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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: cystic fibrosis (CF) [ICD11: CA25

]; cancer [ICD11: 2D4Z

]; infection due to Pseudomonas aeruginosa [ICD11: XN5L6

]

The structure was elucidated in this paper
NCBI PubMed ID: 10712594
Journal NLM ID: 0107600
Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: eleonora.altman

nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario K1A 0R6, Canada, Department of Microbiology, College of Biological Sciences, University of Guelph, Ontario N1G 2W1, Canada

The point of attachment of the O-chain in the outer core region of Pseudomonas aeruginosa serotype O5 lipopolysaccharide (LPS) was determined following a detailed analysis of the extended core oligosaccharide, containing one trisaccharide O-chain repeating unit, present in both the wild-type strain PAO1 and O-chain deficient mutant strains AK1401 and PAO-rfc. The structure of the extended core oligosaccharide was determined by various mass spectrometric methods as well as one-dimensional and two-dimensional NMR spectroscopy. Furthermore, the one-dimensional analogues of NOESY and TOCSY experiments were applied to confirm the structure of the outer core region in the O-chain polysaccharide. In both the extended core oligosaccharide and the core of the smooth LPS, a loss of one of the β-glucosyl residues and the translocation of the α-rhamnosyl residue, followed by the attachment of the first O-chain repeating unit was observed. This process is complicated and could involve two distinct rhamnosyltransferases, one with α-1,6-linkage specificity and another with α-1,3-linkage specificity. It is also plausible that an α-1,3 rhamnosyltransferase facilitates the addition of the 'new' α-rhamnosyl residue that will act as a receptor for the attachment of the single O-antigen repeating unit in the LPS of the semi-rough mutant. The 2-amino-2-deoxy-fucosyl residue of the first O-chain repeating unit directly attached to the core was found to have a β-anomeric configuration instead of an α configuration, characteristic for this residue as a component of the O-chain polysaccharide. The results of this study provide the first example of the mechanistic implications of the structure of the outer core region in a fully assembled O-chain containing LPS, differing from the O-chain deficient rough LPS

Lipopolysaccharide, LPS, oligosaccharide, core, strain, structural, characterization, serotype, analysis, Pseudomonas, Pseudomonas aeruginosa, core oligosaccharide, wild type, mutant, linkage, core region, region, elucidation, O-chain, O-chain linkage region

Structure type: oligomer
Location inside paper: p.1642
Aglycon: lipid A
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_1330403,IEDB_136105,IEDB_137473,IEDB_140088,IEDB_142488,IEDB_144144,IEDB_144998,IEDB_146664,IEDB_2189047,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

Methods: 13C NMR, 1H NMR, NMR-2D, ESI-MS
Comments, role: unsubstituted core oligosaccharide

Related record ID(s): 4396, 4467, 4468
NCBI Taxonomy refs (TaxIDs): 287
Reference(s) to other database(s): GlycomeDB:26287
Show glycosyltransferases

There is only one chemically distinct structure:

C[C@H](N)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@@H](O[C@H]3[C@H](OP(=O)(O)O)[C@@H]([C@H](CO)OP(=O)(O)O)O[C@H](O[C@H]4[C@@H]([C@H](O)CO)O[C@@](O)(C(=O)O)C[C@H]4O)[C@H]3OP(=O)(O)O)O[C@H]([C@@H](O)CNC(=O)O)[C@H]2O)O[C@H](CO)[C@H](O[C@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize