Further insight into S-adenosylmethionine-dependent methyltransferases: Structural characterization of Hma, an enzyme essential for the biosynthesis of oxygenated mycolic acids in mycobacterium tuberculosis

Journal of Biological Chemistry

Volumn 281, Issue 7, 2006, Pages 4434-4445

  Boissier, Fanny ^a   Bardou, Fabienne ^a   Guillet, Valérie ^a   Uttenweiler Joseph, Sandrine ^a   Daffé, Mamadou ^a   Quémard, Annaïk ^a   Mourey, Lionel ^a  

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

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIA; CHEMICAL REACTIONS; DISEASES; ORGANIC ACIDS;

PROTEOLYTIC DEGRADATION; SUBSTRATE BINDING; THREE-DIMENSIONAL STRUCTURE;

ENZYMES;

ACYL CARRIER PROTEIN; HMA ENZYME; HYDROXYL GROUP; KETOMYCOLATE DERIVATIVE; METHOXYMYCOLATE DERIVATIVE; METHYLTRANSFERASE; MYCOLIC ACID; S ADENOSYLMETHIONINE; S ADENOSYLMETHIONINE DEPENDENT METHYLTRANSFERASE; UNCLASSIFIED DRUG; BACTERIAL PROTEIN; MIXED FUNCTION OXIDASE; MMA4 PROTEIN, MYCOBACTERIUM TUBERCULOSSIS;

ARTICLE; BINDING AFFINITY; CATALYSIS; CHEMICAL MODIFICATION; CRYSTALLIZATION; ELECTROSPRAY; ENZYME ANALYSIS; ENZYME STRUCTURE; FATTY ACID SYNTHESIS; MASS SPECTROMETRY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MYCOBACTERIUM SMEGMATIS; MYCOBACTERIUM TUBERCULOSIS; OXYGENATION; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN MOTIF; SEQUENCE ALIGNMENT; AMINO ACID SEQUENCE; BINDING SITE; CHEMISTRY; ENZYMOLOGY; METABOLISM; MOLECULAR GENETICS; PROTEIN TERTIARY STRUCTURE;

CORYNEBACTERINEAE; MYCOBACTERIUM TUBERCULOSIS;

AMINO ACID SEQUENCE; BACTERIAL PROTEINS; BINDING SITES; CRYSTALLIZATION; METHYLTRANSFERASES; MIXED FUNCTION OXYGENASES; MOLECULAR SEQUENCE DATA; MYCOBACTERIUM TUBERCULOSIS; MYCOLIC ACIDS; PROTEIN STRUCTURE, TERTIARY; S-ADENOSYLMETHIONINE;

EID: 33645212866     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M510250200     Document Type: Article

References (58)

