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Taxonomic group: bacteria / Firmicutes (Phylum: Firmicutes)
Associated disease: infection due to Erysipelothrix rhusiopathiae [ICD11: XN4FJ

]

The structure was elucidated in this paper
NCBI PubMed ID: 11403395
Publication DOI: 10.1078/0723-2020-00010
Journal NLM ID: 8306133
Correspondence: K.Schubert

lrz.uni-muenchen.de
Institutions: Institut fur Genetik und Mikrobiologie der Universitat Munchen, Munich, Germany

The cell wall of Erysipelothrix rhusiopathiae was investigated. The corrected structure of the murein, which was published earlier, is reported here. The murein belongs to the B1δ type. It has L-alanine in position three of the peptide subunit and is crosslinked via a glycine-L-lysine-L-lysine interpeptide bridge. As expected by the complex serological situation in E. rhusiopathiae the carbohydrate moiety of the cell wall proofed to be very intricate. As accessory polymers polysaccharide(s) and teichoic acid(s) were identified. The teichoic acid(s) possess two novel polyols of which one could not be identified, the other one behaved like 6-O-methylgalactitol in gas liquid chromatography. Glucose and N-acetylgalactosamine were determined as substituents. The polysaccharide(s) is composed of mainly N-acetylfucosamine and smaller amounts of galactose, N- acetylglucosamine, and a further unidentified sugar appearing later than hexaacetylsorbitol in GLC.

serology, polysaccharides, teichoic acid, murein, Erysipelothrix rhusiopathiae

Structure type: fragment of a bigger structure
Location inside paper: p.28, fig.2
Trivial name: murein
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_135813,IEDB_136017,IEDB_137340,IEDB_141807,IEDB_150900,IEDB_151531,IEDB_1635957,IEDB_241115,IEDB_423183,IEDB_885814

Methods: partial acid hydrolysis, TLC, GLC, paper chromatography, HF treatment, hydrazinolysis
Comments, role: substitution position, anomeric configurations are missing from this publication; they were assumed according to general murein structure

NCBI Taxonomy refs (TaxIDs): 1648
Show glycosyltransferases

There are 6 chemically distinct structures. Please, select:

*O[C@H]1[C@H](O)[C@@H](NC(C)=O)[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)O)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCNC(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)CC[C@@H](NC(=O)[C@H](CO)N[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H](O[C@H](C)C(=O)O)[C@H]3NC(C)=O)C(=O)O)C(=O)O)[C@@H](NC(C)=O)[C@H](*)O[C@@H]2CO)O[C@@H]1CO

SVG MW SMILES 3D mol Ionize