Synthesis of novel carbohydrate mimetics as potential inhibitors of glycosidases and related glycosyl-transferring enzymes

Glycosyl-transferring enzymes are extremely important in biological activities. Studies of inhibitors of these enzymes would not only lead us to a deeper insight into the mechanism of enzyme action, but eventually to the discovery of therapeutic drugs. Based on current theory of the mechanisms of enzyme action, we have designed three types of novel enzyme inhibitors and established general methods to reach them:;The cobalt-mediated S;In the study of ;In the study of another coupling process, we discovered that "2-keto-1-C-methylene hexapyranose" 206 undergoes spontaneous dimerization upon its formation. A single diastereoisomer formed exclusively, probably through endo, ;(a) C-Isomaltoside as a potential substrate inhibitor of ;(b) UDP-C-galactose as a potential substrate inhibitor of galactosyltransferases.;We have efficiently synthesized an immediate precursor to UDP-C-galactose 19, namely, galactosylmethyl phosphonate 245, based on mercuricyclization of the alkenyl alcohol 238. The final coupling step which involves the coupling of 245 with uridine-5;(c) ;...