Abstract

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 H-1 and C-13 NMR spectroscopy, mass spectrometry and chemical analysis. The presence of the O-specific polysaccharide on the bacterial cell surface was confirmed by H-1 high-resolution magic angle spinning NMR spectroscopy.

Keywords

Carbohydrates; Lipopolysaccharides; Plesiomonas shigelloides; Structure elucidation

Published in

European Journal of Organic Chemistry
2014, Volume: 2014, number: 6, pages: 1241-1252
Publisher: WILEY-V C H VERLAG GMBH

SLU Authors

• Nestor, Gustav

  • The Department of Chemistry and Biotechnology, Swedish University of Agricultural Sciences
    

• Sandström, Corine

  • The Department of Chemistry and Biotechnology, Swedish University of Agricultural Sciences
    

UKÄ Subject classification

Organic Chemistry
Biochemistry and Molecular Biology


Publication identifier

DOI: https://doi.org/10.1002/ejoc.201301399

Permanent link to this page (URI)

https://res.slu.se/id/publ/65969