大肠杆菌 O123 和肠炎沙门氏菌 O58 O-多糖结构的相关性，两者都含有 4,6-二脱氧-4-{(S)-3-羟基丁酰基}-D-丙氨酰基-D-葡萄糖胺；大肠杆菌 O123 O-多糖结构的修订。
Relatedness of the O-polysaccharide structures of Escherichia coli O123 and Salmonella enterica O58, both containing 4,6-dideoxy-4-{N-[(S)-3-hydroxybutanoyl]-D-alanyl}amino-D-glucose; revision of the E. coli O123 O-polysaccharide structure.
机构信息
N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.
出版信息
Carbohydr Res. 2010 Apr 19;345(6):825-9. doi: 10.1016/j.carres.2010.01.019. Epub 2010 Feb 1.
O-Polysaccharides were isolated by mild acid degradation of the lipopolysaccharides of Escherichia coli O123 and Salmonella enterica O58 and studied by chemical methods and 2D (1)H and (13)C NMR spectroscopy, including experiments in a H(2)O/D(2)O mixture, which enabled observation of correlations for nitrogen-linked protons. The following structure of the O-polysaccharide of E. coli O123 was established: -->3)-beta-D-Quip4NAlaHb-(1-->6)-alpha-D-GlcpNAc-(1-->3)-alpha-L-QuipNAc-(1-->3)-alpha-D-Glcp (6)(approx. 30% OAc)NAc-(1--> where L-QuipNAc stands for 2-acetamido-2,6-dideoxy-L-glucose and D-Qui4NAlaHb for 4-{N-[(S)-3-hydroxybutanoyl]-D-alanyl}amino-4,6-dideoxy-D-glucose. The latter was isolated as an ethylene glycol glycoside by three sequential Smith degradations of the O-deacetylated O-polysaccharide. The structure established in this work is at variance with the E. coli O123-polysaccharide structure reported earlier [Clark, C. G.; Kropinski, A. M.; Parolis, H.; Grant, C. C.; Trout-Yakel, K. M.; Franklin, K.; Ng, L. K.; Paramonov, N. A.; Parolis, L. A.; Rahn, K.; Tabor, H. J. Med. Microbiol.2009, 58, 884-894]. In accordance with the genetic data, the O-polysaccharide of S. enterica O58 has the same structure, except for it lacks the O-acetylation.
O-多糖通过温和酸降解大肠杆菌 O123 和沙门氏菌 O58 的脂多糖分离得到，并通过化学方法和 2D (1)H 和 (13)C NMR 光谱学进行研究，包括在 H(2)O/D(2)O 混合物中的实验，这使得可以观察到与氮连接的质子的相关。建立了大肠杆菌 O123 O-多糖的以下结构：-->3)-β-D-Quip4NAlaHb-(1-->6)-α-D-GlcpNAc-(1-->3)-α-L-QuipNAc-(1-->3)-α-D-Glcp (6)(约 30% OAc)NAc-(1-->其中 L-QuipNAc 代表 2-乙酰氨基-2,6-二脱氧-L-葡萄糖，D-Qui4NAlaHb 代表 4-{N-[(S)-3-羟基丁酰基]-D-丙氨酰}氨基-4,6-二脱氧-D-葡萄糖。后者通过对 O-脱乙酰化 O-多糖的三次连续 Smith 降解，作为乙二醇糖苷分离得到。本工作中建立的结构与先前报道的大肠杆菌 O123 多糖结构[Clark，CG；Kropinski，AM；Parolis，H；Grant，CC；Trout-Yakel，KM；Franklin，K；Ng，LK；Paramonov，NA；Parolis，LA；Rahn，K；Tabor，HJ。医学微生物学。2009 年，58,884-894] 存在差异。根据遗传数据，沙门氏菌 O58 的 O-多糖具有相同的结构，但它没有 O-乙酰化。
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