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Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Activities of the European Monitoring Center for Emerging

Doping Agents

Mario Thevis

Institute of Biochemistry / Center for Preventive Doping Research , German Sport University Cologne, Germany

& European Monitoring Center for Emerging Doping Agents (EuMoCEDA), Cologne/Bonn, Germany

WADA / Science and Investigations Symposium, October 28th 2014, Istanbul

European Monitoring Center

for

Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

collect information

Information

Internet sources

Data bases

Scientific literature

Confis-cated

material

Meetings /

Conferences Patents

European Monitoring Center

for

Emerging Doping Agents

collect information / identify relevant developments collect information / identify relevant developments / question & summarize

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Literature

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Databases

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

April 8, 2011

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

April 18, 2011

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Conferences

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

May 28, 2006

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

February 2009

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

May 2011, Test methods

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

(2 x 20 kDa)

March 2012, FDA Approval

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

March 2013, FDA Recall

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Confiscations

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

(home-made)

testosterone gel dispenser

100 160 220 280 340 400

85.0656

[C5H9O]+

257.1660

[C16H21N2O]+

316.2155

[C19H28N2O2]+

400.2740

[C24H36N2O3]+

modified furazabol conjugate

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Internet sources

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Welcome!

We are the leading provider of SARMS S-4 in the United States.

At www.XXXXXXXXX.com we work very closely with our customers

to provide the very best products available on the market.

Our business is built on a philosophy of strong customer focus,

regular communication with a high degree of quality and value.

November 2005

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

CF3 N

H

O

OH CH3

O NH

O2N

O

CH3

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Patents

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

GW501516 positives confirmed, three out of 4 riders are from the same BCR Pizza Hut team By Shane Stokes @ 3:10 PM Monday, April 15, 2013

UCI confirms Vargas Barrantes, Mudarra Segura, Morales Castillo,

Villalobos Azofeifa, and Miguel Ubeto provisionally suspended

Sergej Lisin arguably first athlete tested positive with GW1516 (2012)

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Science and Technology

February 8, 2014

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

The amended 2014 Prohibited

List (Section S2.), which now

includes Hypoxia-Inducible Factor

(HIF) activators Xenon and Argon,

will be in force as of September 1.

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Confiscated Enobosarm

- Seized 2012 by German Customs Control

- 1 kg of pure Enobosarm (MK-2866)

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

130 kDa 100 kDa

70 kDa 55 kDa

40 kDa

35 kDa

25 kDa

150 kDa

15 kDa

10 kDa

SDS-PAGE:

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

17934 17936 17938 17940 17942 17944 17946 17948 17950 17952

m/z

0

10

20

30

40

50

60

70

80

90

100

Rel

ativ

e A

bu

nd

ance

[%

]

17942.8717941.88

17943.88

17940.88

17944.89

17939.85

17945.88

17938.88

17946.89

17937.86 17947.87

17948.9017936.8317949.86

17935.8517952.8617950.88

17934.85 17951.96

Unknown black market sample

Monoisotopic mass of the intact protein: 17931.84 Da

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

pET-32 Ek/LIC Vektor (Novagen):

• Hypothetical peptide including protein tags and MCS:

→ 183 AS, 19.5 kDa

Black market product = „empty“ vector

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

European Monitoring Center

for

Emerging Doping Agents

other monitoring centers

laboratories

industry

police / customs control

scientific community

Contact

Collaboration

report mandate

Expert groups

e.g. WADA List Expert Group

review / evaluate / initiate actions

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

World Anti-Doping Agency

Council of Europe (Advisory Group on Science)

World Association of Anti Doping Scientists

DFG Senate Commission on Food Safety

Network of (European) NADOs

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Industry partners

Center for Preventive Doping Research

Institute of Biochemistry

European Monitoring Center for Emerging Doping Agents

Acknowledgments

• German Federal Ministry of the Interior

• World Anti-Doping Agency