Synthesis of sialyl Lewis x mimetics as selectin inhibitors by enzymatic aldol condensation reactions

被引：23

作者：

Lin, CC

Morís-Varas, F

Weitz-Schmidt, G

Wong, CH

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

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

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1999年 / 7卷 / 03期

关键词：

D O I：

10.1016/S0968-0896(98)00242-9

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：

Several D-mannosyl phosphate/phosphonate derivatives have been enzymatically prepared as sialyl Lewis x tetrasaccharide mimics, which showed strong-to-moderate inhibition against E-, P-, and L-selectins. The synthesis of these mimics is very straightforward; mannosyl aldehyde derivatives are condensed with dihydroxyacetone phosphate (DHAP) in the presence of a DHAP-dependent aldolase to provide mannosyl phosphates. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：425 / 433

页数：9

共 44 条

[1] STRUCTURE-FUNCTION STUDIES ON SELECTIN CARBOHYDRATE LIGANDS - MODIFICATIONS TO FUCOSE, SIALIC-ACID AND SULFATE AS A SIALIC-ACID REPLACEMENT [J].