Oxygen activation catalyzed by methane monooxygenase hydroxylase component: Proton delivery during the O-O bond cleavage steps

Biochemistry

Volumn 38, Issue 14, 1999, Pages 4423-4432

  Sang Kyu, Lee ^a,c   Lipscomb, John D ^b,c  

^a STANFORD UNIVERSITY   (United States)

^b UNIVERSITY OF MINNESOTA   (United States)

^c UNIVERSITY OF MINNESOTA MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DEUTERIUM OXIDE; IRON; METHANE MONOOXYGENASE; OXYGEN; OXYGENASE;

ARTICLE; CATALYSIS; CONTROLLED STUDY; ENZYME ACTIVE SITE; ENZYME DEGRADATION; ENZYME KINETICS; ENZYME MECHANISM; ENZYME SUBUNIT; MOLECULAR MODEL; NONHUMAN; PH; PRIORITY JOURNAL; PROTON TRANSPORT; REACTION ANALYSIS; STOICHIOMETRY; TEMPERATURE DEPENDENCE;

CATALYSIS; DEUTERIUM; HYDROGEN-ION CONCENTRATION; HYDROLYSIS; KINETICS; MATHEMATICAL COMPUTING; METHYLOCOCCACEAE; MODELS, CHEMICAL; OXYGEN; OXYGENASES; PROTONS; SOLVENTS;

METHYLOSINUS TRICHOSPORIUM; TRICHOSPORIUM;

EID: 0033528676     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi982712w     Document Type: Article

References (61)

