzDTPA-NLS-trastuzumab (14 MBq; 13 µg) without blocking or after blocking HER2 by pre-

administration of 1 mg of unlabeled trastuzumab. ........................................................................ 67!

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Figure 11. Tumour and normal tissue biodistribution of 111In-BzDTPA-NLS-trastuzumab (14

MBq; 13 µg) at 72 hours post-injection in Balb/c nude mice bearing s.c. HER2+ SK-OV-3

human ovarian cancer xenografts. ................................................................................................ 68!

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List of Abbreviations

% ID/g Percent injected dose per gram

ACS American Chemical Society

ADA Anti-drug antibody

ADCC Antibody dependent cellular cytotoxicity

AKT Protein kinase B

ALT Alanine amino-transferase

bzDTPA benzylisothiocyanate DTPA

BC Breast cancer

BCS Breast conserving surgery

BCT Breast conserving therapy

BRCA1 Breast cancer gene 1

BRCA2 Breast cancer gene 2

Cr Serum creatinine

CBC Complete blood cell counts

CDK2 Cyclin-dependent kinase 2

COA Certificate of Analysis

CTA Clinical Trial Application

DCIS Ductal carcinoma in situ

DSB Double stranded break

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DNA Deoxyribonucleic acid

ErbB Erythroblastosis oncogene

ECD Extracellular Domain

EGF Epidermal growth factor

ER Estrogen receptor

EGFR Epidermal growth factor receptor

EP European Pharmacopoeia

FDA Food and Drug Administration

FISH Fluorescence in situ hybridization

GCP Good Clinical Practice

GMP Good Manufacturing Practices

GTP Guanosine triphosphate

GTPase Guanosine triphosphase

Hb Hemoglobin

HAMA Human anti-mouse antibody

HCT Hematocrit

HER Human epidermal growth factor receptor

HER1 Human epidermal growth factor receptor 1

HER2 Human epidermal growth factor receptor 2

HER3 Human epidermal growth factor receptor 3

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HER4 Human epidermal growth factor receptor 4

IgG Immunoglobulin G

IC Immunoconjugate

IDC Invasive Ductal Carcinoma

ILC Invasive Lobular Carcinoma

IGF-1R Insulin growth factor 1 receptor

IHC Immunohistochemistry

ITLC Instant thin layer chromatography

LCIS Lobular carcinoma in situ

LET Linear energy transfer

mAb Monoclonal antibody

MAPK Mitogen-activated protein kinase

MTOR Mammalian target of rapamysin

NRG Neuregulins

NHL Non-Hodgkin’s lymphoma

NK Natural killer

NLS Nuclear localization sequence

NMR Nuclear Magnetic Resonance

NPC Nuclear pore complex

NR Not reported

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OCOG Ontario Clinical Oncology Group

OCREB Ontario Cancer Research Ethics Board

OLINDA Organ Level Internal Dose Assessment

OS Overall survival

p.i. Post injection

PFS Progression free survival

PI3K phosphatidylinositol 3-kinase

PIP2 Phosphatidylinositol biphosphate

PIP3 Phosphatidylinositol triphosphate

PPI Protein-protein interactions

PgR Progesterone receptor

PS20 Polysorbate 20 (Tween 20)

PTEN Phosphatase and tensin homologue

RIT Radioimmunotherapy

RTK Receptor tyrosine kinase

s.c. Subcutaneous

src sarcoma

SDS-PAGE Sodium dodecyl sulfate polyacrylamide gel electrophoresis

SOP Standard Operating Procedure

SPECT Single photon emission computed tomography

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SV40 Simian virus 40

T-DM1 Trastuzumab emtansine

TGFα Transforming growth factor α

TLDU Terminal lobular ductal unit

TNM Tumor, Node, Metastasis

USP United States Pharmacopeia

VEGF Vascular endothelial growth factor

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Chapter 1 Introduction

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Introduction 1

1.1 The Incidence, Diagnosis, and Treatment of Breast Cancer

1.1.1 Epidemiology and Etiology of Breast Cancer

According to the Canadian Cancer Society, breast cancer (BC) continues to be the

leading cause of cancer diagnosis in Canadian women. An estimated 25,000 women will be

diagnosed with BC in 2015, accounting for 26% of all new female cases of cancer (1). Risk

factors for BC include genetic mutations in BRCA1 and BRCA2 genes (2), being a woman (male

breast cancer is less common), age, race, exposure to estrogen and progesterone, and lifestyle

factors such as smoking, alcohol consumption, and obesity (3). Fortunately, the female breast

cancer death rate in Canada has been declining at a rate of 2.5% per year since 2001 (1). This has

been attributed to a combination of increased use of mammography screening and the use of

more effective therapies after BC surgery (4–6).

The mammary gland is the functional structure of the female breast. The mammary gland

is made up of lobes that are subdivided into lobules. Lobules consist of glandular alveoli that are

involved in producing milk. Once milk is produced it is secreted out of the alveoli through

tubules, which drain into secondary tubules. These secondary tubules converge to form

mammary ducts. Mammary ducts further converge into lactiferous ducts that drain at the nipple.

Most BCs originate at the terminal ductal lobular unit (TDLU), the site of conversion of lobes

and ducts within the breast (7). Initiation of BC is due to genetic and epigenetic changes but it is

not clear whether this occurs in a single cell or in a group of cells simultaneously. Progression of

BC involves ductal hyperproliferation, with successive evolution into ductal or lobular

carcinoma in situ (DCIS or LCIS) and invasive ductal or lobular (IDC or ILC) carcinomas,

which may progress further into metastatic disease (8). However, not all in situ breast

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carcinomas will progress to invasive BC (9,10). The onset of BC is sporadic in nature in most

patients, except those in patients with known genetic predispositions. The risk of developing the

disease increases in women with atypical ductal hyperplasia, atypical lobular hyperplasia, lobular

neoplasia, and LCIS or DCIS (11).

1.1.2 Diagnosis, Staging, and Treatment of Breast Cancer

Once the presence of BC is confirmed, the tumor is staged. The Union for International

Cancer Control established, and the American Joint Committee on Cancer accepted the TNM

classification system that is currently used to stage the disease. The TMN classification system

describes the extent of many solid cancers based on tumor size and the degree of spread to

nearby tissues (T), whether the cancer has spread to draining lymph nodes and the number of

involved nodes present (N), and whether the disease has metastasized to distant organs (M) (12).

These three factors are taken into consideration before assigning a patient a stage between 0 to

IV (0 to 4). The higher the stage the more advanced the cancer (12). In Stage 0 the cancer has not

invaded locally and is at an early stage, getting progressively more extensive until the cancer has

spread to other organs of the body in Stage IV. The purpose of staging is two-fold: (1) to plan the

most effective therapeutic strategy for patients, and (2) to inform on the prognosis of the disease

in the patient (12).

Diagnostic imaging, pathology, surgery, radiation and medical oncology are all

modalities used in the management of BC. All patients undergo surgery which is usually

followed by local radiation treatment and systemic therapies, which may be administered in an

adjuvant setting or to treat known lesions (7). Breast conserving surgery (BCS) is considered a

standard treatment option for ductal carcinoma in situ (DCIS) and most invasive carcinomas of

the breast. In addition to BCS, the axillary nodes draining the tumor are removed and examined

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to stage the disease. Mastectomy may be recommended as a treatment option in some cases if the

area of cancer is large in comparison to the area of the breast, the cancer is present in more than

one area of the breast, and little or deformed breast tissue would remain if BCS were done. Local

radiation therapy is provided to eradicate any remaining cancer cells in the breast or in the

axillary nodes. Breast conserving therapy (BCT), consisting of BCS and radiotherapy is the

preferred method of treatment for most patients and the current standard of care as opposed to

mastectomy (13). Results from multiple prospective, randomized clinical trials spanning up to 20

years concluded no significant difference in overall or disease-free survival when comparing

BCT with mastectomy (14–17). Additionally, BCT provides much better cosmetic effect than

mastectomy resulting in a significant gain to the patient. Furthermore, combinations of hormonal

therapy and chemotherapy are utilized to reduce the chance of local BC recurrence as well as

progression to metastatic disease (7).

Along with assigning a stage, a sample of tissue from a biopsy will be assessed for

“receptor status” of the cells. Immunohistochemistry (IHC) markers such as estrogen-receptor

(ER), progesterone-receptor (PgR) and human epidermal growth factor 2 receptor (HER2) status,

along with the classical TNM staging system, are conventionally used for patient prognosis and

management (18). Evidence suggests that BC with different pathological and biological features

display distinct behaviors resulting in different treatment responses and thus should be managed

with different therapeutic strategies (19). BC tumors can be classified into 4 intrinsic subtypes,

i.e. luminal A, luminal B, HER2+, and basal (Table 1). Luminal A tumors are ER+, PgR+, and

HER2-. In the vast majority of cases endocrine therapy alone is recommended. Luminal B

tumors are ER+, PgR+, and HER2- however part of the luminal B subtype is HER2+. Endocrine

therapy and chemotherapy is recommended for the majority of cases, however if the tumor in the

patient is HER2+, then anti-HER2 therapy is recommended as well (20). An important difference

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between the luminal A and B subtypes is the presence of cellular proliferation marker Ki-67.

Typically, Luminal A tumors express low levels of Ki-67 whereas Luminal B tumors express

high levels of Ki-67. If the tumor is classified as part of the Luminal B, HER2+ subtype, then

any level of Ki-67 can be expressed. High Ki-67 is indicative of high proliferation and a worse

prognosis. Thus, Luminal B tumors are more proliferative and have a worse prognosis than

Luminal A tumors (20). HER2+ tumors are ER-, PgR-, and HER2+ as identified by IHC for the

HER2 protein or fluoresce in situ hybridization (FISH) for increased copies of the HER2 gene

(21). The procedure for determining HER2-positivity is described in greater detail in section

1.1.7. The recommended treatment is chemotherapy and molecularly targeted anti-HER2

therapies such as trastuzumab and pertuzumab. These agents are discussed in greater detail in

sections 1.1.4 and 1.1.5. The basal subtype is ER-, PgR-, and HER2- (triple negative) with

expression profiles that resemble basal epithelial cells of other parts of the body and normal

breast myoepithelial cells (22). These tumors are not eligible for HER2 targeted BC therapies or

hormonal therapies, rendering chemotherapy the only option. Triple-negative tumors often have

a good response to chemotherapy, but the development of resistance as well as toxicity to

chemotherapy are major challenges (20). Generally, patients with luminal A and B subtypes of

BC carry a good prognosis but the basal and HER2+ subtypes carry a poorer prognosis (18).

However, trastuzumab and other HER2-targeted therapies have changed the outcome for women

with HER2-positive BC, such that this is not considered to be a poor prognosis form of the

disease any longer (23).

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Table 1. Features of molecular subtypes of breast cancer. ER: estrogen receptors; PgR:

progesterone receptor; HER2: human epidermal growth factor receptor 2. +: positive, -: negative;

+/-: occasionally positive; -/+: rarely positive.

Molecular

Subtype

ER PgR HER2 Ki-67 Prognosis

Triple-

negative

- - - NR Poor

HER2+ - - + NR Poora

Luminal A + + - Low Good

Luminal B + +/- -/+ High Good

aThis is not considered to be a poor prognosis form of the disease any longer due to the introduction of HER2 targeted therapies

1.2 HER2+ Breast Cancer

1.2.1 The Biology of HER2

The HER2 gene is amplified and the HER2 protein is overexpressed in 15-20% of

primary BCs (21). HER2 is a member of the family of epidermal growth receptors (HER) that

play a critical role in regulating cell growth and survival. This family of transmembrane tyrosine

kinase receptors (RTK) is comprised of HER1, HER2, HER3, and HER4 (ErbB-1, ErbB-2,

ErbB-3 and ErbB-4 respectively). Each receptor is composed of an extracellular binding domain,

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a transmembrane domain, and a functional intracellular tyrosine kinase domain, except for HER3

which does not have an intracellular kinase domain (24). Tyrosine kinase domains are activated

by homodimerization of HER2 or heterodimerization with other HER family members,

particularly with EGFR and HER3, and typically initiated by ligand binding. Examples of

ligands include epidermal growth factor (EGF), transforming growth factor α (TGFα) and

neuregulins (NRG)(25). HER2 is unlike any of the other receptors in the family because it does

not have a known ligand (26). It is activated by homodimerization or heterodimerization with

other HER family members following ligand binding to these receptors (24,27). HER2 is the

preferred binding partner for receptor dimerization with other HER family members such as

HER3 (26). Specifically in the case of HER2, homo- or hetero-dimerization activates signal

transduction cascades such as the RAS-mitogen-activated protein kinase (MAPK) pathway and

the phosphatidylinositol 3’-kinase(PI3K)-AKT-mammalian target of rapamysin (mTOR)

pathway, resulting in cellular proliferation and survival (24).

Low expression of HER2 on the surface of epithelial cells is involved in the normal

development of tissues such as the breast, ovary, lung, liver, kidney, and central nervous system.

However, in HER2+ BC cells the density of the receptors can be up to 100-fold amplified (1-2

million receptors/cell) (28). This is of crucial importance to the development of BC because

when there are normal levels of HER2, dimerized receptors are infrequently formed resulting in

normal cell growth. However, when HER2 is overexpressed in some forms of BC, many ligands

binding to other HER family members will recruit HER2 for dimerization resulting in potent

growth signaling, enhanced responsiveness to growth factors and tumor aggressiveness (25).

1.2.2 Trastuzumab

HER2 is an attractive target for BC therapy due to its upregulation in certain tumors at

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levels that greatly exceed that on normal epithelial tissues. Trastuzumab (or Herceptin®) is a

humanized IgG1 monoclonal antibody developed by Genentech Inc. (San Francisco, CA, USA)

that binds to the extracellular domain IV of HER2, thus specifically targeting HER2 (29). It was

constructed by inserting only the complementary-determining regions (CDRs) from the murine

monoclonal antibody (mAb) 4D5 into a human kappa IgG1 to avoid evoking a human anti-mouse

antibody (HAMA) response in patients (29). The mechanism of action of trastuzumab is

discussed in detail in section 1.2.6.

1.2.3 Current Treatment Guidelines

The first line of treatment for HER2+ BC is a combination of trastuzumab, pertuzumab,

and a taxane (30). Pertuzumab is a humanized IgG1 mAb that targets the extracellular subdomain

II of HER2, a different epitope than domain IV to which trastuzumab binds (31). Pertuzumab

prevents HER2 dimerization with other ligand activated HER receptors, most notably HER3, and

its mechanism of action is complementary to that of trastuzumab (32). Like trastuzumab,

pertuzumab acts by stimulating antibody-dependent, cell mediated cytotoxicity (33). If the

patient progresses after first line treatment, trastuzumab emtansine (T-DM1) is recommended as

a second-line treatment (30). T-DM1 is an antibody drug conjugate that combines the HER2-

targeted antitumor properties of trastuzumab with the cytotoxic activity of the microtubule-

inhibitory agent DM1. A stable linker conjugates the antibody and the cytotoxic agent (34).

Trastuzumab delivers the cytotoxic agent specifically into HER2 overexpressing cells, thereby

improving the therapeutic index and minimizing normal tissue exposure (35).

1.2.4 Determination of HER2 receptor status

Patients are eligible for treatment with trastuzumab and other HER2-targeted therapies, if

there is overexpression of HER2 or increased copies of the HER2 gene on tumor cells in a BC

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biopsy specimen. IHC staining for HER2 protein expression is performed on the specimen and

the tumor is scored 0, 1+, 2+, or 3+ based on the intensity of staining of the cell membrane. A

score of 0 is assigned if no staining is observed or if membrane staining is incomplete and barely

perceptible and present on ≤ 10% of tumor cells. A score of 1+ is assigned if there is incomplete

membrane staining that is barely perceptible and present on > 10% of tumor cells. A score of 2+

is assigned if circumferential membrane staining is incomplete and/or weak/moderate and

present on >10% of tumor cells. A score of 2+ is also assigned if complete and circumferential

membrane staining is intense and present on ≤ 10% of tumor cells. A score of 3+ is assigned if

circumferential membrane staining is complete, intense, and present on >10% of tumor cells.

Scores of 0 or 1+ are considered negative for HER2, 2+ is equivocal for HER2, and 3+

represents HER2 overexpression. Patients with tumors that scored 0 or 1+ do not overexpress

HER2 and are not eligible for treatment with trastuzumab. Patients with tumors that scored 3+

are considered HER2+ and are eligible for treatment with trastuzumab. Repeat testing should be

considered if results seem discordant with other histopathologic findings. Patients with tumors

scoring 2+ require retesting the same tumor specimen using FISH or testing a new tumor

specimen with either IHC or FISH (21).

FISH detects amplification of the HER2 gene by examining the average HER2 copy

number. If the tumor specimen has an average HER2 copy number ≥ 6.0 signals/cell the patient

is considered positive and eligible for treatment with trastuzumab. If the tumor specimen has an

average HER2 copy number < 4.0 signals/cell, the patient is considered HER2 negative and not

eligible for treatment with trastuzumab. If the tumor specimen has an average HER2 copy

number ≥ 4.0 and > 6.0 signals/cell, the patient is considered equivocal and retesting is needed.

Retesting can be done on the same tumor specimen using IHC or dual probe FISH or on a new

tumor specimen using IHC or FISH (21).

