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Glycobiology Advance Access originally published online on January 13, 2009
Glycobiology 2009 19(5):462-471; doi:10.1093/glycob/cwn155
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© The Author 2009. Published by Oxford University Press. All rights reserved. For permissions, please e-mail: journals.permissions@oxfordjournals.org

Communication

Structural elucidation of the novel core oligosaccharide from LPS of Burkholderia cepacia serogroup O4

Hussein Masoud2,3, Malcolm B Perry2, Jean-Robert Brisson2, Dusan Uhrin2,4, Jianjun Li2 and James C Richards1,2

2 Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, K1A 0R6, Canada
3 Department of Biological Sciences, Faculty of Science, University of Jordan, 11942 Amman, Jordan
4 Department of Chemistry, University of Edinburgh, Edinburgh, EH9 3JJ, UK

1 To whom correspondence should be addressed: Tel: +1-613-993-7506; Fax: +1-613-941-1327; e-mail: Jim.Richards{at}nrc-cnrc.gc.ca

Received on May 19, 2008; revised on December 22, 2008; accepted on December 23, 2008

Lipopolysaccharide (LPS) is an important virulence factor of Burkholderia cepacia, an opportunistic bacterial pathogen that causes life-threatening disease in cystic fibrosis patients and immunocompromised individuals. B. cepacia LPS comprises an O-specific polysaccharide covalently linked to a core oligosaccharide (OS) which in turn is attached to a lipid A moiety. The complete structure of the LPS core oligosaccharide from B. cepacia serotype O4 was investigated by detailed NMR and mass spectrometry (MS) methods. High- (HMW) and low-molecular-weight (LMW) OSs were obtained by deacylation, dephosphorylation, and reducing-end reduction of the LPS. Glycan and NMR analyses established that both OSs contain a common inner-core structure consisting of D-glucose, L-glycero-D-manno-heptose, D-glycero-D-manno-heptose, 3-deoxy-D-manno-octulsonic acid, and D-glycero-D-talo-2-octulosonic acid. The structure of the LMW OS differed from that of the HMW OS in that it lacks a tetra-rhamnosyl GlcNAc OS extension. These structural conclusions were confirmed by tandem MS analyses of the two OS fractions as well as an OS fraction obtained by alkaline deacylation of the LPS. The location of a phosphoethanolamine substituent in the core region was determined by ESI-MS and methylation analysis of O-deacylated LPS and core OS samples. A polyclonal antibody to B. cepacia serotype O4 core OS was cross-reactive with several other serotypes indicating common structural features.

Key words: Burkholderia cepacia / core region / D-glycero-D-talo-2-octulosonic acid / lipopolysaccharide


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