title: The O-specific polysaccharide chain of Campylobacter fetus serotype B lipopolysaccharide is a D-rhamnan terminated with 3-O-methyl-D-rhamnose (D-acofriose).
abstract: An O-specific polysaccharide was liberated from Campylobacter fetus subsp. fetus serotype B lipopolysaccharide by mild acid hydrolysis followed by gel chromatography. This polysaccharide was found to contain D-rhamnose and 3-O-methyl-D-rhamnose (D-Rha3Me, D-acofriose) in a ratio of approximately 24:1, as well as lipopolysaccharide core constituents. The structure of the polysaccharide was studied by 1H-NMR and 13C-NMR spectroscopy, which included two-dimensional COSY, rotating-frame NOE spectroscopy (ROESY), and computer-assisted analysis of the 13C-NMR spectrum. Methylation analysis using [2H3]methyl iodide and Smith degradation followed by GLC/MS of the derived acetylated oligosaccharide-alditols was used to determine the location of D-acofriose. The O-specific polysaccharide is linear, consists on average of 12 disaccharide repeating units, and is terminated by a residue of D-acofriose. The following structure of the D-rhamnan chain was established: [sequence: see text]
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia.
authors.forename: S N
authors.initials: SN
authors.lastname: Senchenkova
authors.forename: A S
authors.initials: AS
authors.lastname: Shashkov
authors.forename: Y A
authors.initials: YA
authors.lastname: Knirel
authors.forename: J J
authors.initials: JJ
authors.lastname: McGovern
authors.forename: A P
authors.initials: AP
authors.lastname: Moran
mesh_terms: D002168:Campylobacter fetus / Q000737:chemistry / Q000276:immunology*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002850:Chromatography, Gel; D003837:Deoxy Sugars / Q000032:analysis / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D006847:Hydrocarbons, Iodinated; D008070:Lipopolysaccharides / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008351:Mannans / Q000032:analysis / Q000737:chemistry*; D008358:Mannose / Q000031:analogs & derivatives* / Q000032:analysis; D008745:Methylation; D008969:Molecular Sequence Data; D019081:O Antigens / Q000737:chemistry* / Q000302:isolation & purification; D012984:Software
chemical_list: D003837:Deoxy Sugars; D006847:Hydrocarbons, Iodinated; D008070:Lipopolysaccharides; D008351:Mannans; D019081:O Antigens; C036757:lipopolysaccharide B; C065836:rhamnan; C006396:acofriose; C014055:methyl iodide; D008358:Mannose