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1.2.5 Clinical Trials of Trastuzumab

Early studies showed that trastuzumab alone or in combination with chemotherapy

improved rates of objective response, response duration, and time to disease progression in

patients with HER2+ metastatic BC (36). In a Phase II trial involving 222 women with HER2+

metastatic BC who had relapsed after 1-2 cytotoxic chemotherapy regimens, administration of

single agent trastuzumab yielded an overall response rate of 15% and the median duration of

these responses was 9.1 months (36). Furthermore, a Phase III trial involving 469 women with

HER2+ metastatic BC who had not previously received chemotherapy, were treated with

chemotherapy and trastuzumab. Chemotherapeutic agents used such as doxorubicin or epirubicin

plus cyclophosphamide were administered, or paclitaxel was administered if the women had

received prior adjuvant anthracycline therapy. Half of the patients were randomized to receive

trastuzumab. Of the women enrolled, 143 received an anthracycline plus trastuzumab, 138

received an anthracycline alone, 92 received paclitaxel plus trastuzumab and 96 received

paclitaxel alone. Results indicated that trastuzumab is active when added to chemotherapy in

these patients and that combining these two therapies significantly prolonged the median time to

disease progression, increased the overall response rate, increased the duration of response, and

improved median survival time when compared to treatment with chemotherapy alone (36). The

most significant adverse event observed in studies of trastuzumab was cardiac dysfunction,

especially in women who were treated with trastuzumab plus an anthracycline. This prompted a

Phase III trial evaluating the efficacy and safety of a non-anthracycline regimen with

trastuzumab (37). 3,222 women with HER2+ early-stage BC received the anthracycline

doxorubicin and cyclophosphamide followed by docetaxel, the same regimen plus trastuzumab,

or docetaxel and carboplatin plus trastuzumab. Results indicated that non-anthracycline regimens

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were more favorable than the anthracycline containing regimen given its similar efficacy, since

there were fewer acute toxic effects, and lower risks of cardiotoxicity (37).

1.2.6 Trastuzumab Mechanisms of Action

The effectiveness of trastuzumab is correlated with the level of HER2 expression in BC,

with a higher level of HER2 expression showing a greater response to the drug (38). Although

the exact mechanisms by which trastuzumab exerts its effects are not known, many mechanisms

have been proposed both in vitro and in vivo.

1.2.6.1 Promotion of HER2 Degradation

Receptor down-regulation through endocytosis and subsequent degradation has been

proposed as one of the mechanisms by which trastuzumab decreases the expression of HER2 on

BC cells. It has been proposed that the activity of tyrosine kinase-ubiquitin ligase c-Cbl may be

important for degradation of HER2 internalized following trastuzumab binding. When

trastuzumab binds HER2, c-Cbl is recruited to its docking site, Tyr112. At the docking site, HER2

is ubiquinated by c-Cbl thus leading to its degradation following internalization. It is not known

exactly how c-Cbl is induced or how exactly c-Cbl mediates HER2 degradation (39).

Adittionally, HER2 undergoes proteolytic cleavage when overexpressed, which results in

the release of the extracellular domain (ECD) and in the production of the truncated membrane

bound fragment p95. This truncated membrane bound fragment p95 has constitutive kinase

activity (27). Molina et al. demonstrated that trastuzumab can block the shedding of the HER2

ECD by inhibiting metalloproteinase activity in HER2 overexpressing BC cell lines (SK-BR-3

and BT474) (40). Once cleaved, the ECD of HER2 is likely to be released in serum. Clinical

studies have shown that a decline in serum HER2 ECD during trastuzumab treatment improves

progression free survival and predicts tumor response (40,41). These results are evidence that

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indirectly support the theory that trastuzumab may act by stabilizing the ECD of HER2.

1.2.6.2 Antibody-Dependent Cellular Cytotoxicity

A major mechanism proposed for the activity of trastuzumab is to attract immune cells to

the tumor site that overexpresses HER2. This process is called antibody-dependent cellular

cytotoxicity (ADCC). Upon binding of trastuzumab to BC cells, natural killer cells (NK) are

activated. NK cells express the Fc gamma receptor that can be bound by the human Fc domain of

trastuzumab, and initiate the lysis of BC cells bound to trastuzumab (42). In HER2

overexpressing tumor xenografts Clynes et al. demonstrated that NK cells targeted HER2 cells

coated with trastuzumab via a CD16-mediated ADCC mechanism (43). The immune cell

modulated activity of trastuzumab was later confirmed in samples from patients with HER2+

locally advanced BC. An increase in NK cells and cytotoxic proteins was observed in these

tumor infiltrates after treating the tumor samples with trastuzumab and docetaxel (44).

1.2.6.3 PI3K/AKT and MAPK Signaling

PI3K is activated by the auto-crossphosphorylation of RTKs such as HER2 after homo-

or heterodimerization (Figure 1). Once PI3K is activated, its primary role is to convert PIP2 to

PIP3. AKT is activated following recruitment to the cell surface by PIP3, and acts downstream of

PI3K to regulate cell survival, proliferation and growth. (42). AKT is negatively regulated by

phosphatase and tensin homologue (PTEN), which is in turn regulated by tyrosine kinase

sarcoma (src) (27,42). It is proposed that by interfering with the dimerization of HER2,

trastuzumab inhibits HER2 activation and phosphorylation, resulting in suppressed AKT

phosphorylation (45). It has also been shown that trastuzumab blocks tyrosine kinase src

signaling, thus increasing PTEN levels and activity and also suppressing AKT phosphorylation

(Figure 1) (46).

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MAPK signaling is initiated by activation of the protein Ras by receptor tyrosine kinases.

Activated Ras recruits Raf to the membrane where it is activated. Raf phosphorylates the protein

kinase MEK, which goes on to phosphorylate ERK. ERK can go on to directly and indirectly

activate transcription factors leading to the expression of genes that code for proteins involved in

regulating cell proliferation and survival. It is proposed that by interfering with the dimerization

of HER2, trastuzumab inhibits HER2 activation of Ras (27,47). Through these processes,

binding of trastuzumab suppresses cell growth, proliferation, and survival (Figure 1).

Figure 1. Diagram illustrating PI3K/AKT and MAPK signaling pathways.

1.2.6.4 Inhibition of Angiogenesis

HER2 overexpression in BC is associated with increased angiogenesis (48). New growth

in the vascular network of tumors contributes to tumor aggressiveness because there is an

association between angiogenesis and the process of tumor invasion and metastasis (49).

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Angiogenic factor, vascular endothelial growth factor (VEGF) is overexpressed in the BC

microenvironment, compared with normal breast tissue (50). Trastuzumab can modulate various

pro- and anti-angiogenic growth factors involved in angiogenesis to achieve angiogenic

suppression. For example, HER2+ mouse mammary tumors showed reduced expression of pro-

angiogenic factors VEGF and transforming growth factor-α"(TGF'α),"while"showing"elevated

levels of anti-angiogenic factor thrombospondin-1 after treatment with trastuzumab (51).

1.2.7 Trastuzumab Resistance

Despite the success of trastuzumab for treating HER2+ metastatic BC, only about 1 in 2

patients with HER2+ BC in clinical trials responded to treatment with trastuzumab, implying that

many patients had tumors that are “inherently” resistant to the drug (28). Of these initial

responders, almost all patients had disease progression within one year (52). Progression of the

disease in patients being treated with trastuzumab suggests that “acquired” resistance to

trastuzumab frequently develops (52). The potential mechanisms of trastuzumab resistance are

described below.

1.2.7.1 Reduced Trastuzumab Binding

HER2 can undergo mutation resulting in truncation of the receptor in which the ECD is

absent (53). Because there is no ECD, this prevents trastuzumab binding and effects on tumor

growth inhibition. Furthermore, loss of the ECD generates the truncated p95HER2 isoform

which has constitutive kinase activity (53). Results from a study analyzing the tumor cells of 46

patients revealed that those who acquired the p95HER2 mutation were less likely to respond to

trastuzumab compared to those who did not have the mutation (54). Another effect that may

contribute to trastuzumab resistance is steric masking of the trastuzumab binding site by mucin-

4(27).

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1.2.7.2 Increased expression of other tyrosine kinase receptors

Since trastuzumab does not bind to the dimerization domain of HER2 (domain II), HER2

can dimerize with other tyrosine kinase receptors and activate downstream signaling pathways

(55). This compensates for HER2 signaling inhibition by trastuzumab. Examples of tyrosine

kinase receptors that can undergo heterodimerization with HER2 include HER3 and insulin-like

growth factor 1 receptor (IGF-1R) (27). Trastuzumab is not able to block signaling via these

receptors. It was previously found in NIH-3T3 cells and human mammary epithelial cells that

HER2-HER3 dimerization results in increased tyrosine phosphorylation of HER3, subsequently

increasing PI3K recruitment and downstream activation (56). These finding imply that signaling

as a result of HER2-HER3 dimerization compensates for HER2 signaling inhibition by

trastuzumab. On the contrary, IGF-1R contributes to trastuzumab resistance by overcoming

trastuzumab mediated cell cycle arrest as indicated by low levels of growth inhibitor proteins

p27kip1 and p21kip1, and elevated CDK2 kinase activity (27).

1.2.7.3 Loss of PTEN

Constitutively active PI3K/AKT pathways due to PTEN loss or activating mutations in

PI3K contribute to inherent and acquired resistance to trastuzumab. A study analyzing breast

tumor specimens from patients with metastatic BC found 36% of patients had tumors that did not

express PTEN and these patients had lower response rates to trastuzumab therapy than those who

had tumors that did express PTEN (57). Another group found that patients with tumors

possessing PI3K mutations that had been treated with trastuzumab had significantly shorter

progression-free survival than those with tumors without these mutations (58). It has also been

shown that activation of src in breast cancer cell lines contributes to intrinsic and acquired

resistance by down-regulating PTEN. Furthermore, the same group demonstrated that patients

with tumors with active src had a poorer response to trastuzumab than those who did not have

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active src (46).

1.2.8 Trastuzumab emtansine (T-DM1)

T-DM1 is an antibody-drug immunoconjugate consisting of the cytotoxic agent DM1

(emtansine) conjugated to trastuzumab. It incorporates the HER2 targeted tumor growth

inhibitory properties of trastuzumab with the cytotoxic activity of the microtubule-inhibitory

agent DM1 (34). A stable linker connects the two molecular entities. T-DM1 specifically binds

HER2+ cells and facilitates intracellular drug delivery, thereby improving the therapeutic index

and minimizing normal tissue exposure. In early 2013, T-DM1 was approved by the U.S. FDA

as a therapy regimen for patients with HER2+ metastatic BC. In September of 2013, Health

Canada approved T-DM1 for the same indications. Leading up to approval, the efficacy and

safety of the drug was examined in clinical trials. EMILIA (35) is a Phase III trial involving 991

patients with HER2+ unresectable, locally advanced, or metastatic BC that had previously been

treated with trastuzumab and a taxane. Patients were randomly assigned in a 1:1 ratio to receive

T-DM1 or lapatinib plus capcetabine. Results revealed that the median progression free survival

(PFS), overall survival (OS), and objective response rate (ORR) were significantly higher in T-

DM1 treated patients compared to patients treated with lapatinib plus capecitabine. Furthermore,

the adverse events observed in patients treated with T-DM1 were generally low grade (35).

Another pivotal Phase III trial was MARIANNE (59), where 1,095 patients with progressed or

recurrent locally advanced or previously untreated metastatic HER2+ BC received T-DM1 plus

pertuzumab (363 patients), T-DM1 plus placebo (367 patients), or docetaxel or paclitaxel (365

patients). Results revealed that T-DM1 treatment is noninferior with respect to PFS when

compared to treatment with trastuzumab plus a taxane in patients with locally advanced or

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metastatic BC. However, the trial did demonstrate T-DM1 had a lower toxicity profile and

improved quality of life outcomes compared to the control treatment (59).

1.3 Radioimmunotherapy

1.3.1 Radioimmunotherapy

Radioimmunotherapy (RIT) employs monoclonal antibodies (mAbs) labeled with a

therapeutic radionuclide to target and kill cancer cells. Conceptually, radiolabelled mAbs are

able to specifically bind to antigens that are overexpressed on tumor cells resulting in an

increased radiation dose delivered to the tumor cells while minimizing the radiation dose to

normal tissues. RIT is advantageous over treatment with unmodified antibodies because ionizing

radiation deposited by a therapeutic radionuclide provides an additional source of toxicity to

targeted cells and can help to overcome resistance (60). The U.S. FDA and Health Canada have

approved two RIT agents: 90Y-ibritumomab tiuxetan (Zevalin®, approved in 2002) and 131I-

tositumomab (Bexxar®, approved in 2003) (61). Both were approved for treatment of refractory

non-Hodgkin’s lymphoma (NHL) expressing CD20. In a study comparing Zevalin® with

unlabeled CD20 mAb rituximab, both the overall response rates and complete response rates

were higher for RIT, 80% vs. 56% and 30% vs. 16% respectively (62). Furthermore, an overall

response rate of 80% was observed in patients with rituximab-refractory NHL in a separate study

conducted by Alcindor and Witzig (63). Bexxar®, which also binds CD20, demonstrated

improved therapeutic efficacy compared with that provided by the most recent chemotherapy

regimen in a clinical trial involving 60 patients with previously untreated follicular lymphoma.

Unfortunately Bexxar® was discontinued by the manufacturer due to limited use of the agent,

making Zevalin® the only remaining clinically approved RIT agent. Nonetheless, the clinical

success of these agents in treating NHL highlights the potential of RIT for treatment of

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malignancies. The challenge is to extend these promising results in NHL to treatment of more

common tumors such as breast, lung, pancreatic, stomach, and ovarian cancer.

1.3.2 Selection of Radionuclides for RIT

Of critical importance to RIT is selection of the radionuclide for labeling the mAb (Table

2). DNA is the main target for lethal radiation induced biologic effects with DNA double

stranded breaks (DSB) being the most potent lesion, due to the difficulty in repairing these

compared to single strand breaks (SSB). DNA strand breaks result from the direct ionization of

DNA by radiation or more commonly by the interaction of radiation-induced free radicals with

DNA (64). Beta (β)-emitting radionuclides are most commonly employed in RIT but alpha (α)-

emitters and Auger electron-emitting radionuclides are also under investigation. Alpha (α)-

emitters have energies ranging from 5 to 9 MeV, travel about 50-100 µm (5-10 cell diameters) in

tissue and have high linear energy transfer (LET) values (~80-100 keV/μm) thus making them

ideal for eradicating small clusters of tumor cells (64). LET describes how much energy an

ionizing particle transfers to the material transversed per unit of distance (65). Of equal

importance in the cell killing properties of α-emitters are bystander effects. The bystander effect

occurs when a radiobiologically damaged cell induces death in proximal nonirradiated cells

through the release of cytokines and free radicals (66). Issues for using α-emitters arise due to

their limited availability and relatively short physical half-life (Table 2) (67,68). β-emitters have

various energies, a distribution of ranges (Table 2) and have low LET values (~0.2 keV/μm)

(64). Energy deposition takes place along a distance that greatly exceeds the location of the

actual decay event, resulting in a crossfire effect which is useful in irradiating bulky tumors in

which not all tumor cells will be targeted by the RIT agent. “Crossfire” describes the deposition

of energy in a distant cell from decay of a radionuclide in another cell over a distance of many

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millimeters (69). In the micrometastatic setting, β-emitters are less ideal because a significant

proportion of the radiation dose is deposited in normal tissues surrounding the tumor cells within

the millimeter range of the β-particles, or in the bone marrow due to circulating

radioactivity.(70). Furthermore, some radionuclides also emit gamma (γ)-photons which permit

imaging of the delivery of the RIT agent to tumors by single photon emission computed

tomography (SPECT). SPECT imaging is performed using a gamma-camera that acquires

images by capturing the gamma photons released by γ-emitters (Table 2) (71).

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Table 2. Table of some radioisotopes commonly used in radioimmunotherapy*

Radionuclide Half Life (hr)

Emission Emax a

(MeV) Rmax b (µm) Gamma

Emission (keV) and

Abundance

Iodine-131 (131I) 193 Beta 0.66 2300 364(81%)

Yttrium-90 (90Y)

64 Beta 2.28 11300 -

Copper-67 (67Copper)

62 Beta 0.58 2100 186(48%)

93.3(23%)

Bismuth-212 (212Bi)

1 Alpha 5.84 48 727.2 (8)

39.8(2.6%)

212Pb 11 Alpha 0.6 - 238.6(43%)

Astatine-211 (211At)

7 Alpha 5.87 48 687(3%)

Indium-111 (111In)

67 Auger 0.26 17 171(90%)

245(94%)

Gallium-67 (67Ga)

78 Auger 0.18 3 93(36%)

185(20%)

300(16%)

Iodine-123 (123I) 13 Auger 0.16 20 159(83%)

a Emax or maximum energy; maximum range of particle energy in tissue

b Rmax or maximum range of emission path length of the particle radiation in tissue

* Adapted from (64,65,70)

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1.3.2.1 Auger Electron-Emitters

An attractive alternative to α- or β- particle emitters for RIT are low energy Auger

electron-emitters (Table 2, Table 3). Auger electrons arise when the electronic shells of

radionuclides are re-organized following decay by electron capture. During electron capture,

inner shell electron vacancies are created by electron transfer from the inner shell into the

nucleus. The inner shell electron vacancies are subsequently filled by electron transitions from

higher energy cells, occurring in cascade (70). The energy difference of these transitions is

released as either photons or low-energy electrons, called Auger electrons. Auger electrons have

low energy (≤25 keV), travel subcellular ranges in tissue (< 10"μm), and have high LET values

(4-26 keV/μm), which cause multiple ionizations at close proximity to the decay site (64,70).