1. Daffé, M., and Draper, P. (1998) Adv. Microb. Physiol. 39, 131-203
2. Goren, M. B., and Brennan, P. J. (1979) in Tuberculosis (Youmans, G. P., ed) pp. 63-193, W. B. Saunders Co., Philadelphia, PA
3. Brennan, P. J., and Nikaido, H. (1995) Annu. Rev. Biochem. 64, 29-63
4. Winder, F. G., and Collins, P. B. (1970) J. Gen. Microbiol. 63, 41-48
5. Takayama, K., Wang, L., and David, H. L. (1972) Antimicrob. Agents Chemother. 2, 29-35
6. Davidson, L. A., and Takayama, K. (1979) Antimicrob. Agents Chemother. 16, 104-105
7. Quémard, A., Lacave, C., and Lanéelle, G. (1991) Antimicrob. Agents Chemother. 35, 1035-1039
8. Rozwarski, D. A., Grant, G. A., Barton, D. H., Jacobs, W. R., Jr., and Sacchettini, J. C. (1998) Science 279, 98-102
9. Takayama, K., Wang, C., and Besra, G. S. (2005) Clin. Microbiol. Rev. 18, 81-101
10. Daffé, M., Lanéelle, M. A., Asselineau, C., Levy-Frebault, V., and David, H. (1983) Ann. Microbiol. (Paris) 134, 241-256
11. Minnikin, D. E., Minnikin, S. M., Parlett, J. H., Goodfellow, M., and Magnusson, M. (1984) Arch. Microbiol. 139, 225-231
12. Laval, F., Lanéelle, M. A., Deon, C., Monsarrat, B., and Daffé, M. (2001) Anal. Chem. 73, 4537-4544
13. Yuan, Y., Zhu, Y., Crane, D. D., and Barry, C. E., III (1998) Mol. Microbiol. 29, 1449-1458
14. Glickman, M. S., Cox, J. S., and Jacobs, W. R., Jr. (2000) Mol. Cell 5, 717-727
15. Dubnau, E., Chan, J., Raynaud, C., Mohan, V. P., Lanéelle, M. A., Yu, K., Quémard, A., Smith, I., and Daffé, M. (2000) Mol. Microbiol. 36, 630-637
16. Rao, V., Fujiwara, N., Porcelli, S. A., and Glickman, M. S. (2005) J. Exp. Med. 201, 535-543
17. Cole, S. T., Brosch, R., Parkhill, J., Garnier, T., Churcher, C., Harris, D., Gordon, S. V., Eiglmeier, K., Gas, S., Barry, C. E., III, Tekaia, F., Badcock, K., Basham, D., Brown, D., Chillingworth, T., Connor, R., Davies, R., Devlin, K., Feltwell, T., Gentles, S., Hamlin, N., Holroyd, S., Hornsby, T., Jagels, K., and Barrell, B. G. (1998) Nature 393, 537-544
18. Yuan, Y., and Barry, C. E., III (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 12828-12833
19. Dinadayala, P., Laval, F., Raynaud, C., Lemassu, A., Lanéelle, M. A., Lanéelle, G., and Daffé, M. (2003) J. Biol. Chem. 278, 7310-7319
20. Dubnau, E., Lanéelle, M. A., Soares, S., Benichou, A., Vaz, T., Prome, D., Prome, J. C., Daffé, M., and Quémard, A. (1997) Mol. Microbiol. 23, 313-322
21. Quémard, A., Lanéelle, M. A., Marrakchi, H., Prome, D., Dubnau, E., and Daffé, M. (1997) Eur. J. Biochem. 250, 758-763
22. Qureshi, N., Sathyamoorthy, N., and Takayama, K. (1984) J. Bacteriol. 157, 46-52
23. Stover, C. K., de la Cruz, V. F., Fuerst, T. R., Burlein, J. E., Benson, L. A., Bennett, L. T., Bansal, G. P., Young, J. F., Lee, M. H., Hatfull, G. F., Snapper, S. B., Barletta, R. G., Jacobs, W. R., Jr., and Bloom, B. R. (1991) Nature 351, 456-460
24. Kurth, J., and Stoffel, W. (1990) Biol. Chem. Hoppe-Seyler 371, 675-685
25. Claverol, S., Burlet-Schiltz, O., Gairin, J. E., and Monsarrat, B. (2003) Mol. Cell. Proteomics 2, 483-493
26. Collaborative Computational Project Number 4 (1994) Acta Crystallogr. D Biol. Crystallogr. 50, 760-763
27. Potterton, E., Briggs, P., Turkenburg, M., and Dodson, E. (2003) Acta Crystallogr. D Biol. Crystallogr. 59, 1131-1137
