title: Structural studies of the Vibrio cholerae O:3 O-antigen polysaccharide.
abstract: The structure of the Vibrio cholerae O:3 O-antigen polysaccharide has been investigated, mainly by n.m.r. spectroscopy, mass spectrometry, sugar and methylation analysis, and specific degradations, and is proposed to involve the following tetrasaccharide repeating-unit. [formula: see text]. In this structure, D-D-Hep is D-glycero-D-manno-heptose, Asc is 3,6-dideoxy-L-arabino-hexose (ascarylose), and Sug is 2,4-diamino-2,4,6-trideoxy-D-glucose (bacillosamine) in which N-2 is acetylated and N-4 is acylated with a 3,5-dihydroxyhexanoic acid. That the 2,4-diamino-2,4,6-trideoxy-D-glucose residue is linked through O-3 and not through one of the hydroxyl groups in the 3,5-dihydroxyhexanoyl group is indicated but not definitely proved. The configuration of the latter group has not been determined. The f.a.b.-mass spectrum of the methylated O-antigen indicates that the structure given above also represents the biological repeating-unit.
authors.affiliation: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden.
authors.forename: T A
authors.initials: TA
authors.lastname: Chowdhury
authors.forename: P E
authors.initials: PE
authors.lastname: Jansson
authors.forename: B
authors.initials: B
authors.lastname: Lindberg
authors.forename: J
authors.initials: J
authors.lastname: Lindberg
authors.forename: B
authors.initials: B
authors.lastname: Gustafsson
authors.forename: T
authors.initials: T
authors.lastname: Holme
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification; D011135:Polysaccharides, Bacterial / Q000737:chemistry* / Q000302:isolation & purification; D014734:Vibrio cholerae / Q000737:chemistry*
chemical_list: D009844:Oligosaccharides; D011135:Polysaccharides, Bacterial