These properties make Auger electron emitters suitable for eradicating single cells or small

clusters of cells. Auger electrons deposit energy in 1-2 nm spheres around the decay site and the

double stranded DNA helix has a diameter of 2 nm. So, if an Auger electron emitter were to

decay in close proximity to DNA, it would cause lethal DNA DSB while minimizing damage

outside the cell nucleus or the cell (70). Thus, it is important for the radionuclide to decay in

close proximity to nuclear DNA so that the DNA is within the penetration range of the Auger

electrons to cause lethal DNA DSB (64). For example, it has been estimated that the radiation

dose to the nucleus for 111In is 2- and 35-fold greater when 111In decays in the nucleus, compared

to decay in the cytoplasm or cell surface, respectively (72,73). Furthermore, free radicals will

also be produced in response to Auger electron decay which can then diffuse freely within the

cell to cause DNA damage or into the intracellular space to cause damage to nearby cells

(bystander effect) (74).

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Table 3. Additional properties of Auger electron-emitting radionuclides*

Radionuclide Physical Half-Life (days)

Auger electrons released per decay

Total energy per decay released

(keV)

Indium-111 (111In) 2.8 14.7 419.2

Gallium-67 (67Ga) 3.3 4.7 201.6

Iodine-123 (123I) 0.6 14.9 100.4

* Adapted from Buchegger et al. (70)

1.4 Enabling Nuclear Localization of Auger Electron Emitters

1.4.1 NLS Peptides

Antibodies labeled with Auger electron-emitting radionuclides may be routed to the cell

nucleus for maximum therapeutic effect by appending nuclear localization signal (NLS) peptides

(75). Receptor mediated endocytosis may bring the radiolabelled antibody modified with NLS

into the cytoplasm of the cell, where the NLS is then able to route the radioimmunoconjugate

into the nucleus of the cell. NLS are short stretches of less than 10 amino acids that are found

naturally in certain biomolecules and function to actively import large molecules (>45 kDa) into

the nucleus via an energy dependent process. Molecules <45 kDa are able to diffuse passively in

and out of the nucleus through nuclear pore complexes (NPC) and the use of NLS is not

required. NLS peptides typically have sequences of 4 or more cationic residues consisting of

lysine (K) or arginine (R) (76). For example, the sequence PKKKRKV is required for localizing

simian virus 40 (SV40) large T-antigen to the nucleus (77). Localization to the nucleus is

facilitated by karyopherin/importin proteins. NLS directly binds to importin-α"which"then"forms"

a"heterotrimer"with"importin'β"that"that"enables"transport"into"the"nucleus"across"the"NPC"

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(76)."Furthermore,"passage"of"importin'cargo"complexes"across"the"nuclear"pore"is"

regulated"by"a"Ran"GTPase."Ran"binds"to"importin'β"to"induce"a"conformational"shift"

resulting"in"release"of"a"cargo"protein"into"the"nucleus"of"the"cell"(Figure"2)"(76)."The"

importin'RanGTP"complex"is"then"transported"back"into"the"cytoplasm"of"the"cell"where"

GTP"is"hydrolyzed"by"Ran."This"results"in"release"of"the"importin"protein"so"that"more"

cycles"of"cargo"import"into"the"nucleus"can"occur"(76)."NLS"has"been"used"to"transport"

cytoplasmic"proteins"into"the"nucleus,"and"it"is"ideal"for"delivering"Auger"electron'emitters"

to"the"nucleus"for"RIT"(75)."

"

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Figure 2. Nuclear Localization Sequence (NLS)-mediated transport of Auger-electron-emitting

biomolecule through the nuclear pore complex (NPC).

*Adapted"from"Costantini"et"al,"2008"(75)"

1.4.2 NLS-Conjugated trastuzumab

Conjugation of NLS peptides to a mAb that"is"internalized"following"binding"to"a"cell'

surface"receptor"provides a unique solution to routing antibodies labeled"with"Auger"electron'

emitters directly into the nucleus of cells. Our group recently reported the internalization and

nuclear importation of trastuzumab site-specifically modified with a metal chelating polymer that

presents multiple BzDTPA chelators for complexing 111In without and with an appending NLS

sequence. The internalization and nuclear importation of the radioimmunoconjugates was

NLS$ NLS$

IMPα$IMPα$

IMP

β$

IMP

β$

NLS$

GTP$IMPα$

IMP

β$

Cytoplasm$

Nucleus$

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evaluated at 1h, 4h and 24h in SK-BR-3 cells (high HER2 expression). Results revealed no

significant difference in cell-surface associated radioactivity at all time points. Furthermore,

there was no significant difference in the nuclear import of trastuzumab site-specifically

modified with a metal chelating polymer that presents multiple BzDTPA chelators for

complexing 111In without or with an appending NLS sequence at 4h (7.5±1.0 vs. 7.8±0.4%

respectively) or 24 h (12.5±2.6 vs. 8.6±2.8% respectively) (78). These results suggested that the

polymers may mediate nuclear importation and may not require a NLS in this example. The use

of NLS peptides to route non-polymer modified trastuzumab to the nucleus is described below.

Our group also reported the cytotoxicity and HER2-targeting properties of 111In-labeled

trastuzumab modified with NLS peptides. Internalization of 111In-NLS-trastuzumab and 111In-

trastuzumab were compared in SK-BR-3, MDA-MB-361 or MDA-MB-231 cells expressing

high, intermediate, or very low levels of HER2 respectively. In all cell lines, the uptake of

radioactivity was almost completely blocked after the addition of unlabeled trastuzumab to the

incubation media, thus demonstrating the specificity of 111In-NLS-trastuzumab for HER2. The

nuclear importation of 111In-NLS-trastuzumab and 111In-trastuzumab was compared in SK-BR-3

cells (high HER2 expression) at 24 h, revealing that the fraction of radioactivity imported to the

nucleus was greater for 111In-NLS-trastuzumab compared to 111In-trastuzumab (14.4±1.8% vs.

7.2±0.9% respectively). Additionally, 111In-NLS-trastuzumab was approximately 2-fold and 5-

fold more potent at killing HER2-overexpressing MDA-MB-361 and SK-BR-3 cells respectively

compared with 111In-trastuzumab, and approximately 3-fold and 6-fold more potent than

unlabeled trastuzumab. Less than 10% of MDA-MB-231 cells which have very low HER2

expression were killed after exposure to 111In-NLS-trastuzumab, whereas >90% of HER2-

overexpressing SK-BR-3 cells were killed, thus indicating that the toxicity of 111In-NLS-

trastuzumab is HER2 specific (77).

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Furthermore, the cytotoxicity of 111In-NLS-trastuzumab, 111In-trastuzumab and

trastuzumab against trastuzumab-sensitive and trastuzumab-resistant breast cancer cells was

evaluated by clonogenic assay. Clonogenic survival was evaluated in trastuzumab insensitive

MDA-MB-231 (0.4 x 105 receptors/cell) and MDA-MB-231-H2N cell lines (6.1 x 105

receptors/cell), and trastuzumab resistant TrR1 (5.1 x 105 receptors/cell) and TrR2 (0.6 x 105

receptors/cell) cell lines. A decrease in colony formation was observed for MDA-MB-231-H2N

and TrR1 cells (intermediate HER2 expression) treated with increasing amounts of 111In-NLS-

trastuzumab. The EC50 for MDA-MB-231-H2N cells was 9- and 16-fold lower than that for

111In-trastuzumab and trastuzumab, respectively. In TrR1 cells the EC50 was reduced to <20%

after treatment with 111In-NLS-trastuzumab, which was significantly lower than that of 111In-

trastuzumab and trastuzumab. However, MDA-MB-231 and TrR2 cells (low HER2 expression)

were less sensitive to 111In-NLS-trastuzumab or 111In-trastuzumab and did not respond to

trastuzumab. These results suggested that 111In-NLS-trastuzumab could potentially be used to

treat trastuzumab resistant tumors in patients. Furthermore, there was a direct correlation

between the cytotoxicity of 111In-NLS-trastuzumab with HER2 cell surface receptor expression

on the different cells lines, with the greatest toxicity observed for MDA-MB-231-H2N and TrR1

cell lines (intermediate HER2 expression) and the least toxicity observed for MDA-MB-231 cell

lines (very low HER2 expression) (60).

The tumor growth inhibitory properties and normal tissue toxicity of 111In-NLS-

trastuzumab were also evaluated. Female athymic CD-1 nude mice bearing MDA-MB-361 (5.0

x105 HER2 receptors/cell) or MDA-MB-231 (0.5 x105 HER2 receptors/cell) BC xenografts

received one dose of 111In-NLS-trastuzumab (9.25 MBq; 4 mg/kg). Results revealed the growth

rate of MDA-MB-361 tumors in mice receiving 111In-NLS-trastuzumab was 4-fold lower than in

mice treated with saline, and significantly lower than groups treated with 111In-trastuzumab,

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111In-NLS-hIgG (non-specific) and trastuzumab. Furthermore, mice bearing MDA-MB-361 (5.0

x105 HER2 receptors/cell) subcutaneous tumors were administered 2 doses (9.25 MBq; 4 mg/kg)

of 111In-NLS-trastuzumab or the equivalent doses of unlabeled trastuzumab and results revealed

that mice treated with 111In-NLS-trastuzumab had a significantly greater survival time than mice

treated with unlabeled trastuzumab or saline (140 d vs. 96 and 84 d respectively). No nonspecific

toxicities of the hematopoietic system in non-tumor bearing normal Balb/c mice were observed

at 2 weeks post injection of 111In-NLS-trastuzumab (9.25 MBq or less; 4mg/kg). No acute

hepatic or renal toxicity was observed in these same mice for 111In-NLS-trastuzumab despite

accumulation of high concentrations of radioactivity in the liver or kidneys (11-12 %ID/g and 7-

8 %ID/g respectively) (79).

Results from this preclinical research suggest that the anti-tumor effects of 111In-NLS-

trastuzumab observed in mouse models of BC may translate into tumor responses in HER2+ BC

patients if this RIT agent could be advanced translated to Phase I clinical trial. In order to

achieve clinical translation, it is necessary to formulate a radiopharmaceutical product under

Good Manufacturing Practices (GMP) and conduct translational bridge studies."

1.5 Clinical Translation

There are four main steps in the clinical translation of a novel radiopharmaceutical

required to advance the agent from preclinical studies to Phase I clinical trial (Figure 3.). The

first 3 steps are closely linked. For example, the mass dose and radioactivity amount to be used

in the Phase 1 trial should be selected prior to radiopharmaceutical formulation because it is

required by Health Canada to conduct preclinical studies using an administered dose scaled to

the human dose. Furthermore, regulatory agencies require use of the actual radiopharmaceutical

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formulation in any preclinical pharmacology and toxicology studies along with testing of

multiples of the dose scaled to the human dose.""

Figure 3. Roadmap demonstrating the four steps in the clinical translation of a novel

radiopharmaceutical from preclinical studies to Phase I clinical trial.

* Adapted from Reilly et al. (2015)

1.5.1 Radiopharmaceutical Formulation

A kit is a pre-packaged formulation of sterile ingredients designed for the preparation of a

radiopharmaceutical. It contains the ligand, buffer, excipients and any other required components

that when mixed with a radiometal, produces the radiopharmaceutical (80). Radiometals are

typically bound to ligands, such as antibodies, through use of a bifunctional chelating agent.

Bifunctional chelating agents contain a metal chelating group and a functional group that can

form a covalent bond with a protein or peptide (81). They allow stable attachment of a

1.!Radiopharmaceu0cal!

Formula0on!

2.!Preclinical!Pharmacology!and!Toxicology!Studied!

3.!Clinical!Trial!Design!and!Human!Ethics!

Approval!

4.!Regulatory!Agency!Submission!

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radioactive metal to mAbs and other biological molecules. A radiopharmaceutical kit is ideal for

radiopharmaceutical preparation for human studies because most quality control tests can be

done prior to preparing the final radiopharmaceutical, kits can be stored and labeled for use on

demand for patient studies, and the kits routinely have a labeling efficiency of ≥90% meaning no

post-labeling purification is needed (82). Manufacture of a radiopharmaceutical kit simplifies

final radiopharmaceutical preparation while ensuring high quality for patient administration.

To ensure kit quality, parameters such as protein concentration, volume, pH, appearance,

chelator substitution level, peptide or protein substitution level, purity and homogeneity, labeling

efficiency and immunoreactivity should be tested and specifications should be established.

Additionally, since most radiopharmaceuticals are injectables, sterility and apyrogenicity are

determined by the USP Sterility Test and USP Bacterial Endotoxins Test , respectively, ensuring

the product is acceptable for patient administration (82). Quality specifications for the final

radiopharmaceutical should also be established. These specifications include limits for total

radioactivity and radioactivity concentration, specific activity, pH, labeling efficiency,

radiochemical purity, appearance, and sterility (retrospective). Sterility testing is done

retrospectively to allow for radionuclide decay. Performing these tests retrospectively ensures

that the radiopharmaceutical administered to patients was sterile and that the method used to

prepare the radiopharmaceutical will consistently result in a sterile product (82).

1.5.2 GMP in Radiopharmaceutical Preparation

In order to advance 111In-BzDTPA-NLS-trastuzumab to a Phase I clinical trial the

radioimmunoconjugate needs to be manufactured under GMP conditions, ideally from a kit

formulation. GMP is a broad quality assurance system that documents the production of a

pharmaceutical from raw materials through intermediates to the final product, including the

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assays and specifications implemented to ensure quality (83). Raw materials used must be

pharmaceutical quality (82). This is achieved by purchasing USP or other pharmacopoeial grade

materials. When this is not possible high purity materials should be obtained (>95%). The

certificate of analysis (COA) for each individual lot of raw material should always be obtained

from the manufacturer. To complement the COA, identity testing by USP methods or other

acceptable methods should be done on all received materials to confirm receipt of the proper

material. When USP methods are not possible (i.e. for peptides or chelators), testing by

analytical methods such as NMR spectroscopy that identify chemical structure combined with

other analytical methods that test for functional groups (e.g. UV-visible spectroscopy) is

sufficient. Radiopharmaceutical kits and buffers must be tested for quality parameters such as

protein concentration, volume, pH, appearance, chelator substitution level, purity, homogeneity,

and immunoreactivity (82). Kits and buffers must be filtered through a 0.22µm sterilization filter

to ensure sterility of the product and to remove any particulates. Quality control assays and

specifications for these parameters must be established (82). Tests for sterility and apyrogenicity

are performed according to methods outlined by the USP Sterility Test and USP Bacterial

Endotoxins Test thus ensuring the product is acceptable for patient administration (82). The final

radiopharmaceutical is tested for radiochemical purity (>90%) and other parameters including

radioactivity concentration, pH and sterility (performed retrospectively) (82).

Standard operation procedures (SOPs) should be put in place to provide a replicable

system for manufacturing and quality control of pharmaceutical buffers, kits, and the final

radiopharmaceutical (82). A lot numbering system must be put in place and maintained in order

to document the production of the radiopharmaceutical and easily track any quality issues that

may arise.

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The last consideration for ensuring GMP is the environment in which the kits and final

radiopharmaceutical are manufactured. GMP standards for air quality must be met (83).

Typically manufacture of pharmaceutical products takes place in a clean room. However, this

may not always be the case in academia where resources are limited. In the absence of a clean

room, a room containing a biosafety cabinet with grade A air should be dedicated to kit and final

radiopharmaceutical production. The room itself should have a minimum of grade C air as

determined by a certified air quality testing service. During radiopharmaceutical preparation,

grade C air must contain <3,520 000 particles per m3 with diameter ≥0.5 µm and <29,000

particles per m3 with diameter ≥0.5 µm. At rest, these limits are 10-fold lower (83). The biosafety

cabinet should be certified annually. The cabinet and any equipment or supplies placed inside the

cabinet should be disinfected with 70% alcohol. Whenever single use sterile products are

available for purchase they should be used throughout the manufacturing process. Nonsterile

equipment must be sterilized by autoclaving or gas sterilization. Equipment used for manufacture

should be used solely for kit or radiopharmaceutical preparation and regularly calibrated.

Furthermore, the personnel manufacturing the kit and preparing the final radiopharmaceutical

should be trained in sterile product preparation and should wear a clean lab coat, face mask and

head covering during manufacture to avoid product contamination.

1.5.3 Challenges in Kit Production

Typically, high concentrations of mAbs are used in clinical formulations for reasons such

as the high dose required for treatment and ease of patient administration (84). However, the

solubility and tendency of antibodies to aggregate are major challenges in the development of

moderate to high concentration formulations. These concerns also extend to radiopharmaceutical

kit formulations containing antibodies. Aggregation is problematic because it may interfere with

product manufacturability, deliverability, stability, and shelf-life (85). Furthermore, aggregation

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can evoke a protein-specific immune response, which in the case of antibody therapeutics can

lead to the formation of anti-drug antibodies (ADA) (86). Most antibody formulations contain

low amounts of aggregates but it is not known to what extent or the type of aggregation that

could pose a safety risk (87).

The behavior and stability of proteins are primarily governed by protein-protein

interactions (PPI), which are in turn governed by 3D protein structure and the solution

environment (88). More specifically, antibodies are folded so that the hydrophobic domains are

not exposed thus preventing hydrophobic PPI. However, normal molecular movement and shear

force applied during manufacture can cause partial or complete denaturation of antibodies

resulting in surface exposure of their hydrophobic domains. In an attempt to conserve energy,

protein-protein contacts form on these domains resulting in small aggregates that serve as a seed

for the generation of larger aggregates (84,89). Not only is protein solubility dictated by intrinsic

factors, but also mandated by extrinsic factors such as solution pH, salt concentration and the

presence of excipients (90). pH is important because acidic conditions can affect antibody

structure, stability and folding thus leading to the exposure of hydrophobic domains and the

formation of hydrophobic interactions (91). Salts play a dual role in protein solubility. At low

concentrations, adding salt can increase the solubility of a protein (salting in region). However, if

the salt concentration is too high, the charges on the protein tend to get masked, thereby

minimizing charge repulsions between proteins and allowing proteins to come in close contact

and associate through exposed hydrophobic patches (88). Furthermore, excipients can either act

to stabilize and prevent protein aggregation or they can act to promote aggregation, depending on

the chosen excipient (86,89). Among common excipients used in antibody formulations to

reduce protein aggregation are surfactants, amino acids, and buffers to adjust the pH.

