Preorganization of the bioactive conformation of sialyl LewisX analogues correlates with their affinity to E-selectin

被引：0

作者：

Thoma, G ^{[1
]}

Magnani, JL

Patton, JT

Ernst, B

Jahnke, W

机构：

[1] Novartis Pharma AG, CH-4002 Basel, Switzerland

[2] Univ Basel, Inst Mol Pharm, Pharmactr, CH-4056 Basel, Switzerland

[3] GlycoTech Corp, Rockville, MD USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2001年 / 40卷 / 10期

关键词：

D O I：

10.1002/1521-3773(20010518)40:10<1941::AID-ANIE1941>3.0.CO;2-T

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It pays to be organized: Steric repulsion between fucose and the methyl substituent of the adjacent tetrahydropyran reduces the distance between galactose and fucose in the E-selection antagonist 1 compared compounds that lack the methyl group. The effect causes a solution conformation of 1 that already resembles its conformation when bound to E-selection and, thus, leads to a significantly improved bioactivity.

引用

页码：1941 / 1945

页数：5

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