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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11: XN6P4

]

The structure was elucidated in this paper
NCBI PubMed ID: 21044779
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: M.B. Perry <malcolm.perry

nrc-cnrc.gc.ca>
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6

Mild acid hydrolysis of the lipopolysaccharide produced by Escherichiacoli O118:H16 standard strain (NRCC 6613) afforded an O-polysaccharide (O-PS) composed of d-galactose, 2-acetamidoylamino-2,6-dideoxy-L-galactose, 2-acetamido-2-deoxy-D-glucose, ribitol, and phosphate (1:1:1:1:1). From DOC-PAGE, sugar and methylation analyses, one- and two-dimensional NMR spectroscopy, capillary electrophoresis-mass spectrometry, hydrolysis, and sequential Smith-type periodate oxidation studies, the O-PS was determined to be an unbranched linear polymer having the structure: [6)-α-D-Galp-(1→3)-α-L-FucpNAm-(1→3)-β-D-GlcpNAc-(1→3)-Rib-ol-5-P-(O→](n) The structure of the O-PS is consistent with the reported DNA data on the O-antigen gene-cluster of E. coli O118 and interestingly, the O-PS is similar to the structures of the O-antigens of Salmonellaenterica O47 and E. coli O151:H10 reference strain 880-67, as predicted from the results of DNA sequencing of their respective O-antigen gene-clusters

Lipopolysaccharide, NMR, antigen, structure, DNA, strain, structural, characterization, polysaccharide, serotype, O-antigen, O antigen, polymer, Research, Escherichia coli, acid, phosphate, NMR spectroscopy, gene cluster, O-polysaccharide, O antigens, O polysaccharide, O-antigens, hydrolysis, spectrometry, biological, reference, sugar, DNA sequencing, methylation, sequencing, spectroscopy, ribitol, linear, oxidation, standard, D-galactose, 2-acetamido-2-deoxy-D-glucose, sequential, Periodate oxidation, periodate

Structure type: suggested polymer biological repeating unit
Location inside paper: abstract, p.2669, scheme 1, O-PS(Mod)
Trivial name: O-PS(Modified)
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_114703,IEDB_135813,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_591403,SB_7

Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, HF solvolysis, sugar analysis, 31P NMR, ESI-MS, GLC, mild acid hydrolysis, DOC-PAGE, Smith degradation, NMR-1D, CE-MS
Comments, role: modified O-polysaccharide obtained by treatment of the native O-PS with aqueous Et3N; chemical repeat frame is different in the paper

Related record ID(s): 25328, 25336, 25752, 25754, 25755, 30370
NCBI Taxonomy refs (TaxIDs): 562
Reference(s) to other database(s): GTC:G56376TP, GlycomeDB:38077
Show glycosyltransferases

There are 2 chemically distinct structures. Please, select:

*O[C@@H]([C@@H](O)CO)[C@H](O)COP(=O)(O)OC[C@H]1O[C@H](O[C@H]2[C@H](NC(C)=O)[C@H](O[C@@H]3[C@@H](NC(C)=O)[C@H](*)O[C@H](CO)[C@H]3O)O[C@@H](C)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize