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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: gastric cancer [ICD11: 2B72.Z

]; infection due to Helicobacter pylori [ICD11: XN3DY

]

The structure was elucidated in this paper
NCBI PubMed ID: 31747390
Publication DOI: 10.1371/journal.pgen.1008497
Journal NLM ID: 101239074
Publisher: San Francisco, CA: Public Library of Science
Correspondence: htang6198

hotmail.com; mbenghezal

gmail.com
Institutions: Department of Life Sciences, Imperial College London, South Kensington Campus, London, United Kingdom, West China Marshall Research Center for Infectious Diseases, Center of Infectious Diseases, Division of Infectious Diseases, State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, China, Helicobacter pylori Research Laboratory, School of Biomedical Sciences, Marshall Centre for Infectious Disease Research and Training, University of Western Australia, Nedlands, Australia, Univ. Lille, CNRS, Inserm, CHU Lille, Institut Pasteur de Lille, U1019-UMR 8204-CIIL-Center for Infection and Immunity of Lille, Lille, France, Department of Gastroenterology, West China Hospital, Sichuan University, Chengdu, China, Precision Medicine Key Laboratory of Sichuan Province & Precision Medicine Center, West China Hospital, Sichuan University, Chengdu, China, Key Laboratory of Geoscience Spatial Information Technology, Ministry of Land and Resources of the P.R.China, Chengdu University of Technology, School of Molecular Sciences, University of Western Australia, Crawley, Australia, Ondek Pty Ltd, Rushcutters Bay, New South Wales, Australia

The lipopolysaccharide O-antigen structure expressed by the European Helicobacter pylori model strain G27 encompasses a trisaccharide, an intervening glucan-heptan and distal Lewis antigens that promote immune escape. However, several gaps still remain in the corresponding biosynthetic pathway. Here, systematic mutagenesis of glycosyltransferase genes in G27 combined with lipopolysaccharide structural analysis, uncovered HP0102 as the trisaccharide fucosyltransferase, HP1283 as the heptan transferase, and HP1578 as the GlcNAc transferase that initiates the synthesis of Lewis antigens onto the heptan motif. Comparative genomic analysis of G27 lipopolysaccharide biosynthetic genes in strains of different ethnic origin revealed that East-Asian strains lack the HP1283/HP1578 genes but contain an additional copy of HP1105 and JHP0562. Further correlation of different lipopolysaccharide structures with corresponding gene contents led us to propose that the second copy of HP1105 and the JHP0562 may function as the GlcNAc and Gal transferase, respectively, to initiate synthesis of the Lewis antigen onto the Glc-Trio-Core in East-Asian strains lacking the HP1283/HP1578 genes. In view of the high gastric cancer rate in East Asia, the absence of the HP1283/HP1578 genes in East-Asian H. pylori strains warrants future studies addressing the role of the lipopolysaccharide heptan in pathogenesis.

Lipopolysaccharide, biosynthesis, structure, strain, O-antigen, Genes, Helicobacter pylori, glycosyltransferase, transformation

Structure type: oligomer ; 6000-7600
Location inside paper: fig.1C
Aglycon: (2->6)lipid A
Compound class: LPS
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,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_151531,IEDB_152214,IEDB_158538,IEDB_174333,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_2346541,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_86,SB_88

Methods: NMR, Smith degradation, MS/MS, MALDI-TOF MS, methanolysis, genetic methods, permethylation, bioinformatic analysis, mutation analysis, MALDI-TOF/TOF MS, HF hydrolysis, genome analysis
Biosynthesis and genetic data: The heptan transferase gene HP1283 and the GlcNAc transferase gene HP1578 are completely absent in East-Asian H. pylori strains
Comments, role: LPS structure in G27ΔHP1578 mutant strain of H. pylori G27.

Related record ID(s): 1063, 1495, 1496
NCBI Taxonomy refs (TaxIDs): 563041
Show glycosyltransferases

There are 4 chemically distinct structures. Please, select:

CC(=O)N[C@H]1[C@@H](O[C@H]2[C@@H](O)[C@H](O)[C@@H]([C@H](O)CO[C@@H]3O[C@H](CO)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)O[C@@H]2O[C@H]2[C@@H](O)[C@H](O)[C@@H]([C@@H](O)CO)O[C@@H]2O[C@@H]2[C@H](OP(=O)(O)OCCN)[C@@H](O[C@@H]3[C@H](O)C[C@](O)(C(=O)O)O[C@@H]3[C@H](O)CO)O[C@H]([C@@H](O)CO)[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]2O[C@H]([C@@H](CO)O[C@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO[C@H]6O[C@H](CO[C@H]7O[C@H](CO)[C@@H](O)[C@H](O[C@H]8O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[C@H]9O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[C@H]%10O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[C@H]%11O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[C@H]%12O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]%12O)[C@@H]%11O)[C@@H]%10O)[C@@H]9O)[C@@H]8O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6O)[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)[C@@H]1O

SVG MW SMILES 3D mol Ionize

Warning = sub-repeat ending at aXDDmanHepp: variable unit count (6-24) was assumed to be 6
Warning = sub-repeat ending at aXDDmanHepp: large unit count (6) was reduced to 5