Abstract
The cell envelopes of mycobacteria are composed of a wide range of unusual lipids which are probably of importance in the integrity and virulence of important pathogens such as Mycobacterium leprae and M. tuberculosis. The covalently-bound mycolic acids are long-chain 2-alkylbranched, 3-hydroxy fatty acids which are considered to provide a basal lipid monolayer providing an anchorage for a range of very special free lipids.1, 2 Mycobacterial free lipids range in polarity from apolar waxes to highly polar glycolipids, many of the latter being surface lipid antigens.3–7 Analyses of these characteristic free lipids is of value in several respects, the most important being classification, identification, and lipid function.
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References
D. E. Minnikin, Lipids: Complex lipids, their chemistry, biosynthesis and roles, in: “The Biology of the Mycobacteria”, C. Ratledge and J. L. Stanford, eds., Academic Press, London, p. 95 (1982).
D. E. Minnikin, Chemical targets in the cell envelope of the leprosy bacillus and related mycobacteria, in: “Chemotherapy of Tropical Diseases”, M. Hooper, ed., Wiley, Chichester, p. 19 (1987).
P. J. Brennan, New-found glycolipid antigens of mycobacteria, in: “Microbiology-1984”, L. Lieve and D. Schlessinger, eds., American Society for Microbiology, Washington, D.C., p. 366 (1984).
M. Ridell, D. E. Minnikin, J. H. Parlett, and I. Mattsby-Baltzer, Detection of mycobacterial lipid antigens by a combination of thin-layer chromatography and immunostaining, Lett. Appl. Microbiol. 2: 89 (1986).
D. E. Minnikin, M. Ridell, I. Mattsby-Baltzer, and J. H. Parlett, Thin-layer chromatography in combination with immunostaining for analysis of mycobacterial lipid antigens, in: “Topics in Lipid Research: from Structural Elucidation to Biological Function”, R. Klein and B. Schmitz, eds., Royal Society of Chemistry, London, p. 144 (1986).
D. E. Minnikin, M. Ridell, J. H. Parlett and R. C. Bolton, Direct detection of Mycobacterium tuberculosis lipid antigens by thin-layer chromatography, FEMS Microbiol. Lett. 48: 175 (1987).
J. J. Fournie, M. Riviere, and G. Puzo, Structural elucidation of the major phenolic glycolipid from Mycobacterium kansasii, J. Biol. Chem. 262: 3174 (1987).
D. E. Minnikin, G. Dobson, M. Goodfellow, M. Magnusson, and Ridell, M., Distribution of some mycobacterial waxes based on the phthiocerol family, J. Gen. Microbiol. 131: 1375 (1985).
S. W. Hunter, T. Fujiwara, and P. J. Brennan, Structure and antigenicity of the major specific glycolipid antigen of Mycobacterium leprae, J. Biol. Chem. 257: 15072 (1982).
G. Dobson, D. E. Minnikin, G. S. Besra, A. I. Mallet, and M. Magnusson, Characterization of phenolic glycolipids from Mycobacterium marinum, Biochim. Biophys. Acta, submitted (1989).
D. E. Minnikin, G. Dobson, J. H. Parlett, M. Goodfellow, and M. Magnusson, Analysis of dimycocerosates of glycosyl phenolphthiocerols in the identification of some clinically significant mycobacteria, Eur. J. Clin. Microbiol. 6: 703 (1987).
M. Daffe, C. Lacave, M. A. Laneelle, and G. Laneelle, Structure of the major triglycosyl phenolphthiocerol of Mycobacterium tuberculosis (strain Canetti), Eur. J. Biochem. 167: 155 (1987).
M. Daffe, M. A. Laneelle, C. Lacave, and G. Laneelle, Monoglycosyldiacylphenol-phthiocerol of Mycobacterium tuberculosis and Mycobacterium bovis, Biochim. Biophys. Acta, 958: 443 (1988).
