Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 20181329Publication DOI: 10.1016/j.carres.2010.01.019Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: A.V. Perepelov <perepel
ioc.ac.ru>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
O-Polysaccharides were isolated by mild acid degradation of the lipopolysaccharides of Escherichia coli O123 and Salmonella enterica O58 and studied by chemical methods and 2D (1)H and (13)C NMR spectroscopy, including experiments in a H(2)O/D(2)O mixture, which enabled observation of correlations for nitrogen-linked protons. The following structure of the O-polysaccharide of E. coli O123 was established: →3)-β-D-Quip4NAlaHb-(1→6)-α-D-GlcpNAc-(1→3)-α-L-QuipNAc-(1→3)-α-D-Glcp (6)(approx. 30% OAc)NAc-(1→ where L-QuipNAc stands for 2-acetamido-2,6-dideoxy-L-glucose and D-Qui4NAlaHb for 4-{N-[(S)-3-hydroxybutanoyl]-D-alanyl}amino-4,6-dideoxy-D-glucose. The latter was isolated as an ethylene glycol glycoside by three sequential Smith degradations of the O-deacetylated O-polysaccharide. The structure established in this work is at variance with the E. coli O123-polysaccharide structure reported earlier [Clark, C. G.; Kropinski, A. M.; Parolis, H.; Grant, C. C.; Trout-Yakel, K. M.; Franklin, K.; Ng, L. K.; Paramonov, N. A.; Parolis, L. A.; Rahn, K.; Tabor, H. J. Med. Microbiol.2009, 58, 884-894]. In accordance with the genetic data, the O-polysaccharide of S. enterica O58 has the same structure, except for it lacks the O-acetylation.
O-antigen, Escherichia coli, Salmonella enterica, 6-dideoxy-d-glucose, 4-amino-4, O-Polysaccharide structure, Smith degradation
Structure type: polymer chemical repeating unit
Location inside paper: p.826
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_141807,IEDB_151531
Methods: 13C NMR, 1H NMR, NMR-2D, ESI-MS, GLC, mild acid hydrolysis, Smith degradation, de-O-acetylation, composition analysis, NMR-1D
Comments, role: O-deacetylated O-polysaccharide
Related record ID(s): 25799, 25800, 25801, 25802, 25803
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G87353MM, GlycomeDB:
37819
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There is only one chemically distinct structure:
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