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Dynamic Combinatorial Optimization of a Neutral Receptor That Binds Inorganic Anions in Aqueous Solution
Open accessAbstract
A dynamic combinatorial library of potential anion receptors was generated from a cyclic peptide disulfide dimer and a series of dithiol spacers. Exposing the library to KI or K2SO4 led to the amplification of two new neutral receptors that bind anions through hydrogen bonding with up to micromolar affinity in aqueous solution. Thermodynamic studies suggest that these second-generation receptors outclass the previously described first-generation receptor, largely as a result of a more favorable enthalpy of binding. These results demonstrate that dynamic combinatorial optimization of designed hosts can be a powerful strategy, bringing synthetic receptors that approach the efficiencies of proteins one step closer.
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Cited by
Dynamic Combinatorial Chemistry
Corbett, P. T., Leclaire, J., Vial, L., West, K. R., Wietor, J.-L., Sanders, J. K. M., & Otto, S. (2006) · Chemical Reviews · doi:10.1021/cr020452p · Cited by 1,922
Self-citationSupramolecular Chemistry in Water
Oshovsky, G. V., Reinhoudt, D. N., & Verboom, W. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200602815 · Cited by 708
Advances in Anion Supramolecular Chemistry: From Recognition to Chemical Applications
Evans, N. H., & Beer, P. D. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201309937 · Cited by 572
Kubik, S. (2010) · Chemical Society Reviews · doi:10.1039/b926166b · Cited by 531
Self-citationAnion coordination and anion-templated assembly: Highlights from 2002 to 2004
Gale, P. A., & Quesada, R. (2006) · Coordination Chemistry Reviews · doi:10.1016/j.ccr.2006.05.020 · Cited by 406
Prebiotic Peptides: Molecular Hubs in the Origin of Life
Frenkel-Pinter, M., Samanta, M., Ashkenasy, G., & Leman, L. J. (2020) · Chemical Reviews · doi:10.1021/acs.chemrev.9b00664 · Cited by 354
Herrmann, A. (2014) · Chem. Soc. Rev. · doi:10.1039/c3cs60336a · Cited by 351
Amplification of Acetylcholine-Binding Catenanes from Dynamic Combinatorial Libraries
Lam, R. T. S., Belenguer, A., Roberts, S. L., Naumann, C., Jarrosson, T., Otto, S., & Sanders, J. K. M. (2005) · Science · doi:10.1126/science.1109999 · Cited by 299
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Metadata
- Authors
- Otto, S., & Kubik, S.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-06-05
- Volume
- 125
- Issue
- 26
- Pages
- 7804-7805
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2008822792
- Cited by
- 191
- References
- 0
- FWCI
- 9.39
- Type
- journal article
- Language
- en
- Open access
- green
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