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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Bos taurus
Associated disease: bovine keratoconjunctivitis

The structure was elucidated in this paper
NCBI PubMed ID: 30032028
Publication DOI: 10.1016/j.carres.2018.07.002
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: jennifer.wilson

griffith.edu.au
Institutions: Menzies Health Institute Queensland, Griffith University, Gold Coast, Australia, Institute for Glycomics, Griffith University, Gold Coast, Australia, School of Medical Science, Griffith University, Gold Coast, Australia, College of Life Science, Shandong Normal University, Jinan, PR China

The Gram-negative bovine pathogen Moraxella bovis is a causative agent of Infectious bovine keratoconjunctivitis, 'pink-eye' that affects cattle. Here we report that strain L183/2 has the same capsular polysaccharide (CPS) of unsulfated chondroitin, as does strain Mb25, whereas strain Epp63 does not express CPS. NMR analysis of the oligosaccharides (OS) derived from the lipooligosaccharides (LOS) in these three strains by NMR has shown that strain Mb25 and Epp63 have the same OS structure with a terminal N-acetylgalactosamine ((1S)-GalaNAc) residue →4,6-linked. Strain L183/2 lacks the (1 S)-GalaNAc residue. The biological role of M. bovis LOS was assessed by comparing the LOS from strains Epp63, Mb25 and L183/2 and truncated Epp63 LOS variants. LOS truncation affected M. bovis growth rate, susceptibility to antibiotics, detergents, bovine serum bactericidal activity, endotoxicity and adherence to HeLa cells.

capsular polysaccharide, NMR spectroscopy, endotoxin, lipooligosaccharide (LOS), Moraxella bovis, Structural characterisation, Bovine keratoconjunctivitis

Structure type: oligomer
Location inside paper: graphical abstract, fig.1
Compound class: LOS
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391964,IEDB_141794,IEDB_141806,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_152217,IEDB_190606,IEDB_232584,IEDB_423106,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_167,SB_178,SB_187,SB_192,SB_195,SB_31,SB_6,SB_62,SB_7,SB_88

Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, acid hydrolysis, SEC, biological activity assays, bactericidal activity assay

Related record ID(s): 12795, 12982
NCBI Taxonomy refs (TaxIDs): 476, 387425
Show glycosyltransferases

¹H NMR data: present in publication

¹³C NMR data: present in publication

There is only one chemically distinct structure:

CC(=O)N[C@@H](C1OC[C@H]2O[C@H](O[C@H]3[C@@H](CO)O[C@@H](O[C@@H]4[C@@H](CO)O[C@@H](O[C@H]5[C@H](O)[C@@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O[C@@H]6[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]6OC[C@H]6O[C@H](O[C@@H]7[C@H](O)C[C@](O)(C(=O)O)O[C@@H]7[C@H](O)CO)[C@H](O)[C@@H](O)[C@@H]6O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)O[C@@H]5CO)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@@H](O)[C@H]2O1)[C@@H](O)[C@@H](O)[C@H](O)CO

SVG MW SMILES 3D mol Ionize