Synthesis of oligosaccharide fragments of mannan from Candida albicans cell wall and their BSA conjugates

被引：33

作者：

Karelin, A. A.

Tsvetkov, Yu. E.

Kogan, G.

Bystricky, S.

Nifantiev, N. E. ^{[1
]}

机构：

[1] Russian Acad Sci, Zelinskii Inst Organ Chem, Moscow 119991, Russia

[2] Slovak Acad Sci, Inst Chem, Bratislava 84238, Slovakia

来源：

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2007年 / 33卷 / 01期

基金：

俄罗斯基础研究基金会;

关键词：

Candida albicans; mannan; neoglycoconjugates; oligomannosides; synthesis;

D O I：

10.1134/S106816200701013X

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：

3-Aminopropyl glycosides of alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranose, alpha-D-mannopyranosyl-(1 -> 3)-alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranose, and alpha-D-mannopyranosyl-(1 -> 2)-[alpha-D-mannopyranosyl-(1 -> 3)]-alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranosyl-(1 -> 2)-alpha-D-mannopyranose were efficiently synthesized starting from ethyl 2-O-acetyl(benzoyl)-3,4,6-tri-O-benzyl-1-thio-alpha-D-mannopyranoside, ethyl 4,6-di-O-benzyl-2-O-benzoyl-1-thio-alpha-D-mannopyranoside, ethyl 4,6-di-O-benzyl-2,3-di-O-benzoyl-1-thio-alpha-D-mannopyranoside, and 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl bromide. The oligosaccharide chains synthesized correspond to the three structural types of side chains of mannan from Candida albicans cell wall. A conjugate of the third pentasaccharide with bovine serum albumin was prepared using the squarate method.

引用

页码：110 / 121

页数：12

共 21 条

[1] Conjugating oligosaccharides to proteins by squaric acid diester chemistry:: rapid monitoring of the progress of conjugation, and recovery of the unused ligand [J].