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The mechanisms of aggregate formation discussed above are caused by non-covalent

interactions that can be classified as either weak or strong associations. PPIs involving weak

associations can be dissociated by dilution whereas strong associations are not easily disrupted.

Aggregates can also form as a result of covalent binding of proteins during chemical

modification and these are irreversible (92).

1.5.4 Polysorbate 20 (Tween 20®)

Polysorbate 20 (PS20) is a nonionic surfactant that consists of a mixture of esters of

different polymeric head groups and various fatty acid tails with multiple degrees of

esterification. It is amphiphilic in nature due to its two parts: the poly-oxyethylene and

dehydrated sugar core that comprises the hydrophilic head group, and hydrophobic fatty acids as

the tail group (Figure 4). PS20 is commonly used in therapeutic antibody formulations due to its

biocompatibility, low toxicity, and good stabilizing properties (93,94). PS20 is known to prevent

aggregate formation and protect against denaturation in protein formulations (95). Furthermore,

by protecting against denaturation, surfactants such as PS20 also act to preserve the biological

activity of proteins such as antibodies. This is important when these proteins undergo rigorous

processes such as purification, filtration, transportation, storage and delivery.""

"

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Figure 4. Chemical structure of Polysorbate 20 (Tween 20): polyoxyethylene sorbitan

monolaurate. w + x+ y + z refers to the total number of oxyethylene subunits in each surfactant

molecule and may not exceed 20.

* Adapted from Kerwin, 2008(96)

PS20 acts to prevent aggregation by occupying the air-solvent and/or solvent-solid (ie.

container) interface of the antibody solution thereby reducing surface tension and reducing the

concentration of antibody molecules at the boundary. Since the hydrophobic regions of

antibodies are prone to be exposed at these boundaries potentially causing aggregation, reducing

the antibody concentration at the boundary by having PS20 bind to the boundary instead may

reduce aggregate formation (89,96,97). Furthermore, studies have shown that PS20 weakly

interacts with antibodies in the native state at millimolar concentrations. Particularly, PS20 binds

to unfolded antibodies with a greater affinity than to antibodies in the native state due to a greater

proportion of hydrophobic domains being exposed (93). This may further reduce aggregation by

protecting from intermolecular interactions by having PS20 bind to the exposed hydrophobic

domains of incorrectly folded antibodies. Of notable interest is a study by Patapoff et al. that

(OCH2CH2)xOH

CH(OCH2CH2)yOH

CH2O(CH2CH2O)zCH2CH2-O-C-CH2(CH2)9CH3

O O

HO(CH2CH2O)w

w + x + y + z = 20

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found PS20 mitigated the formation of insoluble aggregates caused by mechanical shear in mAb

solutions (94).

1.5.5 Clinical Translation Success in Academia

Although there are barriers to translation of promising radiopharmaceutical agents from

“bench to bedside”, our lab has successfully translated three agents into GMP quality

radiopharmaceutical kits and evaluated these radiopharmaceuticals in Phase I trials in academia

(98–101). Of particular interest was the successful design and manufacture of a kit for the

preparation of 111In-DTPA-hEGF under GMP conditions, a novel radiotherapeutic agent for

EGFR+ BC, that went on to be evaluated for tumor and normal issue uptake and safety in 16

patients in a Phase 1 trial. The radiopharmaceutical clearly accumulated in one known site of the

disease in 47% of patients however no objective anti-tumor responses were observed at the doses

studied. Nonetheless, results in athymic mice with MDA-MB-468 human BC xenografts (high

EGFR expression) showed growth arrest of these tumors by 111In-DTPA-hEGF. Lack of tumor

response in patients was attributed to the relatively low doses that were studied in patients.

Hematological, renal and hepatic function was not altered. The most common adverse events

were flushing, chills, nausea and vomiting.. One patient experienced thrombocytopenia but this

was attributed to bone marrow infiltration by cancer. 111In-DTPA-hEGF was not immunogenic

(100,101). In order to deeply understand and achieve the full potential of radioimmunotherapy

for the future benefit of cancer patients, radiopharmaceuticals must be evaluated in the clinic.

1.6 Hypothesis of the Thesis

The hypothesis of this thesis is that a pharmaceutical quality kit for 111In-BzDTPA-NLS-

trastuzumab injection can be prepared under Good Manufacturing Practices (GMP) conditions at

a low dose (111-148 MBq; 5 mg) for administration to patients with HER2+ metastatic BC and

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may be suitable for advancement to a Phase I clinical trial. The objective was to establish a

pharmaceutical kit formulation for 111In-BzDTPA-NLS-trastuzumab under GMP conditions,

establish specifications and quality control assays, and manufacture and test at least three lots as

required by Health Canada for a Clinical Trial Application (CTA) submission.

"

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Chapter 2 Formulation of a Kit for the Preparation of 111In-BzDTPA-NLS-

trastuzumab Injection under Good Manufacturing Practices (GMP): An Auger Electron-Emitting Radioimmunotherapeutic

Agent for HER2+ Breast Cancer

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Formulation of a Kit for the Preparation of 111In-2BzDTPA-NLS-trastuzumab Injection under Good Manufacturing Practices (GMP): An Auger Electron Emitting Radioimmunotherapeutic Agent for HER2+ Breast Cancer

2.1 Abstract

BACKGROUND: 111In-BzDTPA-NLS-trastuzumab is routed to the nucleus of HER2+ BC cells

where the Auger electrons emitted by 111In are damaging to DNA. To advance 111In-Bz-DTPA-

NLS-trastuzumab to a Phase I/II clinical trial, studies were conducted to develop a kit under

GMP conditions to prepare pharmaceutical quality 111In-BzDTPA-NLS-trastuzumab injection.

METHODS: Trastuzumab (Herceptin) was buffer-exchanged into 0.1 M NaHCO3, then reacted

with a 10-fold molar excess of benzylisothiocyanate DTPA (BzDTPA). The immunoconjugates

were then buffer-exchanged by ultrafiltration into 0.1 M NaPO4 buffer with 0.01% polysorbate-

20 (PS20). Purified BzDTPA-trastuzumab was modified with maleimide groups for conjugation

to nuclear localization sequence (NLS) peptides by reaction with a 5-fold molar excess of sulfo-

SMCC in 0.1 M NaPO4 buffer with 0.01% PS20. Following re-purification, the maleimide-

modified BzDTPA-trastuzumab was reacted with 60-fold molar excess of NLS peptides with a

terminal thiol group. The BzDTPA-NLS-trastuzumab was purified and buffer-exchanged into

0.05 M NH4Ac buffer with 0.01% PS20. Final protein concentration was determined by

measuring UV absorbance at 280nm and then adjusted to 5.0 mg/mL and 1 mL aliquots were

sterile filtered into single vials (kits). The kits were labeled with 111-137 MBq of 111In. Desired

specifications were 2-7 BzDTPA and 5-11 NLS per trastuzumab, ≥90% labeling efficiency,

<10% dimerization assessed by SDS-PAGE and Ka and Bmax values within 1.0-8.0× 108 L/mol

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and 0.5-2×106 HER2/cell respectively. MicroSPECT/CT was performed in Balb/c nude mice

engrafted subcutaneously with HER2+ SK-OV-3 human ovarian cancer xenografts.

RESULTS: Three kits were manufactured. Addition of PS20 to buffers reduced visible aggregate

formation in the kits. BzDTPA substitution level ranged from 2-4 BzDTPA/trastuzumab,

labeling efficiency was 92.8±0.1%, there were approximately 6 NLS peptides per trastuzumab

molecule, 5±3% dimerization, and the Ka and Bmax were 3.6±3.7× 108 L/mol and 1.0±0.4×106

receptors/cell respectively. Tumor xenografts were imaged by microSPECT/CT at 72 hours post-

injection of 111In-BzDTPA-NLS-trastuzumab.

CONCLUSION: Careful selection of reaction conditions was required to obtain a kit for

preparation of 111In-BzDTPA-NLS-trastuzumab injection exhibiting low (<10%) high molecular

weight covalently linked species . Kits met specifications for BzDTPA, NLS substitution,

labeling efficiency and exhibited preserved HER2 binding.

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2.2 Introduction

According to the Canadian Cancer Society, breast cancer (BC) continues to be the

leading cause of cancer diagnosis, accounting for 26% of new cancer diagnoses among Canadian

women in 2015 (1). Approximately 15-20% of all human breast cancers are associated with

overexpression of HER2 (21). HER2 gene amplification and overexpression leads to excess

HER2 signaling causing deregulation of cell proliferation and survival mechanisms, thus

contributing to uncontrolled cell proliferation and/or malignancy (102). This subtype of BC is

referred to as HER2+ (21). HER2+ BC is an aggressive form of the disease comprising of high-

grade tumors, increased growth rates, early systemic metastases, and decreased disease-free and

overall survival rates (27). Despite these negative outcomes, the introduction of trastuzumab and

other HER2-targeted therapies has significantly improved the outcome of women with this poor

prognosis form of the disease.

Trastuzumab (Herceptin®; Hoffman-La Roche) is a humanized mAb directed against

HER2 and is currently the first line of treatment for women with HER2+ BC (30). Early trials

demonstrated that trastuzumab is active when added to chemotherapy (anthracycline or

paclitaxel) in women with HER2+ metastatic BC and that this combination therapy significantly

prolonged the median time to disease progression, increased the overall response rate, increased

the duration of response, and improved the median survival time when compared to treatment

with chemotherapy alone (28). However, only about 1 in 2 patients with HER2+ BC in clinical

trials responded to treatment with trastuzumab and chemotherapy, implying that many of these

tumors are “inherently” resistant to the drug. Of these initial responders, almost all patients

progressed within one year (28). Progression of the disease in patients being treated with this

combination therapy suggests that “acquired” resistance frequently develops.

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To overcome resistance, one potential strategy is radioimmunotherapy.

Radioimmunotherapy utilizes monoclonal antibodies labeled with a therapeutic radionuclide to

target and kill cancer cells. Thus, cell death would not solely rely on the cytotoxic properties of

trastuzumab but on ionizing radiation delivered from the therapeutic radionuclide combined with

trastuzumab. Moreover, the damaging effects of ionizing radiation can be enhanced by routing

the radioimmunoconjugates directly into the nucleus via conjugation of a nuclear localization

sequence (NLS) peptide (77).

Previous work by our group demonstrated that 111In-DTPA-NLS-trastuzumab was

internalized and imported into the nucleus of HER2-overexpressing BC cells (SK-BR-3) causing

frequent DNA DSBs mediated by the Auger electron emissions of 111In, which reduced their

clonogenic survival to <10%. 111In-DTPA-NLS-trastuzumab was 5-6-fold more potent for killing

HER2-overexpressing BC cells than 111In-trastuzumab or unlabeled trastuzumab (77). In addition

to these promising results, 111In-DTPA-NLS-trastuzumab efficiently decreased the clonogenic

survival of a HER2+ BC cell line with acquired resistance to trastuzumab (TrR1) (60). An

irrelevant 111In-labeled and NLS-modified human IgG control had no significant toxicity on

these cells (77). Studies evaluating tumor growth inhibition revealed the proliferation rate of

HER2-overexpressing tumors was 4-fold less than the rate of proliferation in mice treated with

saline, and significantly lower than groups treated with 111In-trastuzumab, 111In-NLS-hIgG or

trastuzumab. Furthermore, no non-specific toxicities of the hematopoietic system in non-tumor

bearing mice were observed. No acute hepatic or renal toxicity was observed in these same mice

for 111In-DTPA-NLS-trastuzumab (79). Results from this preclinical research suggest that the

anti-tumor effects of 111In-NLS-trastuzumab observed in mouse models of BC may translate into

tumor responses in HER2+ BC patients if this RIT agent could be advanced translated to Phase I

clinical trial.

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In order to advance 111In-NLS-trastuzumab to clinical evaluation in patients, it is

necessary to design and formulate a kit for routine and robust preparation of the

radiopharmaceutical under Good Manufacturing Practice (GMP) conditions and establish quality

assays to assure its suitability for patient administration. A radiopharmaceutical kit is ideal for

radiopharmaceutical preparation for human studies because most quality control tests can be

done prior to preparing the agent for patient administration, kits can be stored and labeled for use

on demand for patient studies, and the kits which employ radiometal chelation which routinely

produces a labeling efficiency of ≥90%, meaning no post-labeling purification is needed (82). In

this report we outline the process used by our radiopharmaceutical research laboratory at the

University of Toronto to manufacture a pharmaceutical quality kit for the preparation of 111In-

BzDTPA-NLS-trastuzumab injection.

2.3 Materials and Methods

2.3.1 Raw Materials

Trastuzumab IgG (Herceptin; Hoffman La Roche, Mississauga, ON, Canada) was

reconstituted to 21 mg/mL with Bacteriostatic Water for Injection USP, following the

manufacturer’s instructions. Sodium bicarbonate USP (NaHCO3), sodium phosphate dibasic

heptahydrate USP (Na2HPO4!7H2O), ammonium acetate (NH4Ac) American Chemical Society

(ACS) grade (C2H7NO2; ≥"98%), and Polysorbate 20 European Pharmacopoeial (EP) grade

(Tween 20®) were purchased from Sigma-Aldrich (St Louis, MO, USA). Sterile Water for

Irrigation USP and Sodium Chloride for Irrigation USP were purchased from Baxter (Toronto,

ON, Canada). 2-(4-isothiocyanatobenzyl)-diethylenetriamine-pentaacetic acid (p-SCN-BzDTPA;

≥"94%) was purchased from Macrocyclics, Inc. (Dallas, TX, USA). Sulfosuccinimidyl 4-(N-

maleimidomethyl) cyclohexane-1-carboxylate (Sulfo-SMCC; ≥ 90%) was purchased from

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Thermo Scientific (Rockford, IL, USA). Nuclear Localization Sequence (NLS) peptides

(CGYCPKKKRKVGG) GMP grade (≥"98%) was purchased from Bio Basic (Markham, ON,

Canada). All other chemicals and reagents were purchased in analytical ACS grade with a purity

>95%. Sterile, apyrogenic Type 1 glass vials (5 or 30 mL) were obtained by Jubilant

HollisterStier (Montreal, QC, Canada). 111InCl3 (>3,7 GBq/mL; <0.1% 114mIn and 65Zn) was

purchased from Nordion (Kanata, ON, Canada). Certificates of actual lot analysis (COA) were

obtained from the vendors. The identities of NaHCO3, NH4Ac and Na2HPO4!7H2O were tested

by USP methods.

2.3.2 Pharmaceutical Quality Buffers

Sterile 0.1 M NaHCO3 buffer (pH 8.2) in Sodium Chloride for Irrigation USP was

prepared. Sterile 0.1 M Na2HPO4 with 0.01% Tween 20® buffer (pH 7.3) and 0.05 M NH4OAc

with 0.01% Tween 20® buffer (pH 5.5) were prepared by dissolving the appropriate amounts of

pharmacopoeial quality raw materials in Sterile Water for Irrigation USP and adding 2.5 mL of

Tween 20® to each buffer (0.01% of the final volume). Removal of trace metal contaminants

from the buffers was achieved by passage through a 60 mL column of Chelex-100 cation

exchange resin (BioRad, Mississauga, ON, Canada) pre-hydrated for 1 hour in Sterile Water for

Irrigation USP. 1N HCl and 12N HCl (Sigma-Aldrich) and glacial acetic acid (Sigma-Aldrich)

were used to adjust the pH of NaHCO3, Na2HPO4, and NH4OAc respectively. The buffers were

sterilized by filtration through a 0.22-µm Millex-GS filter (EMD Milipore, Billerica, MA, USA)

into 30mL glass vials and stored at 2-8°C. All buffers were tested for sterility by the USP

Sterility Test. Clarity and color were assessed by holding a vial of buffer against a light and dark

background. The concentration of NaHCO3 was assayed according to the USP method. The

concentration of NH4Ac was calculated based on weight added into the solution as no USP

method was available.

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2.3.3 Kit Formulation

Thirteen different development lots of kits were prepared with modification of various

parameters such as: molar reaction ratios, buffer pH and concentration, addition of Tween 20®,

and purification methods as summarized in Tables 1 and 2. After optimization of the kit

formulation, 3 lots were prepared under GMP conditions meeting requirements for use in

humans and conforming to all defined specifications based on the development lots.

Reconstituted trastuzumab (75 mg) was diluted with 0.1 M NaHCO3 buffer (pH 8.2) and

concentrated to approximately 4.5 mL using an Amicon Ultra-15 Centrifugal Filter Device with

a nominal 30-kDa molecular weight cutoff (EMD Milipore, Billerica, MA, USA). The solution

was centrifuged at 5000 × g for 10 min and the filtrate discarded. Dilution and ultrafiltration

were repeated a total of 4 times. The retentate was recovered into a sterile 10 mL Reacti-Vial

(Pierce-Chemical Co., Rockford, IL, USA). The concentration of trastuzumab was determined by

UV-Visible spectrophotometric analysis (Ultrospec 3100 pro) at 280nm wavelength using an

extinction coefficient 1.5 mL mg-1cm-1 (103), then adjusted to 16 mg/mL by addition of 0.1 M

NaHCO3 buffer (pH 8.2). Trastuzumab was derivatized with BzDTPA by adding a 10-fold molar

excess of a 10 mg/mL solution of p-SCN-BzDTPA in 0.1 M NaHCO3 buffer (pH 8.2). The

reaction mixture was swirled for 10 secs, and allowed to incubate at room temperature for 1

hour. Two, 10 µL aliquots of the reaction mixture were removed for measurement of BzDTPA

conjugation efficiency. To remove unconjugated BzDTPA, the solution was diluted with 0.1 M

Na2HPO4 with 0.01% Tween 20®"buffer"(pH"7.3),"centrifuged at 5000 × g for 10 min and the

filtrate discarded. Dilution and ultrafiltration were repeated a total of 16 times, changing the

centrifugal filter unit every 4 dilutions. At the final centrifugation step, BzDTPA-Trastuzumab

was concentrated in the device to a final volume of approximately 8 mL. The retentate was

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recovered into a sterile 10 mL Reacti-Vial (Pierce-Chemical Co., Rockford, IL, USA). The

concentration of BzDTPA-trastuzumab was determined spectrophotometrically (Ultrospec 3100

pro) using an extinction coefficient 1.5 mL mg-1cm-1 and a correction factor of 0.734 to correct

for the contribution of BzDTPA to absorbance. Our group previously determined this correction

factor by measuring the absorbance at 280 nm of IgG with and without spiking with known

amounts of BzDTPA. The solution was diluted to a final concentration of 6 mg/mL. A 50 µL

aliquot was removed for subsequent quality control assays. NLS peptides

(CGYGPKKKRKVGG; BIO Basic, Markham, ON, CA) were then conjugated to BzDTPA-

modified trastuzumab using the heterobifunctional crosslinker sulfosuccinimidyl 4-(N-

maleimidomethyl) cyclohexane-1-carboxylate (Sulfo-SMCC; Thermo Fischer). A 5-fold molar

excess of a 10 mg/mL solution of sulfo-SMCC in 0.1 M Na2HPO4 with 0.01% Tween 20®

buffer (pH 7.3) was added to BzDTPA-trastuzumab. The reaction mixture was swirled for 10

secs, and allowed to incubate at room temperature for 1 hour. To remove free sulfo-SMCC, the

solution was diluted with 0.1 M Na2HPO4 with 0.01% Tween 20® buffer (pH 7.3), centrifuged

at 5000 × g for 10 min and the filtrate discarded. Dilution and ultrafiltration were repeated a total

of 8 times, changing the centrifugal filter unit every 4 dilutions. At the final centrifugation step,

bzDTPA-Trastuzumab-SMCC was concentrated in the device to a final volume of approximately

9 mL. The retentate was recovered into a sterile 10 mL Reacti-Vial (Pierce-Chemical Co.,

Rockford, IL, USA). The concentration of the solution was determined spectrophotometrically

(Ultrospec 3100 pro) at 280nm wavelength using extinction coefficient 1.5 mL mg-1cm-1 and a

correction factor of 0.734 to correct for the contribution of BzDTPA to absorbance. The solution

was diluted to a final concentration of 5 mg/mL. A 60-fold molar excess of a 20 mg/mL solution

of NLS peptides dissolved in Sterile Water for Irrigation was added to BzDTPA-trastuzumab-

SMCC. The reaction mixture was swirled for 10 secs, and left to incubate at 4°C overnight. To

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remove free NLS peptides, the solution was diluted with 0.05 M NH4Ac with 0.01% Tween 20®

buffer (pH 5.5), centrifuged at 5000 × g for 10 min and the filtrate discarded. Dilution and

ultrafiltration were repeated a total of 12 times, changing the centrifugal filter unit every 4

dilutions. At the final centrifugation step, BzDTPA-NLS-trastuzumab was concentrated in the

device to a final volume of approximately 4.0 mL. The final filtrate was discarded. The retentate

was drawn up in a 5 mL syringe with an attached needle and sterilized by passing through a

0.22-µm Millex-GV low protein binding filter (EMD Millipore) into a sterile 30 mL glass vial

(HollisterStier). The concentration was measured by UV absorbance assay at 280 nm

wavelength. The final concentration was adjusted to 5 mg/mL and 1 mL aliquots were drawn up

in a 5 mL syringe with an attached needle and dispensed into single 5 mL vials (HollisterStier) to

yield unit-dose kits. Kit vials were stored at 2-8°C.

2.3.4 Kit Quality Testing

The pharmaceutical quality of the kits was evaluated by assaying for protein

concentration, pH, clarity and color, volume per vial, BzDTPA substitution level, protein

homogeneity and dimerization (high molecular weight covalently linked species), NLS

substitution, labeling efficiency, immunoreactivity, and sterility and apyrogenicity. The

concentration of BzDTPA-NLS-trastuzumab was measured by UV absorbance assay at 280 nm

wavelength. Interferences were accounted for by adjusting the extinction coefficient based on a

known amount of trastuzumab and by using a correction factor of 0.734 to correct for the

contribution of BzDTPA to absorbance. The pH of the kit formulation was assured by

formulation in 0.05 M NH4Ac with 0.01% Tween 20®"buffer"(pH"5.5),"but was confirmed by

spotting a drop of the solution on two types of narrow range pH paper: 1) pHydrion® range pH

4.5-7.5 in 0.5 unit increments (MicroEssential Laboratories, NY, USA) and 2) pHydrion® range

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pH 6-8 in 0.4 unit increments (MicroEssential Laboratories, NY, USA). Clarity and color were

evaluated by examining a kit vial against a light and dark background. The volume of solution in

each vial was determined by calculating the net weight of each vial before and after filling,

assuming a density of 1 g/cm3. The BzDTPA substitution level was determined by trace labeling

two 10 µL aliquots of unpurified BzDTPA-trastuzumab reaction mixture with 0.9 MBq of 111In

and subsequently analyzing the radiolabeled mixture by instant thin-layer chromatography-silica

gel (ITLC-SG; Pall Life Sciences, Ann Arbor, MI, USA). For these analyses, 0.5 μL from each

of the samples was spotted onto an ITLC-SG strip and allowed to dry. Once the spot dried, the

strip was developed in 100 mM sodium citrate pH 5.0, dried, cut into 4 sections, and counted in a

γ-counter (Perkin Elmer 1480 Automatic Gamma counter). 111In-BzDTPA-NLS-trastuzumab

remains at the origin (Rf=0.0) and 111In-BzDTPA migrates to an Rf of 0.6-0.7 and free 111In

migrates to the solvent front (Rf=1.0) (98). The proportion of radioactivity at the origin

(conjugation efficiency) was multiplied by 10 (the BzDTPA: trastuzumab molar reaction ratio

used) in order to calculate BzDTPA substitution level (moles BzDTPA/trastuzumab).

Sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE) (Bio-Rad

electrophoresis system) was used to analyze the purity and homogeneity of the

immunoconjugates. 2 µg of trastuzumab, BzDTPA-trastuzumab, and BzDTPA-NLS-

trastuzumab were electrophoresed on a 5% Tris-Glycine mini-gel. The samples were run along

with a Thermo Scientific PageRuler Protein Ladder, then stained with Coomassie R-250 Blue to

reveal the protein bands. This method was also used on a 4-20% SDS-PAGE gel for select lots to

evaluate purity. After developing the gel, densitometry was used to analyze the band density of

any visible bands (UN-SCAN-IT gel, Silk Scientific Corporation, Utah, USA). To estimate the

number of NLS-peptides conjugated to BzDTPA-trastuzumab, the difference between the

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molecular weight values of BzDTPA-trastuzumab and BzDTPA-NLS-trastuzumab was divided

by the molecular weight of the NLS-peptide plus sulfo-SMCC (~1850 Da). Alternatively, the

number of NLS conjugated to trastuzumab was determined by including trace labeled 123I-

labeled NLS-peptides in the reaction. NLS-peptides were labeled using the IODO-GEN method

(Pierce) with 123I-sodium iodide (MDS-Nordion, CA). Briefly, 10 mg of Iodogen (1,3,4,5-

tetrachloro-3α,6α-diphenylglycouril) was transferred into a glass test tube and 200 µL of

chloroform (Sigma-Aldrich, St. Louis, MO, USA) was added to dissolve the sample. The

mixture was then evaporated under a gentle stream of nitrogen. Then, NLS peptides dissolved in

Sterile Water for Injection USP was added to the test tube containing dry Iodogen. In a fume

hood, 74 MBq of 123I sodium iodide was added to the solution and incubated for 10 minutes at

room temperature. After the reaction, 123I-NLS peptide was added to BzDTPA-SMCC-

trastuzumab in a 60-fold molar excess and left overnight at 4°C. The radioiodinated BzDTPA-

NLS-trastuzumab was purified by ultracentrifugation. The radiochemical purity of 123I-NLS

peptides was determined by paper chromatography developed in 85% methanol (Rf: 123 I–iodide=

0 or 123I-NLS = 1.0). The two methods for NLS substitution determination were compared.

The immunoreactivity of 111In-BzDTPA-NLS-trastuzumab was determined using a

saturation radioligand binding assay with SK-BR-3 human breast cancer cells (1-2x106

HER2/cell). The SK-BR-3 cells were grown in RPMI-1640 media supplemented with 10% fetal

bovine serum (FBS). Increasing concentrations (0.07-300 nmol/L) of 111In-BzDTPA-NLS-

trastuzumab were incubated with 0.5-2x106 SK-BR-3 cells in phosphate buffered saline (PBS) in

1.5-mL Eppendorf tubes with gentle shaking at 4°C for 3 hours. The tubes were then centrifuged

in order for the pellet and supernatant to be separated and then counted in a γ-counter. The assay

was performed in the presence [non-specific binding (NSB)] or absence [total binding (TB)] of

50 fold molar excess of unlabeled trastuzumab. Specific binding (SB) was obtained by

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subtracting the NSB from TB and plotted vs. the applied concentration (nmol/L) of unbound

111In-BzDTPA-NLS-trastuzumab. GraphPad Prism software (San Diego, California, USA) was

used to fit the data to a one-site specific binding model by non-linear regression so both the Ka

(affinity constant) and Bmax (maximum number of receptors) were obtained. A 5% sample from

each lot of kit was tested for sterility and apyrogenicity by the USP Sterility Test and USP

Bacterial Endotoxins Test (QCL-1000 Endpoint Chromogenic LAL Assay, Lonza, Walkersville,

MD, USA) respectively.

The labeling efficiency of each lot of kits was tested by adding 111InCl3 to the kits and

incubating for 2 hours at room temperature. ITLC-SG was used as previously described to

determine the proportion of 111In bound to BzDTPA-NLS-trastuzumab (111In-BzDTPA-NLS-

trastuzumab) vs. free 111In.

2.3.5 Final Radiopharmaceutical 111In-BzDTPA-NLS-trastuzumab was prepared by aseptically decapping a single unit-

dose vial of kit in a laminar air flow hood (biosafety cabinet) and adding 111InCl3 to achieve a

specific activity of 20-33 MBq/mg using a micropipette and sterile pipette tip. After a 2 hour

incubation period at room temperature, the radiopharmaceutical was drawn up into a lead glass-

shielded syringe and filtered through a 0.22-μm Millex-GV filter into a 5 mL sterile, apyrogenic

Type 1 glass vial to ensure sterility of the final product. The radioactivity of the final

radiopharmaceutical was measured in a dose calibrator (Capintec Model CRC-15R, Ramsey, NJ,

USA). Labeling efficiency, pH, clarity and color were determined as described previously.

Sterility and apyrogenicity were assessed retrospectively by USP Sterility and USP Bacterial

Endotoxins Tests after allowing 30 days for radionuclide decay.

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2.3.6 Imaging and biodistribution studies

Female athymic CD1 nude mice (Charles River Laboratories, Wilmington, MA, USA)

were inoculated subcutaneously with HER2-positive SK-OV3 human ovarian cancer cells. A

group of 3 tumor-bearing mice was injected i.v. (tail vein) with 111In-BzDTPA-NLS-trastuzumab

(14 MBq; 13 µg). A blocking study was performed in one mouse, which was injected with 1 mg

of trastuzumab 24 hours before injection of 111In-BzDTPA-NLS-trastuzumab. MicroSPECT/CT

images were taken 72 hours post injection using a nanoSPECT/CT tomograph (BioScan,

Washington, DC, USA) equipped with 4 NaI scintillation detectors fitted with 1.4mm multi-

pinhole collimators [full width half maximum(FWHM) ≤1.2mm]. A total of 24 projections were

acquired in a 256 x 256 matrix with a minimum of 70,000 counts per projection. Anesthesia was

induced and maintained by inhalation of 2% isofluorane in O2. Cone-beam CT images were

obtained (180 projections, 1 s/projection, 45 kVp) prior to the micro/SPECT images. Co-

registration of microSPECT and CT images was achieved using InvivoScope software (Bioscan).

At 72 hours p.i. after completion of imaging, the mice were sacrificed and a blood sample was

taken by intracardiac puncture. The tumor and samples of selected tissues were collected, blotted

dry, and weighed. Uptake of radioactivity by these tissues was measured in a γ-counter and

expressed as the percentage injected dose per gram (%ID/g). Animal studies were conducted

under a protocol (#3940.2) approved by the Animal Care Committee at the University Health

Network and following the Canadian Council on Animal Care (CCAC) guidelines.

2.3.7 Statistical Analysis

Data were presented as mean ± standard deviation (SD) or standard error of the mean (SEM).

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2.4 Results

2.4.1 Production of Pharmaceutical Quality Buffers

Five lots of 0.1 M NaHCO3 buffer (pH 8.2) in Sodium Chloride for Irrigation USP were

prepared. All lots passed specifications for concentration (95-105 mM), pH (8.18-8.22),

appearance (clear, colorless and particulate free), and passed the USP Sterility Test.

Four lots of sterile 0.1 M Na2HPO4 with 0.01% Tween 20® buffer (pH 7.3) were

prepared. All lots met specifications for pH (5.48-5.52), appearance (clear, pale-yellow,

particulate free), and passed the USP Sterility Test.

Two lots of sterile 0.05 M NH4Ac with 0.01% Tween 20® buffer (pH 5.5) were

prepared. This buffer was not assayed for concentration due to the absence of a USP assay.

Instead, the concentration of NH4Ac was calculated based on the weight incorporated into the

solution. All lots met specifications for concentration (95-105 mM), pH (5.48-5.52), appearance

(clear, pale-yellow, particulate free), and passed the USP Sterility Test.

2.4.2 Kit Formulation Development

Table 4 and Table 5 summarize manufacturing methods and key quality control results

from all produced kits that were critical to reach a formulation method resulting in a kit meeting

all specifications. The parameters employed in in Lots 1-4 resulted in aggregation of the

immunoconjugates. Thus, these kits were not tested further by other quality control assays. Lots

5-7 and 10 did not show visible aggregates but quality testing by SDS-PAGE and subsequent

quantification of the bands by gel densitometry revealed dimerization of the immunoconjugates

as revealed by high molecular weight bands (~300 kDa for dimerized immunoconjugates vs.

~150 kDa for monomeric immunoconjugates). Furthermore, lots 8-13 had low labeling

efficiency (<90%) likely due to the presence of unconjugated BzDTPA in the final formulation.

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Removal of unconjugated BzDTPA was achieved by adjusting purification methods until a final

labeling efficiency of >90% was obtained. This was done by changing the centrifugal filter unit

every 4 dilutions and increasing the number of ultrafiltration steps through the manufacturing

campaign (Table 5).

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Table 4. Overview of development lots of kits for preparation of 111In-BzDTPA-NLS-trastuzumab including manufacturing parameters

details and quality control results.

Lot Molar Reaction

Ratio (moles

Buffer Selection Quality Control

SMCC:

tmab

NLS:

tmab

0.1 M NaPO4 pH 7.3

0.1 M NaPO4 +PS20 pH 7.3

0.1 M NH4Ac pH 6

0.1 M NH4Ac +PS20 pH 6

0.05 M NH4Ac +PS20 pH 6

0.05 M NH4Ac +PS20 pH 5.5

Final Conc. (mg/mL)

Final Volume (mL)

Aggregation Present (%)

NLS peptide substitution

Labeling Efficiency (%)

1 10 50 ✕ ✕ § n.d. § § §

2 10 50 ✕ ✕ § n.d. § § §

3 10 50 ✕ ✕ § n.d. § § §

4 10 50 ✕ ✕ § n.d. § § §

5 10 50 ✕ ✕ 6.8 9.6 35 0.8 82

6 5 50 ✕ ✕ 17.5 10.2 11 0.6 85

7 5 75 ✕ ✕ 7.2 8.2 20 2 87

8 5 60 ✕ ✕ 5.1 6.2 7 8 71

9 5 60 ✕ ✕ 2.5 8.5 1 10 70

10 5 60 ✕ ✕ 4.8 8.6 11 9 60

11 5 60 ✕ ✕ 5.4 8.9 n.d. n.d. n.d.

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12 5 60 ✕ ✕ 4.7 4.8 8 6 43

13 5 60 ✕ ✕ 4.8 3.8 0 10 25

14 (GMP)

5 60 ✕ ✕ 5.2 3.7 7 6 93

15 (GMP)

5 60 ✕ ✕ 4.5 4.0 1 6 93

16 (GMP)

5 60 ✕ ✕ 4.6 3.7 2 6 93

§ = too many aggregates to continue

n.d. =not done

tmab = trastuzumab

PS20 = Polysorbate 20

!

!

!

!

!

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Table 5. Overview of different purification methods used in formulating developmental lots of

kits for preparation of 111In-BzDTPA-NLS-trastuzumab

Lot # of Ultrafiltration Steps: PD10 Size Exclusion Column

Used After BzDTPA

Conjugation

Change Amicon Filter every 4 Ultrafiltration Steps:

After BzDTPA

Conjugation

After SMCC

Conjugation

After NLS Conjugation

After BzDTPA

Conjugation

After SMCC

Conjugation

After NLS Conjugation

11 12 8 8

12 8 8 8 ✔ ✔

13 17 8 10 ✔

14* 16 8 12 ✔ ✔ ✔

✔ = the purification method was performed

* = The method used in Lot 14 was used in all subsequent kits

!

!

!

!

!

!

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NLS peptide substitution in Lots 5-13 was determined by including a trace-labeled

amount of 123I-NLS in the reaction. However, a low molar reaction ratio of SMCC: BzDTPA-

trastuzumab and high number NLS peptides conjugated to trastuzumab from these kits suggested

inaccurate results because it was not likely there were more NLS peptides conjugated to

trastuzumab than maleimide introduced through reaction of trastuzumab with SMCC. Results

from analysis of a 4-20% SDS-PAGE gel detected unconjugated NLS peptides in the final

formulation (Figure 5), which interferes with conjugated NLS quantification because the counts

associated with the free peptides are assumed to be associated with peptides conjugated to

trastuzumab when they are not. To facilitate removal of free NLS peptides in the final product,

the purification method was changed as shown in Table 5 to result in a product with low amounts

of free NLS peptides as assessed by a 4-20% SDS-PAGE gel (Figure 8). Subsequently, the

number of NLS peptides conjugated to BzDTPA-trastuzumab was estimated by measuring the

band shift on a 5% SDS-PAGE gel (Figure 6).

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Figure 5. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 13, Table 4) on a 4-20% gel under non-reducing conditions. Lane MW:

Molecular weight markers (kDa). Lane 1: trastuzumab; Lane 2: BzDTPA-trastuzumab; Lane 3:

BzDTPA-NLS-trastuzumab containing a proportion of unconjugated NLS peptides; Lane 4:NLS

peptides. The low molecular weight band in lane 3 (red box) migrates to the same position as

NLS peptides (lane 4), indicating there are unconjugated NLS peptides in BzDTPA-NLS-

trastuzumab in this lot.

!

! !

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Figure 6. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 15, Table 4) on a 5% gel under non-reducing conditions. Lane MW: Molecular

weight markers (kDa). Lane 1: trastuzumab; Lane 2: BzDTPA-trastuzumab; Lane 3: BzDTPA-

NLS-trastuzumab. The shift in the band for BzDTPA-NLS-trastuzumab (red line; lane 3)

compared to BzDTPA-trastuzumab (blue line; lane 2) is due to NLS peptide conjugation. The

number of NLS peptides conjugated per BzDTPA-trastuzumab is calculated based on the

equations shown at the right.

Formulas used to calculate the shift in band between lanes 2 and 3:

260 − 140!!"#!!!! = __!!"#/!!

_______ !"#!! ×!! = ! _____!"#

____!"#×10001856.09!!" = ____NLS

*x= distance between the 140 and 260 kDa MW markers in mm

z=distance between the red and blue lines in mm

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2.4.3 Kit Development

Three lots of kit for the preparation of 111In-BzDTPA-NLS-Trastuzumab injection were

prepared and all passed quality specifications (Table 6). Each manufacturing campaign resulted

in three kits per lot. These lots met specifications for concentration (4.5-5.5 mg/mL), pH (5.5-

6.5), and volume per vial (0.95-1.05 mL). The solution in all kits was clear, pale yellow, and

particulate free. BzDTPA substitution was determined to be 3.3±0.6 BzDTPA/trastuzumab,

which falls within the target specifications (2-7 BzDTPA/trastuzumab). Densitometry on the

high molecular weight bands on a 5% SDS-PAGE gel was conducted to determine any

dimerization of BzDTPA-NLS-trastuzumab in the kits (Figure 7). All three lots had 5.3%±2.8%

density associated with high molecular weight bands, which was within specifications (<10%

band density for any high molecular weight bands) (Table 6). It was estimated that there are 6

NLS/BzDTPA-trastuzumab, which is within desired specifications (5-11 NLS/trastuzumab). The

mean labeling efficiency was 92.8%±0.08%, meaning all lots of kits met specifications for this

parameter (≥90%; Table 6). The mean Ka and Bmax values for binding to HER2 on SKBR3 cells

were 3.6 ± 3.7 x 108 L/mol and 1.0 ± 0.4 x 106 receptors/cell respectively (Figure 9). These lots

also met specifications for sterility (passed USP Sterility Test), and apyrogenicity (passed USP

Bacterial Endotoxins Test).

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Table 6. Quality testing of kits for the preparation of 111In-BzDTPA-NLS-trastuzumab Injection

Test Specifications Observeda

Protein Concentration 4.5 – 5.5 mg/mL 4.8±0.3 mg/mL

Volume 0.95-1.05 mL 1.0±0.0 mL

pH 5.5 – 6.5 6.0

Appearance Clear, pale yellow, particulate-free

Passed

Sterility Passes USP XXXIV Test Passed

Endotoxins Passes USP XXXIV Test Passed

BzDTPA Substitution Level 2.0 – 7.0 BzDTPA/Trastuzumab 3.3±0.6 BzDTPA

Densitometry on SDS-PAGE > 90% Density on major band 95%±3%

NLS Substitution Level 5-11 NLS/Trastuzumab 6.0

Radiolabelling Efficiency with 111In Chloride

≥ 90% 92.8%±0.1%

HER2 Immunoreactivity Ka = 1.1-7.8 × 108 L/mol

Bmax = 0.5-2 x106 sites/cell

Ka = 3.6 ± 3.7 x 108 L/mol

Bmax = 1.0 ± 0.4 x 106 sites/cell

a Quality testing results of three separate lots of kits (Lot 14, 15 16). Numerical values represent mean ± S.D.

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Figure 7. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 15, Table 4) on a 5% gel under non-reducing conditions. Lane MW: Molecular

weight markers (kDa). Lane 1: trastuzumab; Lane 2: BzDTPA-trastuzumab; Lane 3: BzDTPA-

NLS-trastuzumab. The shift in the band for BzDTPA-NLS-trastuzumab (red box lane 3)

compared to BzDTPA-trastuzumab (lane 2) is due to NLS peptide conjugation. The high

molecular weight band shown in lane 3 (blue box) represents <7% of the total protein based on

gel densitometry.

1 2 3

260

140

100

70

260

140

100

70

MW MW

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Figure 8. SDS-PAGE analysis of a representative kit for the preparation of 111In-BzDTPA-NLS-

trastuzumab (Lot 15, Table 4) on a 4-20% gel under non-reducing conditions. Lane MW:

Molecular weight markers (kDa). Lane 1: trastuzumab; Lane 2: BzDTPA-trastuzumab; Lane 3:

BzDTPA-NLS-trastuzumab; Lane 4:NLS. The low molecular weight band in lane 3 (NLS, red

box) has a greatly reduced intensity compared to the equivalent band in Figure 5, indicating the

amount of free NLS in BzDTPA-NLS-trastuzumab has been greatly reduced.

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Figure 9. Saturation radioligand binding assay to assess the binding affinity of 111In-BzDTPA-

NLS-Trastuzumab to HER2 on SK-BR-3 human breast cancer cells prepared from kit Lot 15,

Table 4. The KD estimated by fitting the specific binding curve to a one-site receptor binding

model was 0.6 x 10-8 mols/L and the estimated Bmax value was 1.4 x 106 receptors/cell.

0 50 100 150 2000

200000

400000

600000

800000

1000000

Free 111In-DTPA-NLS-trastuzumab (nM)

Bou

nd R

adio

activ

ity (C

PM

)Total Binding (TB)

Non-Specific Binding (NSB)

Specific Binding (SB)

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2.4.4 Final Radiopharmaceutical

Three lots of the final radiopharmaceutical product, 111In-BzDTPA-NLS-trastuzumab,

were prepared. All lots met specifications for specific radioactivity, pH, labeling efficiency,

radionuclide purity, appearance, and sterility (Table 7). All assays were conducted as previously

described. Sterility was assessed retrospectively following radionuclide decay.

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Table 7. Quality Testing of 111In-BzDTPA-NLS-trastuzumab Injection.

Test Specification Resultsa

Specific Radioactivity 20-33 MBq/mg 26.7±4.1 MBq/mg

pH 5.5-6.5 6.0±0.0

Labeling Efficiency ≥ 90% 92.8%±0.1%

Radionuclide Purity > 99.9% (<0.1% 114m or 65Zn) Pass

Appearance Clear, pale yellow, particulate-free

Pass

Sterility (retrospectively tested) Passes USP XXXIV Test (retrospective)

Pass

a Quality testing results of three separate lots of radiopharmaceutical. Numerical values represent

mean ± S.D.

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2.4.5 Imaging and Biodistribution Studies

HER2+ SK-OV-3 tumor xenografts were clearly imaged by microSPECT/CT at 72 hours

post-injection of 111In-BzDTPA-NLS-trastuzumab with modest uptake in normal organs (Figure

10. Not Blocked). Pre-injection of 1 mg of unlabeled trastuzumab at 24h before 111In-BzDTPA-

NLS-trastuzumab reduced tumor radioactivity (Figure 10. Blocked), demonstrating that uptake

of 111In-BzDTPA-NLS-trastuzumab was tumor specific. Biodistribution studies showed tumor

uptake was 5.1± 1.6 %ID/g and the tumor–to-blood ratios were 9.7 ± 5.6 %ID/g (Figure 11). The

highest concentration of radioactivity in normal tissues was found in the liver, kidneys, and

spleen, which is similar to previously reported results (77).

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Figure 10. Posterior whole-body microSPECT/CT images of Balb/c nude mice bearing s.c.

HER2-positive SK-OV-3 human ovarian cancer xenografts at 72 hours post-injection of 111In-

BzDTPA-NLS-trastuzumab (14 MBq; 13 µg) without blocking or after blocking HER2 by pre-

administration of 1 mg of unlabeled trastuzumab. The white arrow points to the tumor and the

green arrow points to the liver.

Not Blocked Blocked

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Figure 11. Tumour and normal tissue biodistribution of 111In-BzDTPA-NLS-trastuzumab (14

MBq; 13 µg) at 72 hours post-injection in Balb/c nude mice bearing s.c. HER2+ SK-OV-3

human ovarian cancer xenografts. Values shown are the mean ± SEM (n=3).

0

1

2

3

4

5

6

7

8

%ID

/g

Organ

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2.5 Discussion

In this report, we describe for the first time a kit formulation for the preparation of 111In-

BzDTPA-NLS-trastuzumab suitable for preparing the radiopharmaceutical for human

administration for Auger electron RIT of HER2+ metastatic BC. Kits are desirable for labeling

radiopharmaceuticals with relatively short-lived radiometals because key quality control tests can

be performed prior to preparing the final radiopharmaceutical agent for patients. On the day of

patient administration, the kits are designed to label the radiopharmaceutical to >90% so that

post-labeling purification is not necessary (82). Manufacture of the kits for preparation of 111In-

BzDTPA-NLS-trastuzumab under GMP conditions presented unique challenges such as

maintaining solubility of the immunoconjugates and ensuring efficient purification from

unconjugated BzDTPA or NLS peptides.

Although we have successfully designed kits for labeling human epidermal growth factor

(100) or trastuzumab Fab (99) with 111In, neither of these kits presented with the challenge of

solubility. Solubility is important because the presence of insoluble aggregates in antibody

formulations can lead to an immune response (86). Immunogenicity may present as no

observable effect, neutralization of therapeutic effectiveness of the antibody, or serious adverse

reactions such as anaphylaxis (86). To minimize the chance of any adverse events, visible

particles in our formulation were deemed unacceptable. The United States Pharmacopoeia (USP

39-NSF 24) Chapter <1> Injections (Foreign and Particulate Matter section) states that “Each

final container of all parenteral preparations shall be inspected to the extent possible for the

presence of observable foreign and particulate matter (“visible particulates”). The inspection

process shall be designed and qualified to ensure that every lot of all parenteral preparations is

essentially free from visible particulates.” This standard was also applied in the formulation of

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the kits for 111In-BzDTPA-NLS-trastuzumab. Furthermore, it should be brought to the attention

of the reader that these guidelines were set to regulate visible particulates introduced through the

manufacturing process rather than intrinsic aggregated or dimerized proteins, which was the

challenge encountered in kit formulation (104). The relationship between subvisible aggregated

proteins and the magnitude of the immune response is not clear and at the time of kit

development no guidelines existed regulating amounts of aggregated proteins in

radiopharmaceutical injections at the time of kit development, so it was best to keep levels of

these as low as possible (104). The absence of USP guidelines regulating amounts of aggregated

proteins in radiopharmaceutical injections was a challenge in kit development because in house

quality control tests and specifications needed to be developed without guidance from the USP.

Furthermore, current compendial acceptance criteria only exists for relatively large subvisible

particles (>10 and 25 µm diameter), whereas criteria for smaller particles are not well defined

(104). This makes apparent the importance of filtering the final product through a 0.22 µm

sterilizing filter to remove any visible or subvisible particulates with a diameter of > 0.22 µm

from the solution, but these particles may reform. To quantify nonvisible aggregated particulates

the light obscuration test may be conducted using commercially available analytical instruments

(Hach, CO, USA) under pharmacopeial methods. This method quantifies particulates according

to size based on the principle of light scattering but limitations do exist. One limitation of this

method is that the presence of bubbles in the formulation can be mistaken for aggregates during

counting, thus producing erroneous results (92). However, post-filtering analysis by SDS-PAGE

revealed subvisible covalently linked proteins were present in our product. Therefore to ensure

the quality and safety of the radiopharmaceutical, stringent specifications were established to

minimize the amount of covalently linked proteins in the final product (Figure 8).

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111In-BzDTPA-NLS-trastuzumab was efficiently labeled with high yields under GMP

conditions (≥90%) as measured by ITLC. The highest labeling efficiency was obtained by

removing free BzDTPA by ultracentrifugation whereas purification using a PD-10 column and

ultrafiltration reduced the labeling efficiency to 43%. An additional challenge arose from the use

of PS20. Although necessary to reduce aggregate formation, PS20 interfered with the ability of

ultrafiltration to efficiently remove any impurities from the product (i.e. unconjugated BzDTPA

and NLS peptide). PS20 exerts its stabilizing effects on liquid-antibody formulations by

occupying the air-solvent interface thereby reducing the concentration of antibody molecules at

the boundary, but PS20 seemed to block the passage of small molecules through the pores of the

Amicon ultrafiltration device, resulting in free BzDTPA being retained in the kit solution causing

poor labeling efficiency (89). This challenge was solved by replacing the Amicon filter every

four ultrafiltration steps to prevent PS20 build up on the filter and facilitate more efficient

removal of free BzDTPA from the solution. This was also seen during purification after

conjugation with NLS. The protein yield in lots 11 and 12 (Table 4) suggested contaminants that

were interfering with absorbance at 280nm. Interference with the accuracy of protein

concentration was attributed to the presence of unconjugated NLS peptides in the final solution,

since the presence of a tyrosine group in the NLS peptide (CGYGPKKKRKVGG) would also be

detected by measuring the absorbance at OD280 thus resulting in a falsely high protein

concentration. This was confirmed by the results of a 4-20% SDS–PAGE gel (Figure 5).

Efficient removal of free NLS peptides from the kit solution was achieved by replacing the

Amicon every four ultrafiltration steps to facilitate removal of free NLS peptide from the product

(Figure 8).

111In-BzDTPA-NLS-trastuzumab demonstrated preserved immunoreactivity with HER2

on SK-BR-3 human BC cells (Figure 9). The Ka value for 111In-BzDTPA-NLS-trastuzumab

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prepared from the kit formulation (Ka=3.6± 3.7x108 L/mol) was similar to previously reported

values for 111In-DTPA-NLS-trastuzumab incorporating 6 NLS peptides (Ka=3.2± 0.3x108 L/mol)

(77). However, the previously reported Ka value for 111In-DTPA-NLS-trastuzumab was 1.6-fold

lower than that for 111In-BzDTPA-trastuzumab IgG (Ka= 5.9± 2.8 x108 L/mol) indicating a

slightly lower affinity of the NLS-modified conjugate for binding HER2 (99). Modest decreases

(<10 fold) in immunoreactivity have not been associated with decreased tumor localization in

mouse xenograft models for other radiolabeled mAbs (105). Nonetheless, these lower Ka values

did not interfere with imaging HER2 positive SK-OV-3 human ovarian cancer xenografts in

female Balb/c nude mice in this study using 111In-BzDTPA-NLS-trastuzumab.

Biodistribution studies demonstrated the in vivo targeting of 111In-BzDTPA-NLS-

trastuzumab of a tumor overexpressing HER2. Moderate uptake in the liver, spleen, and kidneys

was expected and similar to results for other 111In-labeled antibodies (98,106) and previously

reported values for 111In-BzDTPA-NLS-trastuzumab with 6 NLS peptides (77). Kidney uptake

may be due to charge interactions between cationic NLS peptides and anionic charges on the

membrane of renal tubular cells, while liver and spleen uptake are possibly due to the presence

of Fc-receptors in the liver and spleen (107).

2.6 Conclusion

A kit for the preparation of 111In-BzDTPA-NLS-trastuzumab injection suitable for patient

administration was formulated. Quality parameters and assays were established to assure the

suitability of these kits for preparing the radiopharmaceutical for advancement to a Phase 1

clinical trial. Future studies will evaluate its pharmacokinetics, radiation dosimetry, and normal

tissue toxicities required for regulatory approval of a Clinical Trial Application (CTA) by Health

Canada.

