Entrophy/Enthalpy Compensation

J. M. Fox, M. Zhao, M.J. Fink, K. Kang, and G. M. Whitesides. 2018. “The Molecular Origin of Enthalpy/Entropy Compensation in Biomolecular Recognition.” Annual Review of Biophysics, 47, Pp. 223-250. PDF
M. R. Lockett, H. Lange, B. Breiten, A. Heroux, W. Sherman, D. Rappoport, P. O. Yau, P. W. Snyder, and G. M. Whitesides. 2013. “The Binding of Benzoarylsulfonamide Ligands to Human Carbonic Anhydrase is Insensitive to Formal Fluorination of the Ligand.” Angew. Chemie., 125, Pp. 7868-7871. PDF
P. W. Snyder, M. R. Lockett, D. T. Moustakas, and G. M. Whitesides. 2013. “Is it the Shape of the Cavity, or the Shape of the Water in the Cavity?” European Physical Journal Special Topics, 223, Pp. 853-891. PDF
B. Breiten, M. R. Lockett, W. Sherman, S. Fujita, M. Al-Sayah, H. Lange, C. M. Bowers, A. Heroux, G. Krilov, and G. M. Whitesides. 2013. “Water Networks Contribute to Enthalpy/Enthropy Compensation in Protein-Ligand Binding.” J. Amer. Chem. Soc., 135, Pp. 15579-15584. PDF
E. T. Mack, P. W. Snyder, R. Perez-Castillejos, B. Bilgicer, D. T. Moustakas, M. J. Butte, and G. M. Whitesides. 2012. “Dependence of Avidity on Linker Length for a Bivalent Ligand-Bivalent Receptor Model System.” J. Amer. Chem. Soc., 134, Pp. 333-345.Abstract
PDF Supplemental
K. A. Mirica, M. R. Lockett, P. W. Snyder, N. D. Shapiro, E. T. Mack, S. Nam, and G. M. Whitesides. 2012. “Selective Precipitation and Purification of Monovalent Proteins Using Oligovalent Ligands and Ammonium Sulfate.” Bioconjugate Chem., 23, Pp. 293-299.Abstract
PMCID: PMC3288307
PDF Supplemental
J. Mecinovic, P. W. Snyder, K. A. Mirica, S. Bai, E. T. Mack, R. L. Kwant, D. T. Moustakas, A. Herous, and G. M. Whitesides. 2011. “Fluoroalkyl and Alkyl Chains Have Similar Hydrophobicities in Binding to the "Hydrophobic Wall" of Carbonic Anhydrase.” J. Amer. Chem. Soc., 133, Pp. 14017-14026.Abstract
PDF Supplemental
P. W. Snyder, J. Mecinovic, D. T. Moustakas, S. W. Thomas, M. Harder, E. T. Mack, M. R. Lockett, A. Heroux, W. Sherman, and G. M. Whitesides. 2011. “Mechanism of the Hydrophobic Effect in the Biomolecular Recognition of Arylsulfonamides by Carbonic Anhydrase.” Proc. Natl. Acad. Sci. USA, 108, Pp. 17889-17894.Abstract
KEYWORDS: carbonic anhydrase; aromatic sulfonamides; hydrophobic effect; molecular recognitionPMC3207675
PDF Supplemental
G. M. Whitesides, P. W. Snyder, D. T. Moustakas, and K. A. Mirica. 2008. “Designing Ligands to Bind Tightly to Proteins.” In Physical Biology: From Atoms to Medicine, edited by A. H. Zewail, 9th ed., Pp. 189-215. London: Imperial College Press. PDF
V.M. Krishnamurthy, V. Semetey, P. J. Bracher, N. Shen, and G. M. Whitesides. 2007. “Dependence of Effective Molarity on Linker Length for an Intramolecular Protein-Ligand System.” J. Amer. Chem. Soc., 129, Pp. 1312-1320. 979.pdf
V.M. Krishnamurthy, L. A. Estroff, and G. M. Whitesides. 2006. “Multivalency in Ligand Design.” In Fragment-based Approaches in Drug Discovery, edited by R. Mannhold, H. Kubinyi, and G. Folkers, 34: Pp. 11-53. Weinheim: WILEY-VCH Verlag GmbH & Co. 963.pdf
G. M. Whitesides and V.M. Krishnamurthy. 2005. “Designing Ligands to Bind Proteins.” Quarterly Reviews of Biophysics, 38, Pp. 385-395. PDF
B. A. Grzybowski, A. V. Ishchenko, C. Y. Kim, G. Topalov, R. G. Chapman, D.W. Christianson, G. M. Whitesides, and E. I. Shakhnovich. 2002. “Combinatorial Computational Methods Give New Picomolar Ligands for a Known Enzyme.” Proc. Nat. Acad. Sci. USA, 99, Pp. 1270-1273. PDF
D. N. Chin, A. Y. Lau, and G. M. Whitesides. 1998. “Studying How Different Terminal Groups Change the Motion of H2NSO2C6H4CONH(EG)3R When Bound to the Active Site of Human Carbonic Anhydrase II.” Journal of Organic Chemistry, 63, Pp. 938-945. PDF
M. Mammen, E. I. Shakhnovich, and G. M. Whitesides. 1998. “Using a Convenient, Quantitative Model for Torsional Entropy To Establish Qualitative Trends for Molecular Processes That Restrict Conformational Freedom.” Journal of Organic Chemistry, 63, Pp. 3168-3175. PDF
G. B. Sigal and G. M. Whitesides. 1996. “Benzenesulfonamide-Peptide Conjugates as Probes for Secondary Binding Sites Near the Active Site of Carbonic Anhydrase.” Bioorg. & Med. Chem. Lett., 6, Pp. 559-564. PDF
P.A. Boriack, D.W. Christianson, J. E. Kingery-Wood, and G. M. Whitesides. 1995. “Secondary Interactions Significantly Removed from the Sulfonamide Binding Pocket of Carbonic Anhydrase II Influence Binding Constants.” J. Med. Chem., 38, Pp. 2286-2291. PDF