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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Bordetella pertussis [ICD11: XN23B

]

Publication DOI: 10.1051/ocl/2020025
Publisher: France: EDP Sciences (ISSN: 22726977, 22576614)
Correspondence: martine.caroff

lpsbiosciences.com
Institutions: LPS-BioSciences, Paris-Saclay University, Orsay, France, Hephaistos-Pharma, Paris-Saclay University, Orsay, France

Lipopolysaccharides (LPS) are the main components of the outer membrane of Gram-negative bacteria. They are glycolipids containing a lipid moiety called lipid A, more often made of a bis-phosphorylated glucosamine disaccharide, carrying fatty acids in ester and amide linkages. Lipid A is linked to a core oligosaccharide of about 10 sugars, substituted in the wild-type strains, by long-chain oligosaccharide repetitive units, extending outside the bacteria and representing their main antigens. In addition to determine the serotype of the bacterium, LPS are highly potent biological molecules, capable of eliciting at the level of minute amounts, beneficial, as well as deleterious activities.

Lipopolysaccharide, serology, endotoxins, inflammation, structure-activity

Structure type: oligomer
Location inside paper: fig.4B, B. pertussis
Aglycon: lipid A
Compound class: core oligosaccharide, LPS
Contained glycoepitopes: IEDB_115136,IEDB_120354,IEDB_123890,IEDB_130650,IEDB_137340,IEDB_137777,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140630,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_2189047,IEDB_2275071,IEDB_2275073,IEDB_2275074,IEDB_983931,SB_192

Comments, role: review

NCBI Taxonomy refs (TaxIDs): 520
Reference(s) to other database(s): GTC:G45716UO
Show glycosyltransferases

There is only one chemically distinct structure:

CN[C@@H]1[C@H](C)O[C@H](OC[C@H]2O[C@H](O[C@@H]3[C@@H](CO[C@H]4O[C@H](C(=O)O)[C@H](O)[C@H](O)[C@H]4N)O[C@@H](O[C@@H]4[C@@H]([C@@H](O)CO)O[C@H](O[C@@H]5[C@H](OP(=O)(O)OP(=O)(O)OCCN)C[C@](O)(C(=O)O)O[C@@H]5[C@H](O)CO)[C@@H](O)[C@H]4O[C@H]4O[C@H]([C@@H](O)CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5N)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](N)[C@@H](O)[C@@H]2O[C@H]2O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](NC(C)=O)[C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](NC(C)=O)[C@@H]1NC(C)=O

SVG MW SMILES 3D mol Ionize