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2.7 Acknowledgements

This study was supported by a grant from the Canadian Breast Cancer Foundation

(Ontario Branch). This research was presented at the 29th Annual European Association of

Nuclear Medicine Congress in Barcelona, Spain in October 2016.

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Chapter 3 Future Directions

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Future Directions 3

3.1 Future Directions

To ensure the kit for the preparation of 111In-BzDTPA-NLS-trastzumab can be stored and labeled

when needed, stability testing must be performed. Three independent lots of kits and the final

radiopharmaceutical must be tested monthly against all established specifications except for

sterility and apyrogenicity (82). An expiry date for the kit should be assigned upon completion of

these studies. Furthermore, an expiry must be assigned to the final radiopharmaceutical to ensure

the kit maintains high radiochemical purity prior to patient administration, likely within 24 hours

of preparation. Although a formulation was reached for 111In-BzDTPA-NLS-trastuzumab that

met specifications, 13 developmental lots were needed (Table 4). Manufacturing these

developmental lots consumed time and resources. To reach a final formulation meeting

specifications more efficiently it may be useful to conduct studies to characterize the

physicochemical properties of the radioimmunoconjugate (i.e. it’s physical and chemical

properties) and then choose reaction conditions based on these properties, instead of choosing

reaction conditions that were used to manufacture kits previously developed in our lab. For

example, Tween 80 may have been a more useful solubilizer than Tween 20 due to its more

hydrophobic properties (96).

The ultimate goal of the project is to conduct a Phase 1 clinical trial of 111In-BzDTPA-

NLS-trastzumab in patients with HER2+ metastatic BC. In order to do so, a Clinical Trial

Application (CTA) needs to be prepared. Now that a unit dose kit for the preparation of 111In-

NLS-trastzumab has been formulated under Good Manufacturing Practices (GMP) conditions,

the next step in clinical translation would be to conduct preclinical pharmacology and toxicology

studies.

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To predict the radiation absorbed dose to humans for the Phase I trial, more detailed

normal tissue biodistribution studies and pharmacokinetic studies need to be performed to

determine the uptake and elimination of radioactivity from the blood and normal tissues. From

this data the cumulative radioactivity in each source organ (Ã, Bq × hr) can be estimated which

in turn is used to predict the radiation absorbed doses (D, mSv) to target organs in humans.

Organ Level Internal Dose Assessment (OLINDA) software is used for this analysis. OLINDA

estimates target organ doses as!D=!Ã×S;!where!S!is!the!dose!(mSv/Bq × hr) to a target organ

per unit of cumulative radioactivity in a source organ(108). Acute toxicity needs to be studied as

well. The main purpose of the toxicology studies for the planned CTA is to determine if the

toxicology profile of trastuzumab was altered by 111In and NLS peptide conjugation. These

studies may be performed in female non-tumor bearing mice at 10 times the planned injected

mass dose scaled down from a human to a mouse on a mg/kg basis (0.2 µg; 0.4 MBq). Body

weight should be continuously measured over a 15 day period. Other measurements needed for

evaluation of toxicity include complete red blood cell counts (CBC), hemoglobin (Hb),

hematocrit (HCT), serum creatinine (Cr), and serum alanine amino-transferase (ALT) at 2 and 15

days post-injection. Once these measurements are complete, mice should be sacrificed and

tissues should be assessed for histopathological changes. Our laboratory has previously

conducted these studies for a kit for the preparation of 111In-BzDTPA-pertuzumab that was

successfully translated to the clinic (109).

Next for clinical translation is the design of the clinical trial and human ethics approval.

In the past, our group has partnered with the Ontario Clinical Oncology Group (OCOG) to

design and conduct Phase I trials for novel molecular imaging agents under Good Clinical

Practices (GCP). Before individuals can be enrolled in a clinical trial, a research ethics board

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must approve the research. In our case, the Ontario Cancer Research Ethics Board (OCREB)

grants approval. The role of the OCREB is to ensure that the proposed research protects the

rights, well-being, and safety of the study participants (110). An application for human ethics

approval must be submitted and approved by this group prior to study commencement.

The last step in clinical translation is regulatory agency submission. In Canada, a CTA

must be submitted to Health Canada. Generally, to advance 111In-BzDTPA-NLS-trastzumab to a

Phase I Clinical Trial in Canada the information previously discussed needs to be organized into

three clear and distinct parts (modules):

1. Chemistry and Manufacturing

2. Preclinical Pharmacology and Toxicology

3. Clinical Trial Protocol, Investigators Brochure, and Informed Consent Form

Required documents supporting these modules for the CTA include the Drug Submission

Application (Form HC3011), Clinical Trial Site Application form, Quality Information

Summary- Radiopharmaceuticals, and Quality Information Summary-Biologics. The additional

forms provide a summary of all the standards and specifications put in place to ensure the quality

of all aspects of the radiopharmaceutical from the raw materials used to the final

radiopharmaceutical. Information obtained from developmental batches should also be included

to give a complete understanding of the radiopharmaceutical.

Once the application is complete it can be submitted to Health Canada for review. If the

CTA is approved a “No Objection Letter” will be issued within 30 days of submission and the

trial can begin!

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References

1. Canadian Cancer Society. Canadian Cancer Statistics Special topic": Predictions of the

future burden of cancer in Canada. Public Heal Agency Canada. 2015;1–151.

2. Campeau PM, Foulkes WD, Tischkowitz MD. Hereditary breast cancer: New genetic

developments, new therapeutic avenues. Hum Genet. 2008;124(1):31–42.

3. American Cancer Society. Breast Cancer. What is breast cancer"? American Cancer

Society. 2016.

4. Shields M, Wilkins K. An update on mammography use in Canada. Health Reports. 2009.

5. Mariotto A, Feuer EJ, Harlan LC, Wun L, Karen A, Abrams J. Trends in Use of Adjuvant

Multi-Agent Chemotherapy and Tamoxifen for Breast Cancer in the United States": 1975

– 1999. 2002;94(21).

6. Edwards BK, Brown ML, Wingo PA, Howe HL, Ward E, Ries LAG, et al. Annual report

to the nation on the status of cancer, 1975-2002, featuring population-based trends in

cancer treatment. J Natl Cancer Inst. 2005;97(19):1407–27.

7. Russo J, Russo IH. Breast development, hormones and cancer. Adv Exp Med Biol.

2008;630:52–6.

8. Polyak K. Science in medicine Breast cancer": origins and evolution. Cell [Internet].

2007;117(11):3155–63. Available from:

http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=2045618&tool=pmcentrez&re

ndertype=abstract

9. Sanders ME, Schuyler PA, Dupont WD, Page DL. The natural history of low-grade ductal

carcinoma in situ of the breast in women treated by biopsy only revealed over 30 years of

long-term follow-up. Cancer. 2005;103(12):2481–4.

10. Page DL, Dupont WD, Rogers LW, Jensen RA, Schuyler PA. Continued local recurrence

of carcinoma 15-25 years after a diagnosis of low grade ductal carcinoma in situ of the

breast treated only by biopsy. Cancer. 1995;76(7):1197–200.

Page 93: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

79

11. Page DL, Kidd TE, Dupont WD, Simpson JF, Rogers LW. Lobular neoplasia of the

breast: Higher risk for subsequent invasive cancer predicted by more extensive disease.

Hum Pathol. 1991;22(12):1232–9.

12. Singletary S, Greene F. Revision of breast cancer staging: the 6th edition of the TMN

Classification. Semin Surg Oncol. 2003;21(1):53–9.

13. Guidelines P. Practice Guideline for the Breast Conservation Therapy in the Management

of Invasive Breast Carcinoma. J Am Coll Surg. 2007;205(2).

14. Arriagada BR, Monique GL, Rochard F, Contesso G. Conservative Treatment Versus

Mastectomy in Early Breast Cancer": Patterns of Failure With 15 Years of Follow-Up

Data. 1996;14(5):1558–64.

15. Umberto Veronesi, M.D., Natale Cascinelli, M.D., Luigi Mariani, M.D., Marco Greco,

M.D., Roberto Saccozzi, M.D., Alberto Luini, M.D., Marisel Aguilar, M.D., and Ettore

Marubini PD. Twenty-Year Follow-Up of a Randomized Study Comparing Breast-

Conserving Surgery With Radical Mastectomy for Early Breast Cancer. N Engl J Med.

2002;347(16):1227–32.

16. Fisher B. Twenty-Year Follow-Up of a Randomized Trial Comparing Total for the

Treatment of Invasive Breast Cancer. N Engl J Med [Internet]. 2002;347(16):1233–41.

Available from:

https://drive.google.com/file/d/0B1X7XDQkWSZZTXBsWVVKR3BzMHc/edit?usp=sha

ring

17. Poggi MM, Danforth DN, Sciuto LC, Smith SL, Steinberg SM, Liewehr DJ, et al.

Eighteen-year results in the treatment of early breast carcinoma with mastectomy versus

breast conservation therapy: The National Cancer Institute randomized trial. Cancer.

2003;98(4):697–702.

18. Dai X, Li T, Bai Z, Yang Y, Liu X, Zhan J, et al. Breast cancer intrinsic subtype

classification, clinical use and future trends. Am J Cancer Res [Internet].

2015;5(10):2929–43. Available from:

http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=4656721&tool=pmcentrez&re

Page 94: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

80

ndertype=abstract

19. Blows FM, Driver KE, Schmidt MK, Broeks A, van Leeuwen FE, Wesseling J, et al.

Subtyping of breast cancer by immunohistochemistry to investigate a relationship between

subtype and short and long term survival: A collaborative analysis of data for 10,159 cases

from 12 studies. PLoS Med. 2010;7(5).

20. Senkus E, Kyriakides S, Penault-Llorca F, Poortmans P, Thompson A, Zackrisson S, et al.

Primary breast cancer: ESMO clinical practice guidelines for diagnosis, treatment and

follow-up. Ann Oncol. 2013;24(SUPPL.6):1–17.

21. Wolff AC, Hammond MEH, Hicks DG, Dowsett M, McShane LM, Allison KH, et al.

Recommendations for human epidermal growth factor receptor 2 testing in breast cancer:

American Society of Clinical Oncology/College of American Pathologists clinical practice

guideline update. J Clin Oncol [Internet]. 2013;31(31):3997–4013. Available from:

http://www.ncbi.nlm.nih.gov/pubmed/24101045

22. Perou CM, Sørlie T, Eisen MB, van de Rijn M, Jeffrey SS, Rees C a, et al. Molecular

portraits of human breast tumours. Nature. 2000;406(6797):747–52.

23. Mendes D, Alves C, Afonso N, Cardoso F, Passos-Coelho JL, Costa L, et al. The benefit

of HER2-targeted therapies on overall survival of patients with metastatic HER2-positive

breast cancer - a systematic review. Breast cancer Res [Internet]. Breast Cancer Research;

2015;17(140):1–14. Available from: http://dx.doi.org/10.1186/s13058-015-0648-2

24. Clifford H. Trastuzumab - Mechanism of Action and Use in Clinical Practice. N Engl J

Med. 2007;357:39–51.

25. Surfaces SSN, Lee CS, Au FCK, Tong SY, Lee ST, Series N. Basic Biology of HER2.

2015;299(5614):1874–7.

26. Rubin I, Yarden Y. The basic biology of HER2. Ann Oncol. 2001;17(Supplement 1):s3–8.

27. Vu T, Claret FX. Trastuzumab: Updated Mechanisms of Action and Resistance in Breast

Cancer. Front Oncol. 2012;2(June):1–6.

Page 95: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

81

28. Slamon D, Leyand-Jones B, Shak S, Fuchs H, Paton V, Bajamonde A, et al. Use of

Chemotherapy Plus a Monoclonal Antibody Against HER2 for Metastatic Breast Cancer

that Overexpresses HER2. N Engl J Med. 2001;344(11):783–92.

29. Carter P, Presta L, Gorman CM, Ridgway JB, Henner D, Wong WL, et al. Humanization

of an anti-p185HER2 antibody for human cancer therapy. Proc Natl Acad Sci U S A

[Internet]. 1992;89(10):4285–9. Available from:

http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=49066&tool=pmcentrez&rend

ertype=abstract

30. Giordano SH, Temin S, Kirshner JJ, Chandarlapaty S, Crews JR, Davidson NE, et al.

Systemic Therapy for Patients With Advanced Human Epidermal Growth Factor Receptor

2-Positive Breast Cancer: American Society of Clinical Oncology Clinical Practice

Guideline. J Clin Oncol [Internet]. 2014;1–23. Available from:

http://jco.ascopubs.org/cgi/doi/10.1200/JCO.2013.54.0948

31. Franklin MC, Carey KD, Vajdos FF, Leahy DJ, De Vos AM, Sliwkowski MX. Insights

into ErbB signaling from the structure of the ErbB2-pertuzumab complex. Cancer Cell.

2004;5(4):317–28.

32. Baselga J, Swain SM. Novel anticancer targets: revisiting ERBB2 and discovering

ERBB3. Nat Rev Cancer [Internet]. Nature Publishing Group; 2009 Jul;9(7):463–75.

Available from: http://dx.doi.org/10.1038/nrc2656

33. Scheuer W, Friess T, Burtscher H, Bossenmaier B, Endl J, Hasmann M. Strongly

enhanced antitumor activity of trastuzumab and pertuzumab combination treatment on

HER2-positive human xenograft tumor models. Cancer Res. 2009;69(24):9330–6.

34. Lewis Phillips GD, Li G, Dugger DL, Crocker LM, Parsons KL, Mai E, et al. Targeting

HER2-positive breast cancer with trastuzumab-DM1, an antibody-cytotoxic drug

conjugate. Cancer Res. 2008;68(22):9280–90.

35. Verma S, Miles D, Gianni L, Krop IE, Welslau M, Baselga J, et al. Trastuzumab

emtansine for HER2-positive advanced breast cancer. N Engl J Med. 2012;367(19):1783–

91.

Page 96: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

82

36. Baselga J. Clinical trials of Herceptin® (trastuzumab). Eur J Cancer. 2001;37:18–24.

37. Slamon D, Eirmann W, Robert N, Pienkowski T, Martin M, Press M, et al. Adjuvant

Trastuzumab in HER2-Positive Breast Cancer Dennis. N Engl J Med. 2011;365(14):1273–

83.

38. Cobleigh BMA, Vogel CL, Tripathy D, Robert NJ, Scholl S, Fehrenbacher L, et al.

Multinational Study of the Efficacy and Safety of Humanized Anti-HER2 Monoclonal

Antibody in Women who have HER2-Overexpressing Metastatic Breast Cancer that has

Progressed after Chemotherapy for Metastatic Disease. J Clin Oncol. 1999;17(9):2639–48.

39. Klapper LN, Waterman H, Sela M, Yarden Y. Tumor-inhibitory antibodies to HER-

2/ErbB-2 may act by recruiting c-Cbl and enhancing ubiquitination of HER-2. Cancer

Res. 2000;60(13):3384–8.

40. Molina MA, Codony-Servat J, Albanell J, Rojo F, Arribas J, Baselga J. Trastuzumab

(Herceptin), a humanized anti-HER2 receptor monoclonal antibody, inhibits basal and

activated HER2 ectodomain cleavage in breast cancer cells. Cancer Res.

2001;61(12):4744–9.

41. Ko WJ, Schwab B, Singer CF, Neumann R, Brodowicz T, Tomek S, et al. Monitoring of

Serum Her-2 / neu Predicts Response and Progression- Free Survival to Trastuzumab-

Based Treatment in Patients with Metastatic Breast Cancer. Clin Cancer Res.

2004;10:1618–24.

42. Valabrega G, Montemurro F, Aglietta M. Trastuzumab: Mechanism of action, resistance

and future perspectives in HER2-overexpressing breast cancer. Ann Oncol.

2007;18(6):977–84.

43. Clynes R a, Towers TL, Presta LG, Ravetch J V. Inhibitory Fc receptors modulate in vivo

cytoxicity against tumor targets. Nat Med. 2000;6(4):443–6.

44. Arnould L, Gelly M, Penault-Llorca F, Benoit L, Bonnetain F, Migeon C, et al.

Trastuzumab-based treatment of HER2-positive breast cancer: an antibody-dependent

cellular cytotoxicity mechanism? Br J Cancer. 2006;94(2):259–67.

Page 97: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

83

45. Junttila TT, Akita RW, Parsons K, Fields C, Lewis Phillips GD, Friedman LS, et al.

Ligand-Independent HER2/HER3/PI3K Complex Is Disrupted by Trastuzumab and Is

Effectively Inhibited by the PI3K Inhibitor GDC-0941. Cancer Cell [Internet]. Elsevier

Ltd; 2009;15(5):429–40. Available from: http://dx.doi.org/10.1016/j.ccr.2009.03.020

46. Zhang S, Huang W-C, Li P, Guo H, Poh S-B, Brady SW, et al. Combating trastuzumab

resistance by targeting SRC, a common node downstream of multiple resistance pathways.

Nat Med [Internet]. Nature Publishing Group; 2011;17(4):461–9. Available from:

http://dx.doi.org/10.1038/nm.2309

47. Knight T, Irving JAE. Ras/Raf/MEK/ERK Pathway Activation in Childhood Acute

Lymphoblastic Leukemia and Its Therapeutic Targeting. Front Oncol [Internet].

