Among 28 mycobacterial species studied, only Mycobacterium tuberculosis, M. bovis, M. africanum, M. marinum, M. kansasii, M. gastri and M. ulcerans produced waxes yielding long-chain -diol components (called phthiocerol and companions) and polymethyl-branched fatty acids on saponification. The same mycobacterial species also produced diesters of phenol phthiocerol and companions. Fatty acids esterifying these fatty alcohols in M. marinum and M. ulcerans were found to belong to the phthioceranic series (dextrorotatory fatty acids), in contrast to those of the other species (laevorotatory fatty acids called mycocerosic acids), both groups having the same chain length and methyl-branched positions. M. kansasii and M. gastri contained the same waxes with identical structures, as did M. tuberculosis, M. bovis and M. africanum. Neither the type strain of M. tuberculosis, nor that of M. bovis or M. marinum accumulated the strain-specific phenolic glycolipids.
AsselineauC.,
AsselineauJ.1984; waxes, mycosides and related compounds. In The Mycobacteria: a Source Book, part A pp. 345–359KubicaG. P.,
WayneL. G.
Edited by New York: Marcel Dekker;
AsselineauC.,
DafféM.,
DavidH. L.,
LaneelleM. A.,
RastogiN.1984; Lipids as taxonomic markers for bacteria derived from leprosy infections. Acta leprologica 95:121–127
AsselineauJ.1954; Sur quelques substances à 60 atomes de carbone isolés des lipides de soucheshumaines de Mycobacterium tuberculosis
. Bulletin de la Société Chimique de France 21:108–112
BrennanP. J.1983; The phthiocerol-containing surface lipids of Mycobacterium leprae -a perspective of past and present work. International Journal of Leprosy 51:387–396
BrettS. J.,
LoweC.,
PayneS. N.,
DraperP.1984; Phenolic glycolipid 1 of Mycobacterium leprae causes nonspecific inflammation but has no effect on cell-mediated reponses in mice. Infection and Immunity 46:802–808
DafféM.,
LaneelleM. A.,
AsselineauC.,
Levy-FrebaultV.,
DavidH.1983; Intérêt taxonomique des acidesgras des mycobactéries: proposition d’une méthode d’analyse. Annales de microbiologie 134B:241–256
DafféM.,
LacaveC.,
LaneelleM. A.,
LaneelleG.1987; Structure of the major triglycosyl phenol- phthiocerol of Mycobacterium tuberculosis (strain Canetti). European Journal of Biochemistry 167:155–160
Demarteau-GinsburgH.,
GinsburgA.,
LedererE.1953; Sur troisnouvelles substances naturelles apparentées au phtiocerol. Biochimica et biophysica acta 12:587–588
DobsonG.,
MinnikinD. E.,
ParlettJ. H.,
GoodfellowM.,
RidellM.,
MagnussonM.1985; Systematic analysis of complex mycobacterial lipids. In Chemical Methods in Bacterial Systematics pp. 237–265GoodfellowM.,
MinnikinD. E.
Edited by London: Academic Press;
DraperP.,
DobsonG.,
MinnikinD. E.,
MinnikinS. M.1982; The mycolic acids of Mycobacterium leprae harvested from experimentally infected nine-banded armadillos. Annales de microbiologie 133B:39–47
DraperP.,
PayneS. N.,
DobsonG.,
MinnikinD. E.1983; Isolation of a characteristic phthioceroldimycocerosate from Mycobacterium leprae
. Journal of General Microbiology 129:859–863
FourniéJ. J.,
RivièreM.,
PuzoG.1987; lipid from Mycobacterium kansasii. I. Evidence for tetrasaccharide structure of the oligosaccharide moiety. Journal of Biological Chemistry 262:3174–3179
GorenM. B.,
BroklO.,
SchaeferW. B.1974; Lipids of putative relevance to virulence in Mycobacterium tuberculosis:phthioceroldimycocerosate and the attenuation indicator lipid. Infection and Immunity 9:150–158
GrangeJ. M.1982; Koch’s tubercle bacillus. A centenary reappraisal. Zentralblatt für Bakteriologie, Mikrobiologie und Hygiene, Abteilung I, Originale A 251:297–307
HunterS. W.,
FujiwaraT.,
BrennanP. J.1982; Structure and antigenicity of the major specific glycolipid antigen of Mycobacterium leprae
. Journal of Biological Chemistry 257:15072–15078
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
MinnikinD. E.1982; Lipids: complex lipids, their chemistry, biosynthesis and roles. In The Biology of the Mycobacteria1 pp. 95–184RatledgeC.,
StandfordJ. L.
Edited by London: Academic Press;
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
MinnikinD. E.,
DobsonG.,
GoodfellowM.,
MagnussonM.,
RidellM.1985a; Distribution of some mycobacterial waxes based on the phthiocerol family. Journal of General Microbiology 131:1375–1381
MinnikinD. E.,
DobsonG.,
GoodfellowM.,
DraperP.,
MagnussonM.1985b; Quantitative comparison of the mycolic and fatty acid compositions of Mycobacterium leprae and Mycobacterium gordonae
. Journal of General Microbiology 131:2013–2021
RatledgeC.1982; Lipids: cell composition, fatty acid biosyntheses. In The Biology of the Mycobacteria1 pp. 53–93RatledgeC.,
StanfordJ. L.
Edited by London: Academic Press;
WayneL. G.,
KubicaG. P.1986; Genus Mycobacterium Lehmann and Neumann 1896,363AL
. In Bergey’s Manual of Systematic Bacteriology2. pp. 1436–1457SneathP. H. A.,
MairN. S.,
SharpeM. E.
Edited by Baltimore: Williams & Wilkins;