CSDB: Search results

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

]

NCBI PubMed ID: 19364841
Journal NLM ID: 0246127
Publisher: American Society for Microbiology
Correspondence: peter.van.der.ley

nvi-vaccin.nl
Institutions: Department of Molecular Microbiology, Utrecht University, 3584 CH Utrecht, The Netherlands

Lipopolysaccharide (LPS), also known as endotoxin, is one of the main constituents of the gram-negative bacterial outer membrane. Whereas the lipid A portion of LPS is generally considered the main determinant for endotoxic activity, the oligosaccharide moiety plays an important role in immune evasion and the interaction with professional antigen-presenting cells. Here we describe a novel four-gene cluster involved in the biosynthesis of the Bordetella pertussis core oligosaccharide. By insertionally inactivating these genes and studying the resulting LPS structures, we show that at least two of the genes encode active glycosyltransferases, while a third gene encodes a deacetylase also required for biosynthesis of full-length oligosaccharide. In addition, we demonstrate that mutations in the locus differentially affect LPS and whole-cell endotoxic activities. Furthermore, while analyzing the mutant LPS structures, we confirmed a novel modification of the lipid A phosphate with glucosamine and found that inactivation of the responsible glycosyltransferase reduces the endotoxic activity of the LPS

Lipopolysaccharide, biosynthesis, lipopolysaccharides, LPS, oligosaccharide, structure, core, Bacterial Proteins, chemistry, gene, Bacterial, genetics, metabolism, microbiology, role, cell, molecular, Molecular Structure, locus, lipid, lipid A, phosphate, core oligosaccharide, immunology, lipopolysaccharide core, cluster, gene cluster, Genes, Multigene Family, mutant, Bordetella, Bordetella pertussis, endotoxin, pertussis, glycosyltransferases, activity, identification, modification, interaction, Gram-negative, mutation, glycosyltransferase, determinant, cells, membrane, mutagenesis, active, outer membrane, immune, Glucosamine, secretion, substitution, influence, inactivation, Gene Order, Insertional, drug effects, endotoxic, Humans, Monocytes, Antigen-Presenting Cells, Cell Line, Gene Knockout Techniques, interleukin-6, Metabolic Networks and Pathways, Netherlands, whole cell

Structure type: oligomer
Location inside paper: p.2603, fig.1A
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

Methods: MS, genetic methods, CE-ESI-MS, statistical analysis
Biosynthesis and genetic data: genetic data

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