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Design and Synthesis of Carbohydrate Mimetics: A New Strategy for Tackling the Problem of Carbohydrate‐Mediated Biological Recognition
Author(s) -
Wong ChiHuey
Publication year - 1999
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199900043
Subject(s) - chemistry , carbohydrate , glycosyltransferase , sialyl lewis x , molecular recognition , selectin , biochemistry , small molecule , receptor , combinatorial chemistry , carbohydrate chemistry , aminoglycoside , computational biology , stereochemistry , molecule , enzyme , antibiotics , organic chemistry , adhesion , biology
Carbohydrates have been known as poor candidates for drug development. Recent studies have, however, shown that structurally simplified small molecules as mimics of complex carbohydrates recognized by receptors can be developed as inhibitors of carbohydrate‐mediated biological recognition. In addition, small molecules with higher affinity and specificity than the parent ligands can be developed by incorporating additional hydrophobic or charged groups in the carbohydrate mimetic which contains essential functional groups for receptor binding. Representative examples are illustrated in the studies of sialyl Lewis x ‐ selectin interactions, glycosidase and glycosyltransferase reactions and aminoglycoside antibiotic ‐ RNA interactions.