Structural analysis of the lipopolysaccharide from Vibrio cholerae O139

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Journal titleCarbohydr.Res.
Pages4358; # of pages: 16
Subject13C; 1D; 1H; 2D; 2D NMR; 2D-NMR; 31P; 3D; ACID; analysis; Canada; capsular polysaccharide; Carbohydrate Conformation; Carbohydrate Sequence; chemistry; Cholera; D-FRUCTOSE; D-GLUCOSE; DEUTERATED; Electrophoresis,Polyacrylamide Gel; ELUCIDATION; etiology; FRUCTOSE; IDENTIFICATION; isolation & purification; KDO; lipid; Lipid A; LIPID-A; LIPOPOLYSACCHARIDE; Lipopolysaccharides; LPS; Magnetic Resonance Spectroscopy; Methylation; Molecular Sequence Data; Molecular Structure; MONOSACCHARIDES; NMR; O antigen; O-antigen; O1; oligosaccharide; Oligosaccharides; POLYSACCHARIDE; REGION; Serotyping; Spectrum Analysis,Mass; STRAIN; STRUCTURAL; structural analysis; STRUCTURAL-ANALYSIS; structure; sugar; SUGARS; UNIT; Vibrio; Vibrio cholerae; Vibrio cholerae O1
AbstractThe lipopolysaccharide (LPS) from Vibrio cholerae O139 was deacylated with KOH. The following structure of the oligosaccharide resulting from this treatment was established on the basis of monosaccharide and methylation analyses, 1H, 13C and 31P 1D and 2D NMR experiments and 1D analogues of 3D NOESY-TOCSY and 3D TOCSY-NOESY experiments. [formula: see text] 'C' is a beta-L-threo-hex-4-enuronopyranosyl residue. Hep is L-glycero-D-manno-heptose, QuiN is 2-amino-2,6-dideoxy-D-glucose, GlcN is 2-amino-2-deoxy-D-glucose, Glc is D-glucose, Fru is D-fructose, and Kdo is 3-deoxy-D-manno-2-octulosonic acid. All sugars are pyranoses except fructose which is furanosidic. The fructose residue was localised after deacylation of the LPS with anhydrous hydrazine, methylation, acid methanolysis, and remethylation using deuterated iodomethane. The elucidation of this structure allowed for a direct comparison to the previously determined structure for Vibrio cholerae O1 lipid A-core region. The two structures are almost identical, and, therefore, this study is consistent with the genetic data for the biogenesis of strain O139 from O1. Furthermore, the identification of a structural analogue to the capsular polysaccharide of O139 in the outer core of the LPS in conjunction with the identification of colitose as a constituent of the LPS, provides additional evidence that the O-antigen and capsular polysaccharide of this strain may share the same repeat unit
Publication date
AffiliationNational Research Council Canada; NRC Institute for Biological Sciences
Peer reviewedNo
NRC numberCOX1996A
NPARC number9387733
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Record identifier03b73d5d-e983-437f-9bbd-d7474aacfc8f
Record created2009-07-10
Record modified2016-05-09
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