Chemo-enzymatic synthesis of a tetra- and octasaccharide fragment of the capsular polysaccharide of Streptococcus pneumoniae type 14

被引：15

作者：

Joosten, JAF ^{[1
]}

Kamerling, JP ^{[1
]}

Vliegenthart, JFG ^{[1
]}

机构：

[1] Univ Utrecht, Bijvoet Ctr, Dept Bioorgan Chem, Sect Glycosci & Biocatalysis, NL-3584 CH Utrecht, Netherlands

来源：

CARBOHYDRATE RESEARCH | 2003年 / 338卷 / 23期

关键词：

carbohydrates; Streptococcus pneumoniae; oligosaccharide synthesis;

D O I：

10.1016/S0008-6215(03)00313-6

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：

The chemo-enzymatic synthesis is described of tetrasaccharide beta-D-Galp-(1 --> 4)-beta-D-Glcp-(1 --> 6)-[beta-D-Galp-(1 --> 4)]-beta-D-GlcpNAc-(1 --> O(CH2)(6)NH2 (1) and octasaccharide beta-D-Galp-(1 --> 4)-beta-D-Glcp-(1 --> 6)-[beta-D-GlcpNAc-(1 --> 4)]-beta-D-GlcpNAc-(1 --> 3)-beta-D-Galp-(1 --> 4)-beta-D-Glcp-(1 --> 6)-[beta-D-Galp-(1 --> 4)]-beta-D-Glcp NAc-(1 --> O(CH2)(6)NH2 (2), representing one and two tetrasaccharide repeating units of Streptococcus pneumoniae serotype 14 capsular polysaccharide. In a chemical approach, the intermediate linear trisaccharide 3 and hexasaccharide 4 were synthesized. Galactose residues were beta-(1 --> 4)-connected to the internal N-acetyl-beta-D-glucosamine residues by using bovine milk beta-1,4-galactosyltransferase. Both title oligosaccharides will be conjugated to carrier proteins to be tested as potential vaccines in animal models. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：2611 / 2627

页数：17

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