title: The structure of the lipid A-core region of the lipopolysaccharides from Vibrio cholerae O1 smooth strain 569B (Inaba) and rough mutant strain 95R (Ogawa).
abstract: The lipopolysaccharides (LPS) from Vibrio cholerae 95R, a rough mutant strain of O1 V. cholerae 162 (Ogawa), and from smooth O1 V. cholerae 569B (Inaba) were de-O-acylated. In each case, one part of the products was treated with 48% aqueous HF which removed the phosphoryl and fructose residues, then reduced, de-N-acylated, and N-acetylated. Another part was de-N-acylated by treatment with hot KOH. The products of both degradation pathways were separated by high-performance anion-exchange chromatography. The major dephosphorylated and defructosylated product 1 was obtained in pure form, whereas the minor products 2 and 3 were eluted as a mixture, as were, from the second degradation, the phosphorylated oligosaccharides 4 (major product) and 5 (minor product). No phosphorylated component corresponding to oligosaccharide 3 could be identified by NMR spectroscopy in the latter mixture. The following structures of oligosaccharides 1-5 were established on the basis of monosaccharide and methylation analyses, Smith degradation, and 1H- and 13C-NMR investigations (correlated, total correlated, NOE and heteronuclear correlation spectroscopy; all sugars are present as alpha-D-pyranoses except where indicated otherwise; Hep, L-glycero-D-manno-heptose; Kdo, 3-deoxy-D-manno-2-octulosonic acid). [formula: see text] In the untreated lipopolysaccharide, the amino group of the non-reducing terminal glucosamine residue is not substituted.
authors.affiliation: Biochemische Mikrobiologie, Forschungsinstitut Borstel, Institut für Experimentelle Biologie und Medizin, Borstel, Germany.
authors.forename: E V
authors.initials: EV
authors.lastname: Vinogradov
authors.forename: K
authors.initials: K
authors.lastname: Bock
authors.forename: O
authors.initials: O
authors.lastname: Holst
authors.forename: H
authors.initials: H
authors.lastname: Brade
mesh_terms: D002240:Carbohydrate Sequence; D008050:Lipid A / Q000737:chemistry*; D008070:Lipopolysaccharides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009154:Mutation; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification; D014734:Vibrio cholerae / Q000737:chemistry* / Q000235:genetics
chemical_list: D008050:Lipid A; D008070:Lipopolysaccharides; D009844:Oligosaccharides