Synthesis of a new transition-state analog of the sialyl donor. Inhibition of sialyltransferases

被引：32

作者：

Sun, HB ^{[1
]}

Yang, JS ^{[1
]}

Amaral, KE ^{[1
]}

Horenstein, BA ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 13期

基金：

美国国家科学基金会;

关键词：

transition states; inhibitors; glycosyltransferases; sialytransferases; synthesis;

D O I：

10.1016/S0040-4039(01)00204-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. (C) 2001 Published by Elsevier Science Ltd.

引用

页码：2451 / 2453

页数：3

共 26 条

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2-7

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