Chemical synthesis of the O-antigen repeating unit of Actinobacillus actinomycetemcomitans serotype f

被引：1

作者：

Halder, Tanmoy ^{[1
]}

Yadav, Sunil K. ^{[1
]}

Yadav, Somnath ^{[1
]}

机构：

[1] Indian Inst Technol ISM Dhanbad, Dept Chem & Chem Biol, Dhanbad 826004, Jharkhand, India

来源：

CARBOHYDRATE RESEARCH | 2023年 / 534卷

关键词：

Oligosaccharide; Glycosylation; O-polysaccharide; One-pot synthesis; Lipopolysaccharides (LPS); ONE-POT SYNTHESIS; LIPOPOLYSACCHARIDE; POLYSACCHARIDE; GLYCOSIDES;

D O I：

10.1016/j.carres.2023.108977

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：

Herein, we report the total synthesis of the trisaccharide repeating unit of the O-antigen of Actinobacillus actinomycetemcomitans serotype f. The trisaccharide comprising of alpha-(1-2) and alpha-(1-3)-linked L-rhamnopyranosides backbone with the latter rhamnose containing a branching N-acetyl-D-galactosaminopyranoside at the C2-O via a beta-glycosidic bond was synthesized by two methods. Initially, the protected trisaccharide has been synthesized by step-wise assembly of the monosaccharide building blocks and subsequently the former was synthesized by the one-pot assembly of the latter components. The synthesized trisaccharide contains an aminoethyl linker appended as an O-glycoside at the reducing end, thereby providing scope for further conjugation for different applications.

引用

页数：6

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