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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

]

The structure was elucidated in this paper
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
Compound class: LPS
Contained glycoepitopes: IEDB_120354,IEDB_130644,IEDB_130646,IEDB_130650,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140088,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_143250,IEDB_144556,IEDB_144562,IEDB_144998,IEDB_145669,IEDB_146664,IEDB_147455,IEDB_149555,IEDB_149557,IEDB_149561,IEDB_150092,IEDB_150787,IEDB_150939,IEDB_150948,IEDB_151531,IEDB_152214,IEDB_153212,IEDB_153553,IEDB_158538,IEDB_158546,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_2189046,IEDB_2189047,IEDB_2346541,IEDB_461719,IEDB_461720,IEDB_461721,IEDB_952752,IEDB_983931,SB_147,SB_154,SB_157,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_34,SB_7,SB_74,SB_85,SB_86,SB_88

Methods: 13C NMR, 1H NMR, methylation, NMR-2D, sugar analysis, alkaline deacylation, alkaline deamination, MALDI-TOF/TOF MS
Comments, role: O-unit is in ID 29415

Related record ID(s): 29415, 29416, 29417, 29418, 29419, 29420, 29421, 29422
NCBI Taxonomy refs (TaxIDs): 210
Show glycosyltransferases

There are 6 chemically distinct structures. Please, select:

CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](NC(C)=O)[C@H](O[C@H]4[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]5[C@H](O[C@@H]6O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]6O)[C@@H](NC(C)=O)[C@H](O[C@H]6[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]7[C@H](O[C@@H]8O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]8O)[C@@H](NC(C)=O)[C@H](O[C@H]8[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]9[C@@H](O[C@@H]%10[C@H](O)[C@@H](O[C@@H]%11[C@H](O)[C@@H](O[C@@H]%12[C@H](O)[C@@H](O[C@@H]%13[C@@H](O)[C@@H](OC[C@H]%14O[C@H](OC[C@H]%15O[C@H](OC[C@H]%16O[C@H](OC[C@H]%17O[C@H](O[C@H](CO)[C@H]%18O[C@H](O[C@H]%19[C@H](O)[C@H](O[C@@H]%20[C@@H](N)[C@H](O[C@@H]%21[C@@H](O[C@@H]%22[C@@H](O[C@@H]%23[C@H](O)[C@@H](O[C@H]%24[C@@H]([C@H](O)CO)O[C@@](OC[C@H]%25O[C@@H](OC[C@H]%26O[C@H](OP(=O)(O)OCCN)[C@H](N)[C@@H](O)[C@@H]%26O)[C@H](N)[C@@H](O)[C@@H]%25O)(C(=O)O)C[C@H]%24O)O[C@H]([C@@H](O)COP(=O)(O)O)[C@H]%23O)O[C@H]([C@@H](O)CO)[C@@H](O)[C@@H]%22O)O[C@H]([C@H](O)CO[C@@H]%22O[C@H](CO)[C@H](O[C@H]%23O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%23O)[C@H](O)[C@H]%22O)[C@@H](O)[C@@H]%21O)O[C@H](CO)[C@H]%20O)O[C@@H](C)[C@H]%19O)[C@@H](O)[C@@H](O)[C@@H]%18O)[C@H](O)[C@@H](O)[C@@H]%17O)[C@H](O)[C@@H](O)[C@@H]%16O)[C@H](O)[C@@H](O)[C@@H]%15O)[C@H](O)[C@@H](O)[C@@H]%14O)O[C@H](CO)[C@H]%13O)O[C@H]([C@H](O)CO)[C@H]%12O)O[C@H]([C@H](O)CO)[C@H]%11O)O[C@H]([C@H](O)CO)[C@H]%10O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]9O)[C@@H]8NC(C)=O)O[C@@H]7CO)[C@@H]6O[C@@H]6O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]6O)O[C@@H]5CO)[C@@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)O[C@@H]3CO)[C@@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[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 aDGlcp: unknown unit count was assumed to be 3
Warning = sub-repeat ending at aXDDmanHepp: variable unit count (4-?) was assumed to be 4
Warning = sub-repeat ending at bDGlcpN: unknown unit count was assumed to be 3