One-pot preparation of a series of glycoconjugates with predetermined antigen-carrier ratio from oligosaccharides that mimic the O-PS of Vibrio cholerae O:1, serotype Ogawa

被引：20

作者：

Saksena, R ^{[1
]}

Ma, XQ ^{[1
]}

Kovác, P ^{[1
]}

机构：

[1] NIDDK, Med Chem Lab, NIH, Bethesda, MD 20892 USA

来源：

CARBOHYDRATE RESEARCH | 2003年 / 338卷 / 23期

关键词：

vibrio cholerae O : 1; synthetic oligosaccharides; vaccine; neoglycoconjugate immunogens; SELDI-TOF;

D O I：

10.1016/S0008-6215(03)00273-8

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：

Di-through the pentasaccharide that mimic the upstream terminus of the O-specific polysaccharide of Vibrio cholerae 0:1, serotype Ogawa were synthesized in the form of 5-methoxycarbonylpentyl glycosides and linked to BSA using squaric acid diester chemistry. The conjugation reactions were monitored by surface-enhanced laser-desorption/ionization-time-of-flight mass spectrometry (SELDI-TOF MS), which allowed conducting the conjugation of the synthetic oligosaccharides in a controlled way and termination of the reaction when the desired molar hapten-BSA ratio had been reached. This made it possible to prepare, from one hapten in a one-pot reaction, a series of neoglycoconjugates having different, predetermined carbohydrate-carrier ratios. The accuracy of molecular mass determination in SELDI-TOF MS analysis could be increased by using the carrier protein as the internal standard. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：2591 / 2603

页数：13

共 37 条

[1] Synthesis of the Vibrio cholerae O1 Ogawa and Inaba terminal disaccharides with dioxolane-type spacers and their coupling to proteins [J].