Rational design and synthesis of a 1,1-linked disaccharide that is 5 times as active as sialyl Lewis X in binding to E-selectin

被引：60

作者：

Hiruma, K

Kajimoto, T

WeitzSchmidt, G

Ollmann, I

Wong, CH

机构：

[1] RIKEN, INST PHYS & CHEM RES, FRONTIER RES PROGRAM, WAKO, SAITAMA 35101, JAPAN

[2] SCRIPPS RES INST, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 39期

关键词：

D O I：

10.1021/ja9611093

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe here a rational design and synthesis of (3-O-carboxymethyl)-beta-D-galactopyranosyl alpha-D-mannopyranoside which is 5 times as active as sialyl Lewis X in binding to E-selectin and also effective against P- and L-selectin. A new method for the 1,1-glycosidic bond formation via coupling of protected trimethylsilyl beta-D-galactoside and alpha-mannosyl fluoride in the presence of BF3 . Et(2)O is described.

引用

收藏

页码：9265 / 9270

页数：6

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