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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Bordetella bronchiseptica [ICD11: XN173

]; infection due to Bordetella parapertussis [ICD11: XN7LQ

]

The structure was elucidated in this paper
NCBI PubMed ID: 16632471
Journal NLM ID: 2985121R
Publisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: evguenii.vinogradov

nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario K1A OR6, Canada, Department of Molecular and Cellular Biology, University of Guelph, Guelph, Ontario N1G 2W1, Canada, Carlsberg Laboratory, DK 2500 Valby Copenhagen, Denmark, NICHD, National Institutes of Health, Bethesda, MD, USA

The structure of the carbohydrate part of the LPS from several strains of Bordetella bronchiseptica and Bordetella parapertussis was analyzed using different chemical degradations, NMR spectroscopy and mass spectrometry. It was found that, in addition to previously known structures of the core and O-chain, all studied LPSs contain a specific pentasaccharide fragment linking these two structural regions. This fragment is attached to 'band A' trisaccharide in B. bronchiseptica LPS and to the core GlcN in B. parapertussis LPS. LPSs from different strains contain variable amount of amidated diaminouronic acids in the polysaccharide chain. Together with previously known structural details these new data present a complete structure of the LPS carbohydrate backbone for both bordetellae species. Two types of O-chain terminal monosaccharide have been found in all analyzed strains of B. bronchiseptica, and only one of them in B. parapertussis LPS

Lipopolysaccharide, NMR spectroscopy, mass spectrometry, Bordetella bronchiseptica, Bordetella parapertussis

Structure type: oligomer
Location inside paper: p.18136,fig.1
Trivial name: acidic hydrolysis product
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140630,IEDB_141584,IEDB_141807,IEDB_142345,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_2189047,IEDB_2275071,IEDB_885822,IEDB_983931,SB_192

Methods: NMR, HF solvolysis, sugar analysis, MS, deamination
Comments, role: in Bordetella parapertussis lateral LDHep and GalNA as well as the GlcNAc-ManN3NA-FucN4N trisacharide fragment proximal to the core are partially or completely absent; absolute configurations were assumed

Related record ID(s): 20122, 20410, 20411, 20412, 20413, 20414
NCBI Taxonomy refs (TaxIDs): 518, 519
Show glycosyltransferases

There is only one chemically distinct structure:

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

SVG MW SMILES 3D mol Ionize

R1 = ??Sug?, Sug = anhKdo
R2 = O-antigen