The phenolic mycoside of Mycobacterium ulcerans: structure and taxonomic implications
Daffé, Mamadou and Varnerot, Anne and Lévy-Frébault, Véronique Vincent,, 138, 131-137 (1992),
doi = https://doi.org/10.1099/00221287-138-1-131,
publicationName = Microbiology Society,
issn = 1350-0872,
abstract= 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.,
language=,
type=