A chemoenzymatic synthesis of UDP-(2-deoxy-2-fluoro)galactose and evaluation of its interaction with galactosyltransferase

被引：54

作者：

Hayashi, T ^{[1
]}

Murray, BW ^{[1
]}

Wang, R ^{[1
]}

Wong, CH ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1997年 / 5卷 / 03期

基金：

日本学术振兴会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/S0968-0896(96)00263-5

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Uridine 5'-diphospho-(2-deoxy-2-fluoro)galactose (UDP-2FGal), prepared and characterized for the first time by a chemoenzymatic method, was found to be a competitive inhibitor of beta-1,4-galactosyltransferase with a K-i value of 149 mu M. This study supports that the glycosyltransferase reaction mechanism proceeds through a glycosidic cleavage transition state with sp(2) character developed at the anomeric center. (C) 1997 Elsevier Science Ltd.

引用

页码：497 / 500

页数：4

共 31 条

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