J. J. Fournie, M. Riviere, and G. Puzo, Absolute configuration of the unique 2,6-dideoxy-4-O-methyl-arabino-hexapyranose of the major phenolic glycolipid antigen from Mycobacterium kansasii, Eur. J. Biochem. 168: 181 (1987).
M. Riviere, J. J. Fournie, and G. Puzo, A novel mannose containing phenolic glycolipid from Mycobacterium kansasii, J. Biol. Chem., 262: 14879 (1987).
D. E. Minnikin, A. G. O’Donnell, M. Goodfellow, G. Alderson, G. Athalye, A. Schaal, and J. H. Parlett, An integrated procedure for the extraction of bacterial isoprenoid quinones and polar lipids, J. Microbiol. Meth. 2: 233 (1984).
G. Dobson, D. E. Minnikin, S. M. Minnikin, J. H. Parlett, M. Goodfellow, M. Ridell, and M. Magnusson, Systematic analysis of complex mycobacterial lipids, in: “Chemical Methods in Bacterial Systematics”, M. Goodfellow, and D. E. Minnikin, eds., Academic Press, London p. 237. (1985).
E. G. Bligh, and W. J. Dyer, A rapid method for total lipid extraction and purification, Can. J. Biochem. Physiol. 37: 911 (1959).
D. E. Minnikin, Isolation and purification of mycobacterial wall lipids, in: “Bacterial Cell Surface Techniques”, I. Hancock and I. Poxton, eds., Wiley, Chichester, p. 125 (1988).
P. Draper, S. N. Payne, G. Dobson, and D. E. Minnikin, Isolation of a characteristic phthiocerol dimycocerosate from Mycobacterium leprae, J. Gen. Microbiol. 129: 859 (1983).
D. E. Minnikin, R. C. Bolton, G. Dobson, and A. I. Mallet, Mass spectrometric analysis of multimethyl branched fatty acids and phthiocerols from clinically-significant mycobacteria, Proc. Jap. Soc. Med. Mass Spectrom., 12: 23 (1987).
D. E. Minnikin, G. Dobson, K. Venkatesan, A. K. Datta, J. H. Parlett, and R. C. Bolton, Lipid analysis in the detection of the leprosy bacillus in infected tissue, Quaderni di Cooperazione Sanitaria (Health Cooperation Papers), 7: 211 (1988).
M. Daffe, M. A. Laneelle, J. Roussel, and C. Asselineau, Lipides specifique de Mycobacterium ulcerans, Ann. Microbiol. 135A: 191 (1984).
A. I. Mallet, D. E. Minnikin, and G. Dobson, Gas chromatography mass spectrometry of tert-butyldimethylsilyl ethers of phthiocerols and mycocerosic alcohols from Mycobacterium tuberculosis, Biomed. Mass Spectrom. 11: 79 (1984).
L. Larsson, P. A. Mardh, G. Odham, and G. Westerdahl, Use of selected ion monitoring for detection of tuberculostearic and C32 mycocerosic acid in mycobacteria and in five-day-old cultures of sputum specimens from patients with pulmonary tuberculosis, Acta Path. Microbiol, Scand. Sect. B 89: 245 (1981).
D. E. Minnikin and N. Polgar, Studies relating to phthiocerol. Part V. Phthiocerol A and B, J. Chem. Soc. C: 2107 (1966).
A. I. Mallet, Analysis of lyso-platelet activating factor by negative ion gas chromatography-mass spectrometry of the nitrobenzyl acetal derivatives, Biomed. Environ. Mass Spectrom., 16: 207 (1988).
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Minnikin, D.E., Dobson, G., Bolton, R.C., Parlett, J.H., Mallet, A.I. (1990). High Performance Chromatographic and Spectroscopic Analyses of Mycobacterial Waxes and Glycolipids. In: Fox, A., Morgan, S.L., Larsson, L., Odham, G. (eds) Analytical Microbiology Methods. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-3564-9_9
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