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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: gastritis [ICD11: DA42

]; peptic ulcer [ICD11: DA61

, ICD11: XN3DY

]; infection due to Helicobacter pylori [ICD11: XN3DY

]

NCBI PubMed ID: 23541029
Publication DOI: 10.1016/j.carres.2013.03.008
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: E. Vinogradov <evguenii.vinogradov

nrc-cnrc.gc.ca>
Institutions: National Research Council Canada, 100 Sussex Drive, Ottawa, ON, Canada K1A 0R6

In this study, we describe a re-investigation of the lipopolysaccharide structure of Helicobacter pylori serogroup O:3. Application of NMR and MS approaches to the analysis of oligosaccharides obtained through degradation of LPS from H. pylori serogroup O:3 by various methods confirmed that its general architecture was identical to that of LPS from H. pylori strains 26695 and SS1 and followed a sequential linear assembly of the α-1,6-glucan, dd-heptan, and O-chain components. Additionally, MALDI-MS analysis demonstrated that a significant proportion of H. pylori serogroup O:3 LPS was terminated with α-1,6-glucan and was not further substituted by dd-heptan and the O-chain polysaccharide.

NMR, LPS, structure, Helicobacter pylori, MS

Structure type: oligomer
Location inside paper: p.141, fig.1, B
Aglycon: lipid A
Compound class: LPS
Contained glycoepitopes: 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_158538,IEDB_174333,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_2346541,IEDB_423096,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_86,SB_88

Methods: 13C NMR, 1H NMR, methylation, NMR-2D, sugar analysis, alkaline deacylation, alkaline deamination, MALDI-TOF/TOF MS
Comments, role: Previously proposed structures of H. pylori LPS O:3. In the heptan region, linkage positions are 2, 3, 6.

Related record ID(s): 29415, 29416, 29417, 29418, 29419, 29420, 29421, 29903
NCBI Taxonomy refs (TaxIDs): 210
Reference(s) to other database(s): GTC:G71028HW
Show glycosyltransferases

There are too many chemically distinct structures (~1125), so only one is shown:

aDGlcp(1-6)aDGlcp(1-6)aDGlcp(1-6)aDGlcp(1-2)[aLFucp(1-3)[Ac(1-2)]bDGlcpN(1-3),aXDDmanHepp(1-2)aXDDmanHepp(1-2)aXDDmanHepp(1-2)aXDDmanHepp(1-7)]aXDDmanHepp(1-2)[aDGlcp(1-3)aDGlcp(1-4)bDGalp(1-7)]aXDDmanHepp(1-2)aXLDmanHepp(1-3)[P-7)]aXLDmanHepp(1-5)aXKdop

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

SVG MW SMILES 3D mol Ionize

Warning = sub-repeat ending at aXDDmanHepp: unknown unit count was assumed to be 3
Warning = sub-repeat ending at aDGlcp: unknown unit count was assumed to be 3