Glycobiology Advance Access originally published online on December 15, 2004
Glycobiology 2005 15(5):561-570; doi:10.1093/glycob/cwi029
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Glycobiology vol. 15 no. 5 © Oxford University Press 2004; all rights reserved.
Complete structural characterization of the lipid A fraction of a clinical strain of B. cepacia genomovar I lipopolysaccharide
2 Dipartimento di Chimica Organica e Biochimica, Università degli Studi di Napoli Federico II, Via Cintia 4, I-80126 Napoli, Italy, and 3 Dipartimento di Biochimica, Biofisica e Chimica delle Macromolecole Università degli Studi di Trieste, Via L. Giorgieri 1, I-34127 Trieste, Italy
1 To whom correspondence should be addressed; e-mail: molinaro{at}unina.it
Received on November 15, 2004; revised on December 11, 2004; accepted on December 13, 2004
Burkholderia cepacia, a Gram-negative bacterium ubiquitous in the environment, is a plant pathogen causing soft rot of onions. This microorganism has recently emerged as a life-threatening multiresistant pathogen in cystic fibrosis patients. An important virulence factor of B. cepacia is the lipopolysaccharide (LPS) fraction. Clinical isolates and environmental strains possess LPS of high inflammatory nature, which induces a high level production of cytokines. For the first time, the complete structure of the lipid A components isolated from the lipopolysaccharide fraction of a clinical strain of B. cepacia is described. The structural studies carried out by selective chemical degradations, MS, and NMR spectroscopy revealed multiple species differing in the acylation and in the phosphorylation patterns. The highest mass species was identified as a penta-acylated tetrasaccharide backbone containing two phosphoryl-arabinosamine residues in addition to the archetypal glucosamine disaccharide [Arap4N-L-ß-1-P-4-ß-D-GlcpN-(1-6)-
-D-GlcpN-1-P-1-ß-L-Arap4N]. Lipid A fatty acids substitution was also deduced, with two 3-hydroxytetradecanoic acids 14:0 (3-OH) in ester linkage, and two 3-hydroxyhexadecanoic acids 16:0 (3-OH) in amide linkage, one of which was substituted by a secondary 14:0 residue at its C-3. Other lipid A species present in the mixture and exhibiting lower molecular weight lacked one or both ß-L-Arap4N residues.
Key words: Burkholderia cepacia / lipid A / lipopolysaccharide / mass spectrometry / NMR spectroscopy
CiteULike 
Connotea 
Del.icio.us What's this?
This article has been cited by other articles:
|
|
 |
|
  A. De Soyza, A. Silipo, R. Lanzetta, J. R. Govan, and A. Molinaro Review: Chemical and biological features of Burkholderia cepacia complex lipopolysaccharides Innate Immunity, June 1, 2008; 14(3): 127 - 144. [Abstract] [PDF]
|
|
|
|
 |
|
 R. S. Munford Sensing Gram-Negative Bacterial Lipopolysaccharides: a Human Disease Determinant? Infect. Immun., February 1, 2008; 76(2): 454 - 465. [Full Text] [PDF]
|
|
|
|
 |
|
 X. P. Ortega, S. T. Cardona, A. R. Brown, S. A. Loutet, R. S. Flannagan, D. J. Campopiano, J. R. W. Govan, and M. A. Valvano A Putative Gene Cluster for Aminoarabinose Biosynthesis Is Essential for Burkholderia cenocepacia Viability J. Bacteriol., May 1, 2007; 189(9): 3639 - 3644. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M.-A. Newman, J. M. Dow, A. Molinaro, and M. Parrilli Invited review: Priming, induction and modulation of plant defence responses by bacterial lipopolysaccharides Innate Immunity, April 1, 2007; 13(2): 69 - 84. [Abstract] [PDF]
|
|
|
|
|
|
S. A. Loutet, R. S. Flannagan, C. Kooi, P. A. Sokol, and M. A. Valvano A Complete Lipopolysaccharide Inner Core Oligosaccharide Is Required for Resistance of Burkholderia cenocepacia to Antimicrobial Peptides and Bacterial Survival In Vivo J. Bacteriol., March 15, 2006; 188(6): 2073 - 2080. [Abstract] [Full Text] [PDF]
|
|