Characteristic waxes, based on methoxy and keto long-chain diols, members of the phthiocerol family, have been isolated from representatives of Mycobacterium bovis, M. kansasii, M. marinum, M. microti and M. tuberculosis. M. kansasii produced essentially di-esters of the ketodiol phthiodiolone A. but the remaining species also had waxes based on the methoxy-diols phthiocerol A and phthiocerol B. Gas chromatography of derivatives of the components of the waxes showed that the phthiocerol A components from M. bovis, M. microti and M. tuberculosis were qualitatively similar, being mainly C34 and C36, but potentially significant differences were seen in the proportions of the components from M. bovis. The phthiocerols A from M. marinum were C28 and C30 and the phthiodiolones A from M. kansasii were C25 and C27. The multimethyl-branched acids from the waxes of M. bovis were quantitatively different from those of M. microti and M. tuberculosis but all these mycocerosic acids ranged in size from C23 or C24 to C32, with C29 or C30 being the major component in most cases. M. marinum and M. kansasii strains had mainly C26 or C27 and C29 or C30 multimethyl-branched acids, respectively.
AsselineauJ.1954; Sur quelques substances a 60 atomes de carbone isolees des lipides de souches humaines de Mycobacterium tuberculosis. Bulletin de la Societe chimique de France108–112
DafféM.,
LaneelleM. A.,
AsselineauC.,
Levy-FrebaultV.,
DavidM.1983; Interet taxono-mique des acides gras des mycobacteries: proposition d’une methode d’analyse. Annales de Microbiologic 134B:241–256
DavidsonL. A.,
DraperP.,
MinnikinD. E.1982; Studies on the mycolic acids from the walls of Mycobacterium microti. Journal of General Microbiology 128:823–828
DobsonG.,
MinnikinD. E.,
ParlettJ. H.,
GoodfellowM.,
RidellM.,
MagnussonM.1985; Systematic analysis of complex mycobacterial lipids. In Chemical Methods in Bacterial Systematics237–265GoodfellowM.,
MinnikinD. E.
London: Academic Press;
DraperP.,
DobsonG.,
MinnikinD. E.,
Minni-kinS. M.1982; The mycolic acids of Mycobacterium leprae harvested from experimentally infected nine-banded armadillos. Annales de Microbiohgie 133B:39–47
DraperP.,
PayneS. N.,
DobsonG.,
MinnikinD. E.1983; Isolation of a characteristic phthiocerol dimycocerosate from Mycobacterium leprae. Journal of General Microbiology 129:859–863
HunterS. W.,
BrennanP. J.1983; Further specific extracellular phenolic glycolipid antigens and a related diacylphthiocerol from Mycobacterium leprae. Journal of Biological Chemistry 258:7556–7562
KoulA. K.,
Gastambide-OdierM.1977; Microanalyse rapide de dimycocérosate de phthiocerol, de mycosides et de glycérides dans les extraits à l‘éther de petrole de Mycobacterium kansasii et du BCG, souche Pasteur. Biochimie 59:535–538
LarssonL.,
MårdhP. A.,
OdhamG.,
Wester-dahlG.1981; Use of selected ion monitoring for detection of tuberculostearic and C3: mycocerosic acid in mycobacteria and in five-day-old cultures of sputum specimens from patients with pulmonary tuberculosis. Ada pathologica et microbiologica scan-dinavica Section B 89:245–251
MalletA. I.,
MinnikinD. E.,
DobsonG.1984; Gas chromatography mass spectrometry of tert-butyldimethylsilyl ethers of phthiocerols and mycocerosic alcohols from Mycobacterium tuberculosis. Biomedkal Mass Spectrometry 11:79–86
MinnikinD. E.1982; Lipids: complex lipids, their chemistry, biosynthesis and roles. In The Biology of the Mycobacteria195–184RatledgeC.,
StanfordJ. L.
London: Academic Press;
MinnikinD. E.,
GoodfellowM.1980; Lipid composition in the classification and identification of acid-fast bacteria. In Microbiological Classification and Identification189–256GoodfellowM.,
BoardR. G.
London: Academic Press;
MinnikinD. E.,
DobsonG.,
HutchinsonI. G.1983; Characterization of phthiocerol dimycocero-sates from Mycobacterium tuberculosis. Biochimica et biophysica acta 753:445–449
MinnikinD. E.,
MinnikinS. M.,
ParlettJ. H.,
GoodfellowM.,
MagnussonM.1984a; Mycolic acids of some species of Mycobacterium. Archives of Microbiology 139:225–231
MinnikinD. E.,
ParlettJ. H.,
MagnussonM.,
RidellM.,
LindA.1984b; Mycolic acid patterns of representatives of Mycobacterium bovis BCG. Journal of General Microbiology 130:2733–2736
NavalkarR. G.,
WiegeshausE.,
KondoE.,
KimH. K.,
SmithD. W.1965; Mycoside G, a specific glycolipid in Mycobacterium marinumbalnei). Journal of Bacteriology 90:262–265
RandallH. M.,
SmithD. W.1964; Characterization of mycobacteria by infrared spectroscopic examination of their lipid fractions. Zentralblatt für Bakteriologie, Parasitenkunde. Infektionskrankheiten und Hygiene (Abteilung I) 194:190–201