Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
];
infection due to Shigella dysenteriae [ICD11:
XN285 ]
NCBI PubMed ID: 29309918Publication DOI: 10.1016/j.carres.2017.12.010Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: H. Zheng <zhenghan
icdc.cn>
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia, Zigong Center for Disease Control and Prevention, Zigong, Sichuan Province, China, State Key Laboratory of Infectious Disease Prevention and Control, National Institute for Communicable Disease Control and Prevention, Chinese Center for Disease Control and Prevention, Changping, Beijing, China, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Hangzhou, Zhejiang Province, China
The O-specific polysaccharide (O-antigen) was obtained by mild acid degradation of the lipopolysaccharide of Escherichia albertii O5 (strain T150248) and studied by sugar analysis, selective cleavages of glycosidic linkages, and 1D and 2D 1H and 13C NMR spectroscopy. Partial solvolysis with anh (anhydrous) CF3CO2H and hydrolysis with 0.05 M CF3CO2H cleaved predominantly the glycosidic linkage of β-GalpNAc or β-Galf, respectively, whereas the linkages of α-GlcpNAc and β-Galp were stable. Mixtures of the corresponding tri- and tetra-saccharides thus obtained were studied by NMR spectroscopy and high-resolution ESI MS. The following new structure was established for the tetrasaccharide repeat (O-unit) of the O-polysaccharide: →4)-α-d-GlcpNAc-(1→4)-β-d-Galp6Ac-(1→6)-β-d-Galf-(1→3)-β-d-GalpNAc-(1→ where the degree of O-acetylation of d-Galp is ∼70%. The O-polysaccharide studied has a β-d-Galp-(1→6)-β-d-Galf-(1→3)-β-d-GalpNAc trisaccharide fragment in common with the O-polysaccharides of E. albertii O7, Escherichia coli O124 and O164, and Shigella dysenteriae type 3 studied earlier. The orf5-7 in the O-antigen gene cluster of E. albertii O5 are 47%, 78%, and 75% identical on the amino acid level to genes for predicted enzymes of E. albertii O7, including Galp-transferase wfeS, UDP-d-Galp mutase glf, and Galf-transferase wfeT, respectively, which are putatively involved with the synthesis of the shared trisaccharide fragment of the O-polysaccharides. The occurrence upstream of the O-antigen gene cluster of a 4-epimerase gene gnu for conversion of undecaprenyl diphosphate-linked d-GlcNAc (UndPP-d-GlcNAc) into UndPP-d-GalNAc indicates that d-GalNAc is the first monosaccharide of the O-unit, and hence the O-units are interlinked in the O-polysaccharide of E. albertii O5 by the β-d-GalpNAc-(1→4)-α-d-GlcpNAc linkage.
Lipopolysaccharide, capsular polysaccharide, Escherichia coli, O-specific polysaccharide, bacterial polysaccharide structure, selective cleavage, O antigen gene cluster, Escherichia albertii
Structure type: polymer chemical repeating unit
Location inside paper: p.30, chart 2, E. coli O124/S. dysenteriae type 3
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_136044,IEDB_136095,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_141806,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_21,SB_7,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, sugar analysis, ESI-MS, GLC, mild acid hydrolysis, de-O-acetylation, GPC, bioinformatic analysis, delipidation, partial solvolysis with anhydrous trifluoroacetic acid
Enzymes that release or process the structure: WfeQ,WfeR, WfeS, WfeT, Wzy
Related record ID(s): 12736, 12737, 12738, 12739, 12740, 12741, 12742, 12743, 12744, 12746, 12952
NCBI Taxonomy refs (TaxIDs): 562,
984896
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error