title: Chemical structure of the carbohydrate backbone of the lipopolysaccharide from Piscirickettsia salmonis.
abstract: Elucidation of the carbohydrate backbone structure of the lipopolysaccharide (LPS) from Piscirickettsia salmonis, the etiological agent of the salmonid rickettsial septicemia, is described. Structural information was established by a combination of monosaccharide and methylation analyses of LPS, and by NMR and mass spectrometries of oligosaccharides obtained through the use of various chemical degradations of the native polymer. The following structure of the backbone sugars was determined on the basis of the combined data from these experiments: [formula see text] The presence of two consecutive residues of diacetylated pseudaminic acid (Pse5,7Ac, 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid) in the LPS appears to be unique among polysaccharides containing this acidic sugar. Similarly, the presence of 4-aminoarabinose (Ara4N, 4-amino-4-deoxy-l-arabinopyranose) on O-4 of the α-GlcN1P of the lipid A moiety is a unique feature of this LPS.
authors.affiliation: National Research Council, Ottawa, ON, Canada K1A 0R6.
authors.forename: Evgeny
authors.initials: E
authors.lastname: Vinogradov
authors.forename: Martina
authors.initials: M
authors.lastname: Frimmelova
authors.forename: Rudolf
authors.initials: R
authors.lastname: Toman
mesh_terms: D002240:Carbohydrate Sequence; D008070:Lipopolysaccharides / Q000737:chemistry* / Q000302:isolation & purification; D008969:Molecular Sequence Data; D053522:Piscirickettsia / Q000737:chemistry*
chemical_list: D008070:Lipopolysaccharides
keywords: 2-dimensional; 2D; 3-deoxy-d-manno-oct-2-ulosonic acid; 4-amino-4-deoxy-l-arabinopyranose; 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid; 5,7-diamino-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid; Ara4N; CE; COSY; ESI; GC; HMBC; HSQC; Hep; Kdo; LPS; MS; NMR; NOE; NOESY; OM; OS; Piscirickettsia salmonis; Pse; Pse5,7Ac; Pseudaminic acid; SDS–PAGE; Structure; TOCSY; capillary electrophoresis; correlation spectroscopy; electrospray ionization; gas chromatography; heteronuclear multiple bond coherence; heteronuclear single quantum coherence; l-glycero-d-manno-heptopyranose; lipopolysaccharide; mass spectrometry; nuclear Overhauser effect; nuclear Overhauser effect spectroscopy; nuclear magnetic resonance; oligosaccharide; outer membrane; sodium dodecyl sulfate–polyacrylamide gel electrophoresis; total correlation spectroscopy