chapter 6. synthetic receptors for nucleosides and nucleotides jinrok oh, a hyun-woo rhee, b and...
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Chapter 6. Synthetic Receptors for Nucleosides and Nucleotides
Jinrok Oh,a Hyun-Woo Rhee,b and Jong-In Honga*
a Department of Chemistry, Seoul National University, Gwanak-ro 1, Gwanak-gu, Seoul 151-747, Korea
b Department of Chemistry, School of Natural Science, Ulsan National Institute of Science and Technology (UNIST),
UNIST-gil 50, Ulsan 689-798, Korea
*Email: jihong@snu.ac.kr
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.1 General structures of nucleosides and nucleotides.
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.2 Structures of redox nucleotides.
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.3 Structures of nucleotide messengers in signal transductions.
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.4 Structures of artificial nucleosides developed for the treatment of diseases.
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.1 cAMP recognition by a PKA regulatory subunit (PDB ID: 1RGS).
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.2 FMN recognition by Flavodoxin (PDB ID: 3FX2).
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.3 Structural perturbations near the ATP binding site of GlnK1 before (A) and after (B) ATP binding. (Adapted with permission from EMBO J., 2007, 26, 589, © European Molecular Biology Organization 2007)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.4 Cyclic-di-GMP recognition by type I c-di-GMP riboswitch in two different aspects. (Reprinted with permission from Nat. Struct. Mol. Biol., 2009, 16, 1212, © Macmillan Publishers Ltd 2014)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.5
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.37
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.5 Structure of 6.37 and its fluorescent behavior upon addition of various analytes. (Adapted with permission from J. Am. Chem. Soc., 2006, 128, 10380, © American Chemical Society 2006)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.6 Structure of 6.38 and heat map obtained from library, especially mercury(II)-complexes. (Adapted with permission from ACS Comb. Sci., 2013, 15, 483, © American Chemical Society 2013)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.38
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Scheme 6.39
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.7 Schematic representation of fluorescent cAMP sensing with chimeric PKA domains. (Adapted with permission from Integr. Biol., 2010, 2, 77, © Royal Society of Chemistry 2010)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.8 Ribbon representation of GlnK protein either in the absence (gray and blue) or in the presence (gray, green, yellow) of ATP-Mg(II). Blue = flexible T loop, yellow = cpFP inserted region. (Reprinted with permission from Nat. Methods, 2009, 6, 161, © Macmillan Publishers Ltd 2014)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.9 Structure of fluorescent ATP sensing aptamer. MGA and ATP module represent malachite green binding site and ATP binding site, respectively. (Adapted with permission from J. Am. Chem. Soc., 2004, 126, 9266, © American Chemical Society 2004)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.10 Schematic representation for the fluorescent ATP sensing with a molecular beacon strategy. F and Q represent fluorophore and quencher, respectively. (Adapted with permission from J. Am. Chem. Soc., 2008, 130, 11268, © American Chemical Society 2008)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.11 Schematic representation for the fluorescent sensing of either ATP or GTP with corresponding ribonucleopeptides (RNP) and their utilization in in vitro enzyme assay. (Adapted with permission from J. Am. Chem. Soc., 2013, 95, 3465, © American Chemical Society 2013)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
Figure 6.12 Schematic representation for the fluorescent GTP sensing with GTP-specific deoxyribozyme Dk2. (Adapted with permission from J. Am. Chem. Soc., 2013, 95, 7181, © American Chemical Society 2013)
Supplementary information for Synthetic Receptors for Biomolecules: Design Principles and Applications© The Royal Society of Chemistry 2015
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