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.
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页码：9265 / 9270
页数：6
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