28. Leslie, A. G. W. (1987) in Proceedings of the Daresbury Study Weekend: Computational Aspects of Protein Crystal Data Analysis (Helliwell, J. R., Machin, P. A., and Papiz, M. Z., eds) pp. 39-50, Science and Engineering Research Council, Daresbury Laboratory, Warrington, United Kingdom
29. Evans, P. R. (1993) in Proceedings of the CCP4 Study Weekend: Data Collection and Processing, pp. 114-122, Science and Engineering Research Council, Daresbury Laboratory, Warrington, United Kingdom
30. Storoni, L. C., McCoy, A. J., and Read, R. J. (2004) Acta Crystallogr. D Biol. Crystallogr. 60, 432-438
31. Huang, C. C., Smith, C. V., Glickman, M. S., Jacobs, W. R., Jr., and Sacchettini, J. C. (2002) J. Biol. Chem. 277, 11559-11569
32. Perrakis, A., Morris, R., and Lamzin, V. S. (1999) Nat. Struct. Biol. 6, 458-463
33. Read, R. J. (1986) Acta Crystallogr. A 42, 140-149
34. Murshudov, G. N., Vagin, A. A., and Dodson, E. J. (1997) Acta Crystallogr. D. Biol. Crystallogr. 53, 240-255
35. Perrakis, A., Sixma, T. K., Wilson, K. S., and Lamzin, V. S. (1997) Acta Crystallogr. D Biol. Crystallogr. 53, 448-455
36. Esnouf, R. M. (1997) J. Mol. Graph. 15, 133-138
37. Merritt, E. A., and Murphy, M. E. P. (1994) Acta Crystallogr. D Biol. Crystallogr. 50, 869-873
38. Gouet, P., Courcelle, E., Stuart, D., and Metoz, F. (1998) Bioinformatics 15, 305-308
39. Frishman, D., and Argos, P. (1995) Proteins 23, 566-579
40. Rawlings, N. D., Tolle, D. P., and Barrett, A. J. (2004) Nucleic Acids Res. 32, 160-164
41. Laskowski, R. A., MacArthur, M. W., Moss, D. S., and Thornton, J. M. (1993) J. Appl. Crystallogr. 26, 283-291
42. Martin, J. L., and McMillan, F. M. (2002) Curr. Opin. Struct. Biol. 12, 783-793
43. Bloch, K. (1977) Adv. Enzymol. Relat. Areas Mol. Biol. 45, 1-84
44. Wong, H. C., Liu, G., Zhang, Y. M., Rock, C. O., and Zheng, J. (2002) J. Biol. Chem. 277, 15874-15880
45. Glickman, M. S., Cahill, S. M., and Jacobs, W. R., Jr. (2001) J. Biol. Chem. 276, 2228-2233
46. George, K. M., Yuan, Y., Sherman, D. R., and Barry, C. E., III (1995) J. Biol. Chem. 270, 27292-27298
47. Glickman, M. S. (2003) J. Biol. Chem. 278, 7844-7849
48. Gao, L. Y., Laval, F., Lawson, E. H., Groger, R. K., Woodruff, A., Morisaki, J. H., Cox, J. S., Daffé, M., and Brown, E. J. (2003) Mol. Microbiol. 49, 1547-1563
49. Liu, J., Barry, C. E., III, Besra, G. S., and Nikaido, H. (1996) J. Biol. Chem. 271, 29545-29551
50. Jackson, M., Raynaud, C., Lanéelle, M. A., Guilhot, C., Laurent-Winter, C., Ensergueix, D., Gicquel, B., and Daffé, M. (1999) Mol. Microbiol. 31, 1573-1587
51. Behr, M. A., Schroeder, B. G., Brinkman, J. N., Slayden, R. A., and Barry, C. E., III (2000) J. Bacteriol. 182, 3394-3399
52. Dubnau, E., Marrakchi, H., Smith, I., Daffé, M., and Quémard, A. (1998) Mol. Microbiol. 29, 1526-1528
53. Asselineau, C., Asselineau, J., Lanéelle, G., and Lanéelle, M. A. (2002) Prog. Lipid Res. 41, 501-523
54. Grogan, D. W., and Cronan, J. E., Jr. (1997) Microbiol. Mol. Biol. Rev. 61, 429-441
55. Iwig, D. F., Uchida, A., Stromberg, J. A., and Booker, S. J. (2005) J. Am. Chem. Soc. 127, 11612-11613
56. Courtois, F., and Ploux, O. (2005) Biochemistry 44, 13583-13590
57. Chang, Y. Y., Eichel, J., and Cronan, J. E., Jr. (2000) J. Bacteriol. 182, 4288-4294
58. DeLano, W. L. (2002) The PyMOL Molecular Graphics System, DeLano Scientific, San Carlos, CA