包含N（ε）-[(S)-1-羧乙基]-N（α）-(D-半乳糖醛酰基)-L-赖氨酸的鲁氏普罗威登斯菌O14 O-特异性多糖的结构

Structure of the O-specific polysaccharide of Providencia rustigianii O14 containing N(epsilon)-[(S)-1-carboxyethyl]-N(alpha)-(D-galacturonoyl)-L-lysine.

作者信息

Kocharova Nina A, Zatonsky George V, Torzewska Agnieszka, Macieja Zuzanna, Bystrova Olga V, Shashkov Aleksander S, Knirel Yuriy A, Rozalski Antoni

机构信息

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospekt 47, 119991 Moscow, GSP-1, Russia.

出版信息

Carbohydr Res. 2003 Apr 22;338(9):1009-16. doi: 10.1016/s0008-6215(03)00019-3.

DOI:10.1016/s0008-6215(03)00019-3

PMID:12681927

Abstract

The O-specific polysaccharide of Providencia rustigianii O14 was obtained by mild acid degradation of the LPS and studied by chemical methods and NMR spectroscopy, including 2D 1H,(1)H COSY, TOCSY, NOESY, and 1H,(13)C HSQC experiments. The polysaccharide was found to contain N (epsilon)-[(S)-1-carboxyethyl]-N(alpha)-(D-galacturonoyl)-L-lysine ('alaninolysine', 2S,8S-AlaLys). The amino acid component was isolated by acid hydrolysis and identified by 13C NMR spectroscopy and specific optical rotation, using synthetic diastereomers for comparison. The following structure of the trisaccharide repeating unit of the polysaccharide was established:Anti-P. rustigianii O14 serum was found to cross-react with O-specific polysaccharides of Providencia and Proteus strains that contains amides of uronic acid with N(epsilon)-[(R)-1-carboxyethyl]-L-lysine and L-lysine.

摘要

通过对鲁氏普罗威登斯菌O14脂多糖进行温和酸降解获得其O-特异性多糖，并采用化学方法和核磁共振波谱法进行研究，包括二维1H,(1)H COSY、TOCSY、NOESY和1H,(13)C HSQC实验。发现该多糖含有N(ε)-[(S)-1-羧乙基]-N(α)-(D-半乳糖醛酰基)-L-赖氨酸（“丙氨酰赖氨酸”，2S,8S-AlaLys）。通过酸水解分离氨基酸成分，并使用合成非对映异构体进行比较，通过13C核磁共振波谱法和比旋光度对其进行鉴定。确定了该多糖三糖重复单元的以下结构：发现抗鲁氏普罗威登斯菌O14血清与含有糖醛酸与N(ε)-[(R)-1-羧乙基]-L-赖氨酸和L-赖氨酸酰胺的普罗威登斯菌和变形杆菌菌株的O-特异性多糖发生交叉反应。