InhA, a target of the antituberculous drug isoniazid, is involved in a mycobacterial fatty acid elongation system, FAS-II

Microbiology

Volumn 146, Issue 2, 2000, Pages 289-296

  Marrakchi, Hedia ^a   Lanéelle, Gilbert ^a   Quémard, Annaïk ^a  

^a INSTITUT DE PHARMACOLOGIE ET DE BIOLOGIE STRUCTURALE   (France)

Author keywords

Fatty acid synthetase II; InhA; Isoniazid target; Mycobacterium; Mycolic acid biosynthesis

Indexed keywords

FATTY ACID SYNTHASE; ISONIAZID; TUBERCULOSTATIC AGENT;

ARTICLE; BACTERIAL METABOLISM; DRUG TARGETING; FATTY ACID METABOLISM; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PRIORITY JOURNAL;

EID: 0033962136     PISSN: 13500872     EISSN: None     Source Type: Journal    
DOI: 10.1099/00221287-146-2-289     Document Type: Article

References (40)

1. Banerjee, A., Dubnau, E., Quémard, A., Balasubramanian, V., Um, K. S., Wilson, T., Collins, D., de Lisle, G. & Jacobs, W. R., Jr (1994). InhA, a gene encoding a target for isoniazid and ethionamide in Mycobacterium tuberculosis. Science 263, 227-230.
2. Banerjee, A., Sugantino, M., Sacchettini, J. C., Jacobs, W. R., Jr (1998). The mabA gene from the inhA operon of Mycobacterium tuberculosis encodes a 3-ketoacyl reductase that fails to confer isoniazid resistance. Microbiology 144, 2697-2704.
3. Bardou, F., Quémard, A., Dupont, M. A., Horn, C., Marchal, G. & Daffé, M. (1996). Effects of isoniazid on the utrastructure of Mycobacterium aurum and Mycobacterium tuberculosis and on the production of secreted proteins. Antimicrob Agents Chemother 40, 2459-2467.
4. Bardou, F., Raynaud, C., Ramos, C., Lanéelle, M. A. & Lanéelle, G. (1998). Mechanism of isoniazid uptake in Mycobacterium tuberculosis. Microbiology 144, 2539-2544.
5. Basso, L. A., Zheng, R., Musser, J. M., Jacobs, W. R., Jr & Blanchard, J. S. (1998). Mechanisms of isoniazid resistance in Mycobacterium tuberculosis : enzymatic characterization of enoyl reductase mutants identified in isoniazid-resistant clinical isolates. J Infect Dis 178, 769-775.
6. Bloch, K. (1977). Control mechanisms for fatty acid synthesis in Mycobacterium smegmatis. Adv Enzymol 45, 1-84.
7. Cole, S. T., Brosch, R., Parkhill, J. & 39 other authors (1998). Deciphering the biology of Mycobacterium tuberculosis from the complete genome sequence. Nature 393, 537-544.
8. Daffé, M. & Draper, P. (1998). The envelope layers of mycobacteria with reference to their pathogenieity. Adv Microb Physiol 39, 131-203.
9. Dessen, A., Quémard, A., Blanchard, J. S., Jacobs, W. R., Jr & Sacchettini, J. C. (1995). Crystal structure and function of the isoniazid target of Mycobacterium tuberculosis. Science 267, 1638-1641.
10. Dubnau, E., Lanéelle, M. A., Soares, S., Bénichou, A., Vaz, T., Promé, D., Promé, J. C., Daffé, M. & Quémard, A. (1997). Mycobacterium bovis BCG genes involved in the biosynthesis of cyclopropyl keto- and hydroxy-mycolic acids. Mol Microbiol 23, 313-322.
11. Dubnau, E., Marrakchi, H., Smith, I., Daffé, M. & Quémard, A. (1998). Mutations in the cmaB gene are responsible for the absence of methoxymycolic acid in Mycobacterium bovis BCG Pasteur. Mol Microbiol 29, 1526-1528.
12. George, K. M., Yuan, Y., Sherman, D. R. & Barry, C. E. (1995). The biosynthesis of cyclopropanated mycolic acids in Mycobacterium tuberculosis. J Biol Chem 270, 27292-27298.
13. Harwood, J. L. (1986). Lipid metabolism. In The Lipid Handbook, pp. 485-525. Edited by K. D. Gunstone, J. L. Harwood & F. B. Padley. London & New York: Chapman & Hall.
14. Kapur, V., Li, L. L., Hamrick, M. R. & 10 other authors (1995). Rapid Mycobacterium species assignment and unambiguous identification of mutations associated with antimicrobial resistance in Mycobacterium tuberculosis by automated DNA sequencing. Arch Pathol Lab Med 119, 131-138.
15. Kikuchi, S. & Kusaka, T. (1982). New malonyl-CoA-dependent fatty acid elongation system in Mycobacterium smegmatis. J Biochem 92, 839-844.
16. Kolattukudy, P. E., Fernandas, N. D., Azad, A. K., Fitzmaurice, A. M. & Sirakova, T. D. (1997). Biochemistry and molecular genetics of cell-wall lipid biosynthesis in mycobacteria. Mol Microbiol 24, 263-270.
17. Lacave, C., Quémard, A. & Lanéelle, G. (1990). Cell-free synthesis of mycolic acids in Mycobacterium aurum: radioactivity distribution in newly synthesized acids and presence of cell wall in the system. Biochim Biophys Acta 1045, 58-68.
18. Lanéelle, G. (1989). Mycolic acid metabolism: biosynthesis of complex lipids. Acta Leprol 7 (Suppl. 1), 65-73.
