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Glycobiology Advance Access published online on October 30, 2009
Glycobiology, doi:10.1093/glycob/cwp167
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© The Author 2009. Published by Oxford University Press. All rights reserved. For permissions, please e-mail: journals.permissions@oxfordjournals.org

Structures of two novel, serologically non-related core oligosaccharides of Yokenella regensburgei lipopolysaccharides differing only by a single hexose substitution.

Tomasz Niedziela1,2, Wojciech Jachymek2, Jolanta Lukasiewicz2, Anna Maciejewska2, Rolf Andersson3, Lennart Kenne3 and Czeslaw Lugowski2,4

2 Department of Immunochemistry, L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, PL-53-114 Wroclaw, Poland
3 Department of Chemistry, Swedish University of Agricultural Sciences, SE-750 07 Uppsala, Sweden
4 Department of Biotechnology and Molecular Biology, University of Opole, PL-45-035 Opole, Poland

1 To whom correspondence should be addressed; e-mail: tomasz.niedziela{at}iitd.pan.wroc.pl; fax: +48 71 337 13 82; phone: +48 71 337 11 72 ext. 182

Received on July 24, 2009; accepted on October 13, 2009

Immunochemical analysis of the Yokenella regensburgei lipopolysaccharides (LPS) indicated the presence of the core oligosaccharide-related immunotypes among the investigated strains. The structure of the core oligosaccharide segment of the Y. regensburgei LPS has been investigated using chemical methods, mass spectrometry and 1H, 13C NMR spectroscopy. It was concluded that the core oligosaccharides of the strains PCM 2476 and PCM 2477 are composed of an undecasaccharide [structures: see text]. The combined data revealed two immunotypes of the core oligosaccharide recognised by antibodies against the whole bacterial cells. The structural differences between the core oligosaccharides are limited to the outermost terminal hexopyranose residue. In the core oligosaccharide of the strain PCM 2476 it was identified as {alpha}-D-Glcp and in that of the strain PCM 2477 as {alpha}-D-Galp. This subtle difference between the glycoforms of the LPS core appeared to be essential for formation of the epitopes recognised by the specific antibodies directed against the Yokenella regensburgei whole bacterial cells. The oligosaccharides are not substituted by phosphate groups. Instead, the carboxyl groups of Kdo and galacturonic acid residues present in the core provide the negative charges. The undecasaccharides represent a novel core type of bacterial LPS, that is characteristic for Y. regensburgei.

Key words: core oligosaccharide / immunotypes / lipopolysaccharides / NMR spectroscopy / Yokenella


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