Abstract

A new class of glycosyltransferase inhibitor has been designed and synthesized. The designed inhibitors 3a / 3b provide conformational mimicry of the transition state in sialyltransfer reactions. The key synthetic steps involve a Meinwald rearrangement and a palladium-catalyzed carbonylation reaction. The results of kinetic studies show that 3a / 3b exhibit significant inhibition on both 2,3- and 2,6-sialytransferases.

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