2014;4(June):160. Available from:

http://www.ncbi.nlm.nih.gov/pubmed/25009801%5Cnhttp://www.pubmedcentral.nih.gov/

articlerender.fcgi?artid=PMC4067595

48. Yen L, You XL, Al Moustafa a E, Batist G, Hynes NE, Mader S, et al. Heregulin

selectively upregulates vascular endothelial growth factor secretion in cancer cells and

stimulates angiogenesis. Oncogene. 2000;19(31):3460–9.

49. Folkman J. Tumor Angiogenesis: Therapeutic Implications. N Engl J Med.

1971;285(21):1182–6.

50. Gaykema SBM, Brouwers AH, Lub-de Hooge MN, Pleijhuis RG, Timmer-Bosscha H, Pot

L, et al. 89Zr-Bevacizumab PET Imaging in Primary Breast Cancer. J Nucl Med

[Internet]. 2013;54(7):1–5. Available from:

http://www.ncbi.nlm.nih.gov/pubmed/23651946

51. Izumi Y, Xu L, di Tomaso E, Fukumura D, Jain RK. Tumour biology: Herceptin acts as

an anti-angiogenic cocktail. Nature [Internet]. Nature Publishing Group; 2002 Mar

21;416(6878):279–80. Available from: http://dx.doi.org/10.1038/416279b

52. Nahta R, Yu D, Hung MC, Hortobagyi GN, Esteva FJ. Mechanisms of disease:

understanding resistance to HER2-targeted therapy in human breast cancer. Nat Clin Pr

Oncol [Internet]. 2006;3(5):269–80. Available from:

Page 98: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

84

http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citati

on&list_uids=16683005

53. Scott GK, Robles R, Park JW, Montgomery PA, Daniel J, Holmes WE, et al. A truncated

intracellular HER2/neu receptor produced by alternative RNA processing affects growth

of human carcinoma cells. Mol Cell Biol [Internet]. 1993;13(4):2247–57. Available from:

http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=359545&tool=pmcentrez&ren

dertype=abstract

54. Scaltriti M, Rojo F, Ocaña A, Anido J, Guzman M, Cortes J, et al. Expression of

p95HER2, a truncated form of the HER2 receptor, and response to Anti-HER2 therapies

in breast cancer. J Natl Cancer Inst. 2007;99(8):628–38.

55. Wehrman TS, Raab WJ, Casipit CL, Doyonnas R, Pomerantz JH, Blau HM. A system for

quantifying dynamic protein interactions defines a role for Herceptin in modulating ErbB2

interactions. Proc Natl Acad Sci U S A. 2006;103(50):19063–8.

56. Alimandi M, Romano A, Curia M, Murari R, Fedi P, Aaronson S, et al. Cooperative

signaling of ErbB3 and ErbB2 in neoplastic transformation and human mammary

carcinomas. Oncogene. 1995;10(9):1813–21.

57. Nagata Y, Lan KH, Zhou X, Tan M, Esteva FJ, Sahin AA, et al. PTEN activation

contributes to tumor inhibition by trastuzumab, and loss of PTEN predicts trastuzumab

resistance in patients. Cancer Cell. 2004;6(2):117–27.

58. Berns K, Horlings HM, Hennessy BT, Madiredjo M, Hijmans EM, Beelen K, et al. A

Functional Genetic Approach Identifies the PI3K Pathway as a Major Determinant of

Trastuzumab Resistance in Breast Cancer. Cancer Cell. 2007;12(4):395–402.

59. American Society of Clinical Oncology. Phase III MARIANNE Trial Results [Internet].

2015. Available from: https://am.asco.org/phase-iii-marianne-trial-results

60. Costantini DL, Bateman K, McLarty K, Vallis KA, Reilly RM. Trastuzumab-Resistant

Breast Cancer Cells Remain Sensitive to the Auger Electron-Emitting Radiotherapeutic

Agent 111In-NLS-Trastuzumab and Are Radiosensitized by Methotrexate. J Nucl Med

Page 99: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

85

[Internet]. 2008;49(9):1498–505. Available from:

http://jnm.snmjournals.org/cgi/doi/10.2967/jnumed.108.051771

61. Cardinal Health. FDA-approved radiopharmaceuticals [Internet]. 2014. Available from:

http://www.cardinal.com/us/en/nuclearmedicinecompliance/fdaapproved

62. Witzig T, Gordon L, Cabanillas F, Czuczman M, Emmanouilides C, Joyce R, et al.

Randomized controlled trail of yttrium-90-labeled ibritumomab tiuxetan

radioimmunotherapy versus rituzimab immunotherapy for patients with relapsed or

refractory low-grade, follicular, or transformed B-cell non-Hodgkin’s lymphoma. J Clin

Oncol. 2002;20(10):2453–63.

63. Alcindor T, Witzig TE. Radioimmunotherapy with Yttrium-90 Ibritumomab tiuxetan for

patients with relapsed cd20+ B-Cell non-Hodgkin’s Lymphoma. Curr Treat Options

Oncol [Internet]. 2002;3(4):275–82. Available from: http://dx.doi.org/10.1007/s11864-

002-0027-y

64. Kassis AI. Therapeutic Radionuclides: Biophysical and Radiobiologic Principles. Semin

Nucl Med. 2008;38(5):385–366.

65. Larson SM, Carrasquillo JA, Cheung N-K V, Press OW. Radioimmunotherapy of human

tumours. Nat Rev Cancer [Internet]. Nature Publishing Group; 2015;15(6):347–60.

Available from:

http://dx.doi.org/10.1038/nrc3925%5Cnhttp://www.nature.com/nrc/journal/v15/n6/pdf/nrc

3925.pdf%5Cnhttp://www.nature.com/doifinder/10.1038/nrc3925

66. Kassis AI. In vivo validation of the bystander effect. Hum Exp Toxicol [Internet].

2004;23(2):71–3. Available from: http://www.ncbi.nlm.nih.gov/pubmed/15070063

67. Wu AM, Senter PD. Arming antibodies: prospects and challenges for immunoconjugates.

Nat Biotech [Internet]. Nature Publishing Group; 2005 Sep;23(9):1137–46. Available

from: http://dx.doi.org/10.1038/nbt1141

68. Miederer M, Mcdevitt MR, Sgouros G, Kramer K, Cheung N V, Scheinberg DA.

Pharmacokinetics, Dosimetry, and Toxicity of the in Nonhuman Primates. J Nucl Med.

Page 100: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

86

2004;45:129–37.

69. Yeong C-H, Cheng M, Ng K-H. Therapeutic radionuclides in nuclear medicine: current

and future prospects. J Zhejiang Univ [Internet]. 2014;15(10):845–63. Available from:

http://link.springer.com/10.1631/jzus.B1400131

70. Buchegger F, Perillo-Adamer F, Dupertuis YM, Bischof Delaloye A. Auger radiation

targeted into DNA: A therapy perspective. Eur J Nucl Med Mol Imaging.

2006;33(11):1352–63.

71. Brem R, Rechtman L. Nuclear Medicine Imaging of the Breast: A Novel, Physiologic

Approach to Breast Cancer Detection and Diagnosis. Radiol Clin North Am.

2010;48(5):1055+.

72. Faraggi M, Gardin I, de Labriolle-Vaylet C, Moretti JL, Bok BD. The influence of tracer

localization on the electron dose rate delivered to the cell nucleus. J Nucl Med [Internet].

1994;35(1):113–9. Available from: http://www.ncbi.nlm.nih.gov/pubmed/8271031

73. Goddu SM, Howell RW, Rao D V. Cellular Dosimetry: Absorbed Fractions for

Monoenergetic Electron and Alpha Particle Sources and S-Values for Radionuclides

Uniformly Distributed in Different Cell Compartments. J Nucl Med. 1994;35:303–16.

74. Bishayee A, Rao D V, Howell RW. Radiation Protection by Cysteamine against the Lethal

Effects of Intracellularly Localized Auger Electron, α- and β-Particle Emitting

Radionuclides. Acta Oncol [Internet]. 2000;39(6):713–20. Available from:

http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3565458/

75. Costantini DL, Hu M, Reilly RM. Peptide motifs for insertion of radiolabeled

biomolecules into cells and routing to the nucleus for cancer imaging or radiotherapeutic

applications. Cancer Biother Radiopharm. 2008;23(1):3–24.

76. Stewart M. Molecular mechanism of the nuclear protein import cycle. Nat Rev Mol Cell

Biol [Internet]. Nature Publishing Group; 2007 Mar;8(3):195–208. Available from:

http://dx.doi.org/10.1038/nrm2114

77. Costantini DL, Chan C, Cai Z, Vallis K a, Reilly RM. (111)In-labeled trastuzumab

Page 101: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

87

(Herceptin) modified with nuclear localization sequences (NLS): an Auger electron-

emitting radiotherapeutic agent for HER2/neu-amplified breast cancer. J Nucl Med.

2007;48(8):1357–68.

78. Ngo Ndjock Mbong G, Lu Y, Chan C, Cai Z, Liu P, Boyle AJ, et al. Trastuzumab labeled

to high specific activity with 111In by site-specific conjugation to a metal-chelating

polymer exhibits amplified auger electron-mediated cytotoxicity on HER2-positive breast

cancer cells. Mol Pharm. 2015;12(6):1951–60.

79. Costantini DL, Mclarty K, Lee H, Done SJ, Vallis KA, Reilly RM. Antitumor Effects and

Normal-Tissue Toxicity of 111 In-Nuclear Localization Sequence-Trastuzumab in

Athymic Mice Bearing HER -Positive Human Breast Cancer Xenografts. J Nucl Med.

2010;51(7):1084–92.

80. Thom J. Radiopharmaceuticals-an overview of the basic principles. Clin Pharm.

2012;4:19–20.

81. Meares CF, Goodwin DA. Linking radiometals to proteins with bifunctional chelating

agents. J Protein Chem. 1984;3(2):215–28.

82. Reilly RM, Lam K, Chan C, Levine M. Advancing novel molecular imaging agents from

preclinical studies to first-in-humans phase i clinical trials in academia-A roadmap for

overcoming perceived barriers. Bioconjug Chem. 2015;26(4):625–32.

83. GUI-0001 Health Products and Food Branch Inspectorate Good Manufacturing Practices

(GMP) Guidelines. Health Canada. 2011.

84. Daugherty AL, Mrsny RJ. Formulation and delivery issues for monoclonal antibody

therapeutics. Adv Drug Deliv Rev. 2006;58(5–6):686–706.

85. Shire SJ, Shahrokh Z, Liu J. Challenges in the development of high protein concentration

formulations. J Pharm Sci [Internet]. Elsevier Masson SAS; 2004;93(6):1390–402.

Available from: http://dx.doi.org/10.1002/jps.20079

86. Ratanji KD, Derrick JP, Dearman RJ, Kimber I, Ratanji KD, Derrick JP, et al.

Immunogenicity of therapeutic proteins": Influence of aggregation. J Immunotoxicol.

Page 102: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

88

2014;11(2):99–109.

87. Weiss IV WF, Young TM, Roberts CJ. Principles, approaches, and challenges for

predicting Protein Aggregation Rates and Shelf Life. J Pharm Sci [Internet]. Elsevier

Masson SAS; 2009;98(4):1246–77. Available from: http://dx.doi.org/10.1002/jps.21521

88. Pindrus M, Shire SJ, Kelley RF, Demeule B, Wong R, Xu Y, et al. Solubility Challenges

in High Concentration Monoclonal Antibody Formulations: Relationship with Amino

Acid Sequence and Intermolecular Interactions. Mol Pharm [Internet].

2015;151006070611005. Available from:

http://pubsdc3.acs.org/doi/10.1021/acs.molpharmaceut.5b00336

89. Uchiyama S. Liquid formulation for antibody drugs. Biochim Biophys Acta - Proteins

Proteomics [Internet]. Elsevier B.V.; 2014;1844(11):2041–52. Available from:

http://dx.doi.org/10.1016/j.bbapap.2014.07.016

90. Melander W, Horvath C. Salt effects on hydrophobic interactions in precipitation and

chromatography of proteins: An interpretation of the lyotropic series. Arch Biochem

Biophys. 1977;183(1):200–15.

91. Hari SB, Lau H, Razinkov VI, Chen S, Latypov RF. Acid-induced aggregation of human

monoclonal IgG1 and IgG2: Molecular mechanism and the effect of solution composition.

Biochemistry. 2010;49(43):9328–38.

92. Das TK. Protein particulate detection issues in biotherapeutics development--current

status. AAPS PharmSciTech [Internet]. 2012;13(2):732–46. Available from:

http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=3364383&tool=pmcentrez&re

ndertype=abstract

93. Hoffmann C, Blume A, Miller I, Garidel P. Insights into protein-polysorbate interactions

analysed by means of isothermal titration and differential scanning calorimetry. Eur

Biophys J. 2009;38(5):557–68.

94. Patapoff TW, Esue O. Polysorbate 20 prevents the precipitation of a monoclonal antibody

during shear. Pharm Dev Technol. 2009;14(6):659–64.

Page 103: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

89

95. Li Y, Hewitt D, Lentz YK, Ji J a., Zhang TY, Zhang K. Characterization and stability

study of polysorbate 20 in therapeutic monoclonal antibody formulation by

multidimensional ultrahigh-performance liquid chromatography-charged aerosol

detection-mass spectrometry. Anal Chem. 2014;86(10):5150–7.

96. Kerwin BA. Polysorbates 20 and 80 used in the formulation of protein biotherapeutics:

Structure and degradation pathways. J Pharm Sci [Internet]. Elsevier Masson SAS;

2008;97(8):2924–35. Available from: http://dx.doi.org/10.1002/jps.21190

97. Chou DK, Krishnamurthy R, Randolph TW, Carpenter JF, Manning MC. Effects of

Tween 20 and Tween 80 on the stability of Albutropin during agitation. J Pharm Sci

[Internet]. Elsevier Masson SAS; 2005;94(6):1368–81. Available from:

http://dx.doi.org/10.1002/jps.20365

98. Lam K, Scollard DA, Chan C, Levine MN, Reilly RM. Kit for the preparation of 111 In-

labeled pertuzumab injection for imaging response of HER2-positive breast cancer to

trastuzumab ( Herceptin ). Appl Radiat Isot. 2015;95:135–42.

99. Scollard DA, Chan C, Holloway CMB, Reilly RM. A kit to prepare 111In-DTPA-

trastuzumab (Herceptin) Fab fragments injection under GMP conditions for imaging or

radioimmunoguided surgery of HER2-positive breast cancer. Nucl Med Biol [Internet].

Elsevier Inc.; 2011;38(1):129–36. Available from:

http://dx.doi.org/10.1016/j.nucmedbio.2010.06.010

100. Reilly RM, Scollard DA, Wang J, Mondal H, Chen P, Henderson LA, et al. A Kit

Formulated Under Good Manufacturing Practices for Labeling Human Epidermal Growth

Factor with 111In for Radiotherapeutic Applications. J Nucl Med. 2004;45(4):701–8.

101. Vallis KA, Reilly RM, Scollard D, Merante P, Brade A, Velauthapillai S, et al. Phase I

trial to evaluate the tumor and normal tissue uptake, radiation dosimetry and safety of

(111)In-DTPA-human epidermal growth factor in patients with metastatic EGFR-positive

breast cancer. Am J Nucl Med Mol Imaging [Internet]. 2014;4(2):181–92. Available from:

http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=3992211&tool=pmcentrez&re

ndertype=abstract

Page 104: Formulation of a Kit for the Preparation of 111In-BzDTPA ... · 1.1.1 Epidemiology and Etiology of Breast Cancer According to the Canadian Cancer Society, breast cancer (BC) continues

90

102. Le X, Pruefer F, Bast RC. HER2-Targeting Antibodies Modulate the Cyclin-Dependent

Kinase inhibitor p27Ki[1 via multiple signaling pathways. Cell Cycle.

2005;4(January):87–95.

103. Lam L, Lam C, Li W, Cao Y. Recent advances in drug-antibody immunoconjugates for

the treatment of cancer. Drugs Future. 2003;28(9):905–10.

104. Den Engelsman J, Garidel P, Smulders R, Koll H, Smith B, Bassarab S, et al. Strategies

for the assessment of protein aggregates in pharmaceutical biotech product development.

Pharm Res. 2011;28(4):920–33.

105. Reilly R. The immunoreactivity of radiolabeled antibodies--its impact on tumor targeting

and strategies for preservation. Cancer Biother Radiopharm [Internet]. 2004;19(6):669–

72. Available from: http://www.ncbi.nlm.nih.gov/pubmed/15665615

106. Lub-de Hooge MN, Kosterink JGW, Perik PJ, Nijnuis H, Tran L, Bart J, et al. Preclinical

characterisation of 111 In-DTPA-trastuzumab. Br J Pharmacol [Internet]. 2004;143(1):99–

106. Available from: http://doi.wiley.com/10.1038/sj.bjp.0705915

107. Boswell CA, Brechbiel MW. Auger electrons: lethal, low energy, and coming soon to a

tumor cell nucleus near you. J Nucl Med. 2005;46(12):1946–7.

108. Stabin MG, Sparks RB, Crowe E. OLINDA/EXM: The Second-Generation Personal

Computer Software for Internal Dose Assessment in Nuclear Medicine. J Nucl Med.

2005;46:1023–7.

109. Lam K, Chan C, Done SJ, Levine MN, Reilly RM. Preclinical pharmacokinetics,

biodistribution, radiation dosimetry and acute toxicity studies required for regulatory

approval of a Clinical Trial Application for a Phase I/II clinical trial of 111In-BzDTPA-

pertuzumab. Nucl Med Biol [Internet]. Elsevier Inc.; 2015;42(2):78–84. Available from:

http://linkinghub.elsevier.com/retrieve/pii/S0969805114005204

110. Ethics. Above All. OCREB Annual Report. 2016.