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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: bacillary dysentery (shigellosis) [ICD11: 1A02

, ICD11: SA56

, ICD11: XN7HG

]; diarrhea [ICD11: ME05.1

, ICD11: SA55

]; infection due to Shigella flexneri [ICD11: XN7Y2

]

The structure was elucidated in this paper
NCBI PubMed ID: 20644600
Publication DOI: 10.1134/S1068162010030179
Journal NLM ID: 7804941
Publisher: Moskva: Nauka
Correspondence: annakond

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

The full structure of the lipopolysaccharide core of bacteria Shigella flexneri types 2a and 5b, the causative agents of bacillary dysentery (shigellosis), was established by chemical methods, high-resolution electrospray ionization mass spectrometry, and two-dimensional NMR spectroscopy. The structure of the O-antigen repeating unit and the configuration and position of the linkage between the O-antigen and the core were determined in the lipopolysaccharide of S. flexneri type 2a.

Lipopolysaccharide, oligosaccharide, structure, O-antigen, Shigella flexneri

Structure type: oligomer
Location inside paper: p.398, fig.2a
Aglycon: lipid A
Trivial name: core in the R-form LPS
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_130670,IEDB_133751,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140088,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_2189047,IEDB_226811,IEDB_232584,IEDB_983931,SB_192,SB_7

Methods: 13C NMR, 1H NMR, methylation, NMR-2D, ESI-ICR-MS, alkaline hydrolysis

Related record ID(s): 25311, 25722, 25724, 25725
NCBI Taxonomy refs (TaxIDs): 42897, 2021401
Reference(s) to other database(s): GTC:G83815FO, GlycomeDB:37880
Show glycosyltransferases

There is only one chemically distinct structure:

CC(=O)N[C@H]1[C@@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@H](O[C@H]3[C@H](O)[C@@H](CO)O[C@H](O[C@@H]4[C@H](O)[C@@H](O[C@@H]5[C@H](O)[C@@H](O[C@@H]6[C@H](O[C@]7(C(=O)O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O7)C[C@](O)(C(=O)O)O[C@@H]6[C@H](O)CO)O[C@H]([C@@H](O)CO)[C@H]5OP(=O)(O)O)O[C@H]([C@@H](O)CO[C@H]5O[C@H]([C@@H](O)CO[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6N)[C@@H](O)[C@H](O)[C@@H]5O)[C@H]4OP(=O)(O)O)[C@@H]3O)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize