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• W1983115893 abstract "The discovery of molecules that interfere with the binding of a ligand to a receptor remains a topic of great interest in medicinal chemistry. Herein, we report that a monosaccharide unit of a polysaccharide ligand can be replaced advantageously by a conformationally locked acyclic molecular entity. A cyclic component of the selectin ligand Sialyl Lewisx, GlcNAc, is replaced by an acyclic tether, tartaric esters, which link two saccharide units. The conformational bias of this acyclic tether originates from the minimization of intramolecular dipole–dipole interaction and the gauche effect. The evaluation of the binding of these derivatives to P-selectin was measured by surface plasmon resonance spectroscopy. The results obtained in our pilot study suggest that the discovery of tunable tethers could facilitate the exploration of the carbohydrate recognition domain of various receptors." @default.
• W1983115893 created "2016-06-24" @default.
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• W1983115893 date "2012-10-17" @default.
• W1983115893 modified "2023-10-02" @default.
• W1983115893 title "A New Approach to Explore the Binding Space of Polysaccharide-Based Ligands: Selectin Antagonists" @default.
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• W1983115893 doi "https://doi.org/10.1021/ml300263x" @default.
• W1983115893 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/4025734" @default.
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