19. Mdluli, K., Slayden, R. A., Zhu, Y. Q., Ramaswamy, S., Pan, X., Mead, D., Crane, D. D., Musser, J. M. & Barry, C. E. (1998). Inhibition of a Mycobacterium tuberculosis β-ketoacyl-ACP synthase by isoniazid. Science 280, 1607-1610.
20. Middlebrook, G. (1952). Sterilization of tubercle bacilli by isonicotinic acid hydrazide and the incidence of variants resistant to the drug in vitro. Am Rev Tuberc 65, 765-767.
21. Musser, J. M., Kapur, V., Williams, D. L., Kreiswirth, B. N., van Soolingen, D. & van Embden, J. D. A. (1996). Characterization of the catalase-peroxidase gene (katG) and inhA locus in isoniazid-resistant and -susceptible strains of Mycobacterium tuberculosis by automated DNA sequencing: restricted array of mutations associated with drug resistance. J Infect Dis 173, 196-202.
22. Odriozola, J. M. & Bloch, K. (1977). Effects of phosphatidylcholine liposomes on the fatty acid synthetase complex from Mycobacterium smegmatis. Biochim Biophys Acta 488, 198-206.
23. Odriozola, J. M., Ramos, J. A. & Bloch, K. (1977). Fatty acid synthetase activity in Mycobacterium smegmatis: characterization of the acyl carrier protein-dependent elongating system. Biochim Biophys Acta 488, 207-217.
24. Quémard, A., Lacave, C. & Lanéelle, G. (1991). Isoniazid inhibition of mycolic acid synthesis by cell free extracts of sensitive and resistant strains of Mycobacterium aurum. Antimicrob Agents Chemother 35, 1035-1039.
25. Quémard, A., Sacchettini, J. C., Dessen, A., Vilchèzes, C., Bittman, R., Jacobs, W. R., Jr & Blanchard, J. S. (1995). Enzymatic characterization of the target for isoniazid in Mycobaterium tuberculosis. Biochemistry 34, 8235-8241.
26. Quémard, A., Dessen, A., Sugantino, M., Jacobs, W. R., Jr, Sacchettini, J. C. & Blanchard, J. S. (1996). Binding of catalase-peroxidase-activated isomazid to wild-type and mutant Mycobacterium tuberculosis enoyl-ACP reductases. J Am Chem Soc 118, 1561-1562.
27. 56 fatty acids by an extract of Mycobacterium tuberculosis H37Ra. J Bacteriol 157, 46-52.
28. Ristow, M., Mohlig, M., Rifai, M., Schatz, H., Feldmann, K. & Pfeiffer, A. (1995). New isoniazid/ethionamide resistance gene mutation and screening for multidrug-resistant Mycobacterium tuberculosis strains. Lancet 346, 502-503.
29. Rozwarski, D. A., Grant, G. A., Barton, D. H. R., Jacobs, W. R., Jr & Sacchettini, J. C. (1998). Modification of the NADH of the isoniazid target (InhA) from Mycobacterium tuberculosis. Science 279, 98-102.
30. Shimakata, T., Fujita, Y. & Kusaka, T. (1977). Acetyl-CoA-dependent elongation of fatty acids in Mycobacterium smegmatis. J Biochem 82, 725-732.
31. Slayden, R. A., Lee, R. E., Armour, J. W., Cooper, A. M., Orme, I. M., Brennan, P. J. & Besra, G. S. (1996). Antimycobacterial action of thiolactomycin : an inhibitor of fatty acid and mycolic acid synthesis. Antimicrob Agents Chemother 40, 2813-2819.
32. Snider, D. E., Raviglione, M. & Kochi, A. (1994). Global burden of tuberculosis. In Tuberculosis: Pathogenesis, Protection, and Control, pp. 3-11. Edited by B. R. Bloom. Washington, DC: American Society for Microbiology.
33. Takayama, K. & Qureshi, N. (1984). Structure and synthesis of lipids. In The Mycobacteria, a Source Book, vol. 1, pp. 315-344. Edited by G. P. Kubica & L. G. Wayne. New York, NY: Marcel Dekker.
34. Takayama, K., Wang, L. & David, H. L. (1972). Effect of isoniazid on the in vivo mycolic acid synthesis, cell growth, and viability of Mycobacterium tuberculosis. Antimicrob Agents Chemother 2, 29-35.
35. +. Biochem J 318, 451-457.
36. Winder, F. G. (1982). Mode of action of the antimycobacterial agents. In The Biology of the Mycobacteria, vol. 1, pp. 353-438. Edited by C. Ratledge & J. Stanford. London: Academic Press.
37. World Health Organization (1997). Anti-tuberculosis drug resistance in the world : the WHO/IUATLD global project on anti-tuberculosis drug resistance surveillance. Geneva: WHO Global Tuberculosis Programme.
38. Yasaka, Y., Tanaka, M., Shono, T., Tetsumi, T. & Katakawa, J. (1990). 2-(2,3-Naphthalimino)ethyl trifluoromethanesulphonate as a highly reactive ultraviolet and fluorescent labelling agent for the liquid chromatographic determination of carboxylic acids. J Chromatogr 508, 133-140.
39. Yuan, Y., Lee, R. E., Besra, G. S., Belisle, J. T. & Barry, C. E. (1995). Identification of a gene involved in the biosynthesis of cyclopropanated mycolic acids in Mycobacterium tuberculosis. Proc Natl Acad Sci USA 92, 6630-6634.
40. Zabinski, R. F. & Blanchard, J. S. (1997). The requirement for manganese and oxygen in the isoniazid-dependent inactivation of Mycobacterium tuberculosis enoyl reductase. J Am Chem Soc 119, 2331-2332.