Automated synthesis of oligosaccharides

被引：34

作者：

Palmacci, ER ^{[1
]}

Plante, OJ ^{[1
]}

Hewitt, MC ^{[1
]}

Seeberger, PH ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

HELVETICA CHIMICA ACTA | 2003年 / 86卷 / 12期

关键词：

D O I：

10.1002/hlca.200390331

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The chemical synthesis of oligosaccharides with an automated solid-phase synthesizer is described. An octenediol linker served to attach the growing oligosaccharide chain to the solid support, and the desired structures were cleaved from the support via olefin metathesis to afford a pentenyl glycoside. The automated syntheses of several important carbohydrates, including a pentarhamnoside, a proteoglycan linkage-region tetrasaccharide, a phytoalexin elicitor dodecasaccharide, and a branched Leishmania lipophosphoglycan tetrasaccharide, were accomplished in higher overall yield and ca. 20 times faster than with solution-phase methods.

引用

页码：3975 / 3990

页数：16

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