Premium
Structural Analysis of the Core Oligosaccharide and the O‐Specific Polysaccharide from the Plesiomonas shigelloides O33:H3 (Strain CNCTC 34/89) Lipopolysaccharide
Author(s) -
Nestor Gustav,
Lukasiewicz Jolanta,
Sandström Corine
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301399
Subject(s) - chemistry , plesiomonas shigelloides , oligosaccharide , lipopolysaccharide , polysaccharide , nuclear magnetic resonance spectroscopy , biochemistry , residue (chemistry) , strain (injury) , stereochemistry , bacteria , biology , anatomy , endocrinology , genetics
Lipopolysaccharides (LPS, endotoxin) with different core oligosaccharide glycoforms from the same species are common, but diversity among glycoforms reported to date has been related to terminal residues only. In this work, contrary to the variety of known LPS structures, we observed a 30 % replacement of glucosamine to glucose in the middle of the outer core region of the Plesiomonas shigelloides serotype O33:H3 (CNCTC 34/89) lipopolysaccharide. Such atypical modification within the same serotype raises questions about the biosynthesis of core structures. The core oligosaccharide was an undecasaccharide with a high level of O ‐acetylation on the residue linked to the O‐specific polysaccharide. The core oligosaccharide, the O‐specific polysaccharide, and the linkage between them were determined by 1 H and 13 C NMR spectroscopy, mass spectrometry and chemical analysis. The presence of the O‐specific polysaccharide on the bacterial cell surface was confirmed by 1 H high‐resolution magic angle spinning NMR spectroscopy.