CSDB: Search results

Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11: ME05.1

, ICD11: SA55

]

NCBI PubMed ID: 21978611
Publication DOI: 10.1016/j.carres.2011.09.008
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: olga.ovchinnikova

gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

An O-polysaccharide and oligosaccharides were isolated by GPC following mild acid degradation of the lipopolysaccharide of Providencia alcalifaciens O28. The O-polysaccharide was studied by sugar and methylation analyses, (1)H and (13)C NMR spectroscopy, including 2D ROESY and H-detected (1)H,(13)C HSQC and HMBC experiments, and the following structure of the branched pentasaccharide repeating unit was established: [see formula in text]. This structure was confirmed by ESI MS of the isolated tridecasaccharide consisting of the lipopolysaccharide core and one O-polysaccharide repeat. The ESI mass spectrum also enabled inferring the composition of the core oligosaccharide.

Lipopolysaccharide, core oligosaccharide, O-polysaccharide, Providencia alcalifaciens, bacterial polysaccharide structure

Structure type: oligomer
Location inside paper: p.2640
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130670,IEDB_136906,IEDB_137472,IEDB_140088,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_2189047,IEDB_226811,IEDB_983931,SB_192,SB_7

Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, ESI-MS, acid hydrolysis
Comments, role: partial structure of the core oligosacharide

Related record ID(s): 26902
NCBI Taxonomy refs (TaxIDs): 588
Show glycosyltransferases

There are 10 chemically distinct structures. Please, select:

NCCOP(=O)(O)OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@H](O[C@H]3[C@H](O)[C@@H]([C@H](CO[C@H]4O[C@H]([C@@H](O)CO[C@@H]5O[C@H](C(=O)O)[C@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@@H]4O)OP(=O)(O)OCCN)O[C@H](O[C@@H]4[C@H](O)[C@@H](O[C@@H]5[C@H](O)CC(O)(C(=O)O[C@H]6OC[C@H](N)[C@H](O)[C@H]6O)O[C@@H]5[C@H](O)CO)O[C@H]([C@@H](O)CO)[C@H]4OP(=O)(O)OP(=O)(O)OCCN)[C@H]3O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize