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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: (Salmonidae)
Associated disease: septicemia [ICD11: MA15.Y

]; piscirickettsiosis

The structure was elucidated in this paper
NCBI PubMed ID: 23673236
Publication DOI: 10.1016/j.carres.2013.04.010
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: R. Toman <rudolf.toman

savba.sk>
Institutions: National Research Council, Ottawa, ON, Canada K1A 0R6

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: 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.

NMR, LPS, structure, pseudaminic acid, MS, Piscirickettsia salmonis

Structure type: oligomer
Location inside paper: abstarct, p.109, scheme 1
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_136906,IEDB_137472,IEDB_137485,IEDB_140088,IEDB_140529,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_190606,IEDB_2189047,IEDB_838988,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_7,SB_72

Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, SDS-PAGE, sugar analysis, mild acid hydrolysis, CE-MS

Related record ID(s): 29794, 29795, 29796
NCBI Taxonomy refs (TaxIDs): 1238
Show glycosyltransferases

There is only one chemically distinct structure:

CC(=O)N[C@H]([C@@H]1O[C@](OC[C@H]2O[C@H](OC[C@H]3O[C@H](O[C@H]4[C@H](O)[C@@H]([C@@H](O)CO)O[C@H](O[C@@H]5[C@H](O)[C@@H](O[C@H]6[C@@H]([C@H](O)CO)O[C@@](OC[C@H]7O[C@@H](OC[C@H]8O[C@H](OP(=O)(O)O)[C@H](N)[C@@H](O)[C@@H]8O[C@H]8OC[C@H](N)[C@H](O)[C@H]8O)[C@H](N)[C@@H](O)[C@@H]7O)(C(=O)O)C[C@H]6O[C@]6(C(=O)O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O6)O[C@H]([C@@H](O)CO[C@H]6OC[C@H](N)[C@H](O)[C@H]6O)[C@H]5O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@H]2O)(C(=O)O)C[C@H](O[C@@]2(C(=O)O)C[C@H](O)[C@H](NC(C)=O)[C@H]([C@@H](NC(C)=O)[C@H](C)O)O2)[C@@H]1NC(C)=O)[C@H](C)O

SVG MW SMILES 3D mol Ionize