The phenolic mycoside of Mycobacterium ulcerans: structure and taxonomic implications
Autor: | Veronique Levy-Frebault, Mamadou Daffé, Anne Varnerot |
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Rok vydání: | 1992 |
Předmět: |
Magnetic Resonance Spectroscopy
biology Fatty Acids Nontuberculous Mycobacteria biology.organism_classification Rhamnose Microbiology Mycobacterium chemistry.chemical_compound Glycolipid Mycolic Acids Species Specificity chemistry Biochemistry Phylogenetics Mycobacterium ulcerans Mycoside G Phenols Glycolipids Bacteria |
Zdroj: | Journal of General Microbiology. 138:131-137 |
ISSN: | 0022-1287 |
DOI: | 10.1099/00221287-138-1-131 |
Popis: | Summary: Mycobacterium ulcerans and some pathogenic mycobacterial species elaborate wax A consisting of related longchain β-diol components (phthiocerol and related compounds) esterified by multimethyl-branched fatty acids. With the exception of M. ulcerans, wax A-containing mycobacteria also synthesize glycosylated phenol phthiocerol diester and related compounds: the so-called phenolic mycosides. In a deliberate effort to characterize this latter class of compounds in M. ulcerans, 20 strains were examined. Phenolic mycosides were found in two strains. Application of chemical analyses, including one- and two-dimensional NMR spectroscopy, allowed the structural elucidation of glycolipids identified as 3-O-methyl-α-l-rhamnosyl phenol phthiocerol diphthioceranate and related compounds which correspond to mycoside G, previously characterized in M. marinum by other investigators. As phenolic mycosides are highly species-specific molecules, this finding stresses the close phylogenetic link between M. marinum and M. ulcerans. Incidentally, a survey of the mycolate content of M. ulcerans showed that methoxymycolate could not be detected in three strains. |
Databáze: | OpenAIRE |
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