Crystal structure of the toluene/o-xylene monooxygenase hydroxylase from Pseudomonas stutzeri OX1: Insight into the substrate specificity, substrate channeling, and active site tuning of multicomponent monooxygenases

Journal of Biological Chemistry

Volumn 279, Issue 29, 2004, Pages 30600-30610

  Sazinsky, Matthew H ^a   Bard, Joel ^b   Di Donato, Alberto ^c   Lippard, Stephen J ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

^b PFIZER INC   (United States)

^c UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; BIOREMEDIATION; CRYSTAL STRUCTURE; ENZYMES; HYDROCARBONS; OLEFINS; SUBSTRATES;

AXIDIZING ARENES; BROMOPHENOL MOLECULES;

TOLUENE;

4 BROMOPHENOL; ALKENE; BROMOPHENOL BLUE; HALOOLEFIN; HYDROCARBON; METHANE MONOOXYGENASE; POLYCYCLIC AROMATIC HYDROCARBON; TOLUENE DERIVATIVE; TOLUENE ORTHO XYLENE MONOOXYGENASE; TOLUENE ORTHO XYLENE MONOOXYGENASE HYDROXYLASE; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE;

ARTICLE; BIOREMEDIATION; CRYSTAL STRUCTURE; ENANTIOSELECTIVITY; ENZYME ACTIVE SITE; ENZYME SPECIFICITY; ENZYME STRUCTURE; HYDROGEN BOND; NONHUMAN; PRIORITY JOURNAL; PROTEIN FOLDING; PROTEIN TERTIARY STRUCTURE; PSEUDOMONAS STUTZERI; PSEUDOMONAS STUTZERI OX1; STEREOSPECIFICITY;

AZIDES; BINDING SITES; CATALYSIS; CRYSTALLOGRAPHY, X-RAY; DIMERIZATION; HYDROCARBONS; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; IRON; MODELS, MOLECULAR; MUTATION; OXYGENASES; PHENOLS; PROTEIN BINDING; PROTEIN CONFORMATION; PROTEIN FOLDING; PROTEIN STRUCTURE, SECONDARY; PSEUDOMONAS STUTZERI;

BACTERIA (MICROORGANISMS); PSEUDOMONAS; PSEUDOMONAS STUTZERI;

EID: 3142777798     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M400710200     Document Type: Article

References (48)

