Further stereochemical studies of phthiocerol and phenol phthiocerol in mycobacteria.
Mycobacterium tuberculosis, M. marinum and some other pathogenic species elaborate waxes A, based on a long-chain beta-diol (phthiocerol and companion compounds) and polymethyl-branched fatty acids. The stereochemical studies conducted on waxes A showed that those of M. tuberculosis, M. leprae and M. kansasii differ from waxes A isolated from M. marinum and M. ulcerans by the absolute configuration of the methyl-branched chiral centres occurring in both the long-chain beta-diols and the fatty acyls. Furthermore, the two mycobacterial groups also differ in the stereochemistry of the beta-diol chiral centres.
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Centre de Recherche de Biochimie et de Génétique cellulaires du CNRS, Toulouse, France.
D005233:Fatty Alcohols / Q000737:chemistry*; D006017:Glycolipids / Q000737:chemistry*; D008055:Lipids / Q000737:chemistry*; D008968:Molecular Conformation; D009161:Mycobacterium / Q000032:analysis* / Q000145:classification; D009904:Optical Rotation
D005233:Fatty Alcohols; D006017:Glycolipids; D008055:Lipids