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Abstract
The molecular recognition of saccharides by synthetic hosts has become an appealing but elusive task in the last decades. Herein, we combine Dynamic Combinatorial Chemistry (DCC) for the rapid self-assembly and screening of virtual libraries of receptors, with the use of ITC and NMR to validate the hits and molecular modelling to understand the binding mechanisms. We discovered a minimalistic receptor, 1F (N-benzyl-l-phenylalanine), with considerable affinity for fructose (Ka = 1762 M−1) and remarkable selectivity (>50-fold) over other common monosaccharides. The approach accelerates the discovery process of receptors for saccharides.
Original language | English |
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Journal | Organic and Biomolecular Chemistry |
Early online date | 12 Apr 2024 |
DOIs | |
Publication status | E-pub ahead of print - 12 Apr 2024 |
Bibliographical note
Acknowledgments:This work is financially supported by Prostate Cancer UK (RIA17-ST2-020) and MCI/AEI/10.13039/501100011033 (ref. project PID2021-128411NB-I00).
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Dive into the research topics of 'Discovery of selective monosaccharide receptors via dynamic combinatorial chemistry†'. Together they form a unique fingerprint.Projects
- 1 Finished
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Development and validation of a synthetic sugar recognition technology for prostate cancer risk stratification
1/04/19 → 30/09/23
Project: Research