1. Merkx, M., Kopp, D. A., Sazinsky, M. S., Blazyk, J. L., Müller, J. M., and Lippard, S. J. (2001) Angew. Chem. Int. Ed. 40, 2782-2807
2. Leahy, J. G., Batchelor, P. J., and Morcomb, S. M. (2003) FEMS Micro. Rev. 27, 449-479
3. Notomista, E., Lahm, A., Di Donato, A., and Tramontano, A. (2003) J. Mol. Evol. 56, 435-445
4. Hanson, R. S., and Hanson, T. E. (1996) Microbiol. Rev. 60, 439-471
5. Chauhan, S., Barbieri, P., and Wood, T. K. (1998) Appl. Environ. Microbiol. 64, 3023-3024
6. Sullivan, J. P., Dickinson, D., and Chase, H. A. (1998) Crit. Rev. Microbiol. 24, 335-373
7. Archelas, A., and Furstoss, R. (1997) Annu. Rev. Microbiol. 51, 491-525
8. Rosenzweig, A. C., Frederick, C. A., Lippard, S. J., and Nordlund, P. (1993) Nature 366, 537-543
9. Miura, A., and Dalton, H. (1995) Biosci. Biotech. Biochem. 59, 853-859
10. Coufal, D. E., Blazyk, J. L., Whittington, D. A., Wu, W. W., Rosenzweig, A. C., and Lippard, S. J. (2000) Eur. J. Biochem. 267, 2174-2185
11. Newman, L. M., and Wackett, L. P. (1995) Biochemistry 34, 14066-14076
12. Pikus, J. D., Studts, J. M., Achim, C., Kauffmann, K. E., Münck, E., Steffan, R. J., McClay, K., and Fox, B. G. (1996) Biochemistry 35, 9106-9119
13. Cadieux, E., Vrajmasu, V., Achim, C., Powlowski, J., and Münck, E. (2002) Biochemistry 41, 10680-10691
14. Mitchell, K. H., Studts, J. M., and Fox, B. G. (2002) Biochemistry 41, 3176-3188
15. Elango, N., Radhakrishnan, R., Froland, W. A., Wallar, B. J., Earhart, C. A., Lipscomb, J. D., and Ohlendorf, D. H. (1997) Prot. Sci. 6, 556-568
16. Lloyd, J. S., Finch, R., Dalton, H., and Murrell, J. C. (1999) Microbiology 145, 461-470
17. Cafaro, V., Scognamiglio, R., Viggiani, A., Izzo, V., Passaro, I., Notomista, E., Dal Piaz, F., Amoresano, A., Casbarra, A., Pucci, P., and Di Donato, A. (2002) Eur. J. Biochem. 269, 5689-5699
18. Studts, J. M., Mitchell, K. H., Pikus, J. D., McClay, K., Steffan, R. J., and Fox, B. G. (2000) Protein Expr. Purif. 20, 58-65
19. Divari, S., Valetti, F., Caposio, P., Pessione, E., Cavaletto, M., Griva, E., Gribaudo, G., Gilardi, G., and Giunta, C. (2003) Eur. J. Biochem. 270, 2244-2253
20. McClay, K., Fox, B. G., and Steffan, R. J. (2000) Appl. Environ. Microbiol. 66, 1877-1882
21. Bertoni, G., Bolognese, F., Galli, E., and Barbieri, P. (1996) Appl. Environ. Microbiol. 62, 3704-3711
22. Guex, N., and Peitsch, M. C. (1997) Electrophoresis 18, 2714-2723
23. LeMaster, D. M., and Richards, F. M. (1985) Biochemistry 24, 7263-7268
24. Scognamiglio, R., Notomista, E., Barbieri, P., Pucci, P., Dal Piaz, F., Tramontano, A., and Di Donato, A. (2001) Prot. Sci. 10, 482-490
25. Gibbs, C. R. (1976) Anal. Chem. 48, 1197-1201
26. Otwinowski, Z., and Minor, W. (1997) in Methods in Enzymology (Sweet, R. M., ed) Vol. 276, pp. 307-326, Academic Press, New York
27. Brünger, A. T., Adams, P. D., Clore, G. M., Delano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J.-S., Kuszewski, J., Nilges, N., Pannu, N. S., Read, R. J., Rice, L. M., Simonson, T., and Warren, G. L. (1998) Acta Crystallogr. Sect. D 54, 905-921
28. Lamzin, V. S., and Wilson, K. S. (1993) Acta Crystallogr. Sect. D 49, 129-147
29. McRee, D. E. (1999) J. Struct. Biol. 125, 156-165
30. Krissinel, E., and Henrick, K. (2003) in Proceedings of the 5th International Conference on Molecular Structural Biology (Kungl, P. J., ed) p. 88, Vienna
31. Feig, A. L., and Lippard, S. J. (1994) Chem. Rev. 94, 759-805
32. Steffan, R. J., and McClay, K. R. (2000) U. S. Patent WO 2000073425
33. Pikus, J. D., Studts, J. M., McClay, K., Steffan, R. J., and Fox, B. G. (1997) Biochemistry 36, 9283-9289
34. Mitchell, K. H. (2002) Mutagenesis Studies Revealing the Complementary Roles of Effector Protein Binding and the Hydroxylase Active Site in Catalysis by Toluene 4-Monooxygenase. Ph.D. dissertation. University of Wisconsin-Madison, Madison, WI
35. Krebs, C., Chen, S., Baldwin, J., Ley, B. A., Patel, U., Edmondson, D. E., Huynh, B. H., and Bollinger, J. M., Jr. (2000) J. Am. Chem. Soc. 122, 12207-12219
36. Baldwin, J., Krebs, C., Ley, B. A., Edmondson, D. E., Huynh, B. H., and Bollinger, J. M., Jr. (2000) J. Am. Chem. Soc. 112, 12195-12206
37. MacArthur, R., Sazinsky, M. H., Kühne, H., Whittington, D. A., Lippard, S. J., and Brudvig, G. W. (2002) J. Am. Chem. Soc. 124, 13392-13393
38. Gupta, N., Bonomi, F., Kurtz, D. M., Jr., Ravi, N., Wang, D. L., and Huynh, B. H. (1995) Biochemistry 34, 3310-3318
39. Atta, M., Fontecave, M., Wilkins, P. C., and Dalton, H. (1993) Eur. J. Biochem. 217, 217-223
40. Fox, B. G., Shanklin, J., Somerville, C., and Münck, E. (1993) Proc. Natl. Acad. Sci. U. S. A. 90, 2486-2490
41. Andersson, M. E., Högbom, M., Rinaldo-Matthis, A., Andersson, K. K., Sjöberg, B. M., and Nordlund, P. (1999) J. Am. Chem. Soc. 121, 2346-2352
42. Ai, J. Y., Broadwater, J. A., Loehr, T. M., Sanders-Loehr, J., and Fox, B. G. (1997) J. Biol. Inorg. Chem. 2, 37-45
43. Gherman, B. F., Baik, M.-H., Lippard, S. J., and Friesner, R. A. (2004) J. Am. Chem. Soc. 126, 2978-2990
44. Whittington, D. A., Rosenzweig, A. C., Frederick, C. A., and Lippard, S. J. (2001) Biochemistry 40, 3476-3482
45. Rosenzweig, A. C., Brandstetter, H., Whittington, D. A., Nordlund, P., Lippard, S. J., and Frederick, C. A. (1997) Proteins 29, 141-152
46. Broadwater, J. A., Achim, C., Münck, E., and Fox, B. G. (1999) Biochemistry 38, 12197-12204
47. Broadwater, J. A., Ai, J. Y., Loehr, T. M., Sanders-Loehr, J., and Fox, B. G. (1998) Biochemistry 37, 14664-14671
48. Canada, K. A., Iwashita, A., Shim, H., and Wood, T. K. (2002) J. Bacteriol. 184, 344-349