A paradigm case for the merging of glycal and enzymatic assembly methods in glycoconjugate synthesis: A highly efficient chemo-enzymatic synthesis of GM(3)

被引：13

作者：

Liu, KKC

Danishefsky, SJ

机构：

[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027

[2] PFIZER INC,CENT RES CTR,GROTON,CT 06340

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 1996年 / 2卷 / 11期

关键词：

anhydrosugars; enzymatic catalysis; gangliosides; glycoconjugates; glycosidations;

D O I：

10.1002/chem.19960021105

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A concise, regio- and stereoselective synthesis of the ganglioside GM(3) has been achieved. Use of an alpha-1,2-oxirane derived from lactal facilitated installation of the anomeric beta-ceramide side chain. Introduction of the sialic acid residue at C-3, of the lactose was accomplished regiospecifically by enzymatically mediated sialyl transfer from CMP-Neu-5-Ac.

引用

页码：1359 / 1362

页数：4