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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: chronic gastritis [ICD11: DA42.Z

, ICD11: XT8W

]; peptic ulcer [ICD11: DA61

, ICD11: XN3DY

]; gastric cancer [ICD11: 2B72.Z

]; infection due to Helicobacter pylori [ICD11: XN3DY

]

The structure was elucidated in this paper
NCBI PubMed ID: 21903201
Publication DOI: 10.1016/j.carres.2011.06.036
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: evguenii.vinogradov

nrc-cnrc.gc.ca; evguenii.vinogradov

nrc.ca
Institutions: Institute for Biological Sciences, National Research Council Canada, Ottawa, Canada

We describe a re-investigation of the structure of the lipopolysaccharide (LPS) from Helicobacter pylori genomic strain 26695 and its corresponding HP0826::Kan mutant lacking the O-chain component based on the in-depth NMR analysis of the oligosaccharide products obtained through the use of various degradation procedures performed on the purified LPS from both strains, as well as CE-MS data. New structural evidence indicates the presence of the linear arrangement of glucan and heptan portions of the LPS attached through -6-α-ddHep-3-α-L-Fuc-3-β-GlcNAc- fragment to the inner core dd-heptose residue. This structure differs from previously reported structures of the H. pylori 26695 LPS in several aspects

Lipopolysaccharide, NMR, LPS, structure, Helicobacter pylori

Structure type: oligomer
Location inside paper: p.2439, fig.1
Compound class: LPS
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_140088,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_144998,IEDB_145669,IEDB_146664,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_86,SB_88

Methods: 13C NMR, 1H NMR, methylation, periodate oxidation, GLC-MS, NMR-2D, sugar analysis, 31P NMR, deacylation, deamination, de-O-acylation with hydrazine, NMR-1D, CE-MS
Comments, role: lipid A part (two GlcpN residues in the main chain) is acylated; -3)aXDDmanHepp(1- side chain may be longer; -6)aDGlcp(1- side chain may be longer

Related record ID(s): 26129, 26558, 26559, 26561, 26562, 26563, 26564, 26565, 26566, 26567, 26568, 26569, 26570
NCBI Taxonomy refs (TaxIDs): 85962
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](O)[C@@H]([C@H](O)CO)O[C@@H]2O[C@@H]2[C@H](O)[C@@H](O[C@@H]3[C@H](O)[C@@H](O[C@@H]4[C@H](O)[C@@H](O[C@@H]5[C@@H](O)[C@@H](OC[C@H]6O[C@H](OC[C@H]7O[C@H](O[C@H](CO)[C@H]8O[C@H](O[C@H]9[C@H](O)[C@H](O[C@H]%10[C@H](O)[C@@H](CO)O[C@@H](O[C@H]%11[C@@H](O)[C@H](O)[C@@H]([C@H](O)CO[C@@H]%12O[C@H](CO)[C@H](O[C@H]%13O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%13O)[C@H](O)[C@H]%12O)O[C@@H]%11O[C@H]%11[C@@H](O)[C@H](O)[C@@H]([C@@H](O)CO)O[C@@H]%11O[C@@H]%11[C@H](O)[C@@H](O[C@@H]%12[C@H](O)C[C@](OC[C@H]%13O[C@@H](OC[C@H]%14O[C@H](OP(=O)(O)OCCN)[C@H](N)[C@@H](O)[C@@H]%14O)[C@H](N)[C@@H](O)[C@@H]%13O)(C(=O)O)O[C@@H]%12[C@H](O)CO)O[C@H]([C@@H](O)COP(=O)(O)OCCN)[C@H]%11O)[C@@H]%10NC(C)=O)O[C@@H](C)[C@H]9O)[C@@H](O)[C@@H](O)[C@@H]8O)[C@H](O)[C@@H](O)[C@@H]7O)[C@H](O)[C@@H](O)[C@@H]6O)O[C@H](CO)[C@H]5O)O[C@H]([C@H](O)CO)[C@H]4O)O[C@H]([C@H](O)CO)[C@H]3O)O[C@H]([C@H](O)CO)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize

Warning = sub-repeat ending at aDGlcp: variable unit count (1-?) was assumed to be 1
Warning = sub-repeat ending at aXDDmanHepp: variable unit count (1-?) was assumed to be 1