title: 6-Deoxy-D-talan and 6-deoxy-L-talan. Novel serotype-specific polysaccharide antigens from Actinobacillus actinomycetemcomitans.
abstract: Serotype-specific polysaccharide antigens from Actinobacillus actinomycetemcomitans ATCC 29523 (serotype a) and NCTC 9710 (serotype c) were extracted from whole cells by autoclaving and purified by ion-exchange chromatography and gel filtration. Analysis of component sugars by gas-liquid chromatography-mass spectrometry, high performance liquid chromatography, and NMR together with optical rotation data showed that the serotype a antigen was composed solely of 6-deoxy-D-talose, whereas the serotype c antigen consisted of 6-deoxy-L-talose. Structural analysis indicated that both of these antigens were composed of closely related repeating units, -3)-6-deoxy-alpha-D-Talp-(1-2)-6-deoxy-alpha-D-Talp-(1-(sero type a) and -3)-6-deoxy-alpha-L-Talp-(1-2)-6-deoxy-alpha-L-Talp-(1-(sero type c). 1H and 13C NMR analysis showed that both of these serotype antigens contained one acetyl group/2 sugar residues. These acetyl groups localized at the O-2 position of 3-linked 6-deoxy-D-talose (serotype a) or O-4 position of 3-linked 6-deoxy-L-talose residues (serotype c), respectively. These results coupled with our previous findings on the serotype b antigen (Amano, K., Nishihara, T., Shibuya, N., Noguchi, T., and Koga, T. (1989) Infect. Immun. 57, 2942-2946) showed that the serotype antigens from A. actinomycetemcomitans are a group of novel polysaccharides with structural features closely related biosynthetically.
authors.affiliation: National Food Research Institute, Ministry of Agriculture, Forestry and Fisheries, Tsukuba, Japan.
authors.forename: N
authors.initials: N
authors.lastname: Shibuya
authors.forename: K
authors.initials: K
authors.lastname: Amano
authors.forename: J
authors.initials: J
authors.lastname: Azuma
authors.forename: T
authors.initials: T
authors.lastname: Nishihara
authors.forename: Y
authors.initials: Y
authors.lastname: Kitamura
authors.forename: T
authors.initials: T
authors.lastname: Noguchi
authors.forename: T
authors.initials: T
authors.lastname: Koga
mesh_terms: D000188:Actinobacillus / Q000145:classification / Q000276:immunology*; D000942:Antigens, Bacterial / Q000737:chemistry* / Q000276:immunology / Q000302:isolation & purification; D002240:Carbohydrate Sequence; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D011134:Polysaccharides / Q000737:chemistry* / Q000276:immunology; D011135:Polysaccharides, Bacterial / Q000737:chemistry* / Q000276:immunology / Q000302:isolation & purification; D012703:Serotyping
chemical_list: C070694:6-deoxytalan; D000942:Antigens, Bacterial; D011134:Polysaccharides; D011135:Polysaccharides, Bacterial