1. Groves, J. T., McClusky, G. A., White, R. E., and Coon, M. J. (1978) Biochem. Biophys. Res. Commun. 81, 154-160.
2. McMurry, T. J., and Groves, J. T. (1986) in Cytochrome P450 Structure, Mechanism, and Biochemistry (Ortiz de Montellano, P. R., Ed.) pp 1-28, Plenum Press, New York.
3. Porter, T. D., and Coon, M. J. (1991) J. Biol. Chem. 266, 13469-13472.
4. White, R. E., and Coon, M. J. (1980) Annu. Rev. Biochem. 49, 315-356.
5. Mueller, E. J., Loida, P. J., and Sligar, S. G. (1995) in Cytochrome P450 Structure, Mechanism, and Biochemistry (Ortiz de Montellano, P. R., Ed.) pp 83-124, Plenum Press, New York.
6. Dalton, H. (1980) Adv. Appl. Microbiol. 26, 71-87.
7. Lipscomb, J. D. (1994) Annu. Rev. Microbiol. 48, 371-399.
8. Wallar, B. J., and Lipscomb, J. D. (1996) Chem. Rev. 96, 2625-2657.
9. Feig, A. L., and Lippard, S. J. (1994) Chem. Rev. 94, 759-805.
10. Wilkins, P. C., and Dalton, H. (1994) Biochem. Soc. Trans. 22, 700-704.
11. Ortiz de Montellano, P. R. (1991) Methods Enzymol. 206, 533-540.
12. Fox, B. G., Froland, W. A., Dege, J. E., and Lipscomb, J. D. (1989) J. Biol. Chem. 264, 10023-10033.
13. Fox, B. G., Borneman, J. G., Wackett, L. P., and Lipscomb, J. D. (1990) Biochemistry 29, 6419-6427.
14. Andersson, K. K., Froland, W. A., Lee, S.-K., and Lipscomb, J. D. (1991) New J. Chem. 15, 411-415.
15. Froland, W. A., Andersson, K. K., Lee, S.-K., Liu, Y., and Lipscomb, J. D. (1992) J. Biol. Chem. 267, 17588-17597.
16. Lee, S.-K., Nesheim, J. C., and Lipscomb, J. D. (1993) J. Biol. Chem. 268, 21569-21577.
17. Lee, S.-K., Fox, B. G., Froland, W. A., Lipscomb, J. D., and Münck, E. (1993) J. Am. Chem. Soc. 115, 6450-6451.
18. Imai, M., Shimada, H., Watanabe, Y., Matsushima-Hibiya, Y., Makino, R., Koga, H., Horiuchi, T., and Ishimura, Y. (1989) Proc. Natl. Acad. Sci. U.S.A. 86, 7823-7827.
19. Gerber, N. C., and Sugar, S. G. (1994) J. Biol. Chem. 269, 4260-4266.
20. Kimata, Y., Shimada, H., Hirose, T., and Ishimura, Y. (1995) Biochem. Biophys. Res. Commun. 208, 96-102.
21. Poulos, T. L., Finzel, B. C., and Howard, A. J. (1987) J. Mol. Biol. 195, 687-700.
22. Vidakovic, M., Sugar, S. G., Li, H., and Poulos, T. L. (1998) Biochemistry 37, 9211-9219.
23. Aikens, J., and Sligar, S. G. (1994) J. Am. Chem. Soc. 116, 1143-1144.
24. Schowen, R. L. (1977) in Isotope Effects on Enzyme-Catalyzed Reactions (Cleland, W. W., O'Leary, M. H., and Northrop, D. B., Eds.) pp 64-99, University Park Press, Baltimore.
25. Schowen, K. B. J. (1978) in Transition States of Biochemical Processes (Gandour, R. D., and Schowen, R. L., Eds.) pp 225-283, University Park Press, New York.
26. Nordlund, P., Dalton, H., and Eklund, H. (1992) FEBS Lett. 307, 257-262.
27. Rosenzweig, A. C., Frederick, C. A., Lippard, S. J., and Nordlund, P. (1993) Nature 366, 537-543.
28. Elango, N., Radhakrishnan, R., Froland, W. A., Wallar, B. J., Earhart, C. A., Lipscomb, J. D., and Ohlendorf, D. H.(1997) Protein Sci. 6, 556-568.
29. Rosenzweig, A. C., Nordlund, P., Takahara, P. M., Frederick, C. A., and Lippard, S. J. (1995) Chem. Biol. 2, 409-418.
30. Liu, K. E., Valentine, A. M., Wang, D. L., Huynh, B. H., Edmondson, D. E., Salifoglou, A., and Lippard, S. J. (1995) J. Am. Chem. Soc. 117, 10174-10185.
31. Liu, Y., Nesheim, J. C., Lee, S.-K., and Lipscomb, J. D. (1995) J. Biol. Chem. 270, 24662-24665.
32. Shu, L., Nesheim, J. C., Kauffmann, K., Münck, E., Lipscomb, J. D., and Que, L. (1997) Science 275, 515-518.
33. Nesheim, J. C., and Lipscomb, J. D. (1996) Biochemistry 35, 10240-10247.
34. Hendrich, M. P., Münck, E., Fox, B. G., and Lipscomb, J. D. (1990) J. Am. Chem. Soc. 112, 5861-5865.
35. Hendrich, M. P., Fox, B. G., Andersson, K. K., Debrunner, P. G., and Lipscomb, J. D. (1992) J. Biol. Chem. 267, 261-269.
36. Fox, B. G., Surerus, K. K., Münck, E., and Lipscomb, J. D. (1988) J. Biol. Chem. 263, 10553-10556.
37. Fox, B. G., Liu, Y., Dege, J. E., and Lipscomb, J. D. (1991) J. Biol. Chem. 266, 540-550.
38. Dong, Y., Yan, S., Young, V. G., Jr., and Que, L., Jr. (1996) Angew. Chem., Int. Ed. Engl. 35, 618-620.
39. Kim, K., and Lippard, S. J. (1996) J. Am. Chem. Soc. 118, 4914-4915.
40. Ookubo, T., Sugimoto, H., Nagayama, T., Masuda, H., Sato, T., Tanaka, K., Maeda, Y., Okawa, H., Hayashi, Y., Uehara, A., and Suzuki, M. (1996) J. Am. Chem. Soc. 118, 701-702.
41. Menage, S., Brennan, B. A., Juarez-Garcia, C., Münck, E., and Que, L., Jr. (1990) J. Am. Chem. Soc. 112, 6423-6425.
42. Thomann, H., Bernardo, M., McCormick, J. M., Pulver, S., Andersson, K. K., Lipscomb, J. D., and Solomon, E. I. (1993) J. Am. Chem. Soc. 115, 8881-8882.
43. Karsten, W. E., Lai, C.-J., and Cook, P. F. (1995) J. Am. Chem. Soc. 117, 5914-5918.
44. CRC Handbook of Chemistry and Physics, 70th Edition (1990) (Weast, R. C., Ed.) CRC Press, Boca Raton, FL.
45. Liu, K. E., Wang, D. L., Huynh, B. H., Edmondson, D. E., Salifoglou, A., and Lippard, S. J. (1994) J. Am. Chem. Soc. 116, 7465-7466.
46. Poulos, T. L., Finzel, B. C., Gunsalus, I. C., Wagner, G. C., and Kraut, J. (1985) J. Biol. Chem. 260, 16122-16130.
47. Poulos, T. L., Finzel, B. C., and Howard, A. J., (1986) Biochemistry 25, 5314-5322.
48. Holm, R. H., Kennepohl, P., and Solomon, E. I. (1996) Chem. Rev. 96, 2239-2314.
49. Bull, C., McClune, G. J., and Fee, J. A. (1983) J. Am. Chem. Soc. 105, 5290-5300.
50. Baes, C. F., Jr., and Mesmer, R. E. (1984) The Hydrolysis of Cations, Chapters 10, 12, 13, Wiley, New York.
51. Cotton A. F., and Wilkinson, G. (1972) Advanced Inorganic Chemistry, 3rd ed., pp 170-171, Interscience, New York.
52. Hallén, S., and Nilsson, T. (1992) Biochemistry 31, 11853-11859.
53. Orville, A. M., Elango, N., Lipscomb, J. D., and Ohlendorf, D. H. (1997) Biochemistry 36, 10039-10051.
54. Orville, A. M., Lipscomb, J. D., and Ohlendorf, D. H. (1997) Biochemistry 36, 10052-10066.
55. Siegbahn, P. E. M. and Crabtree, R. H. (1997) J. Am. Chem. Soc. 119, 3103-3113.
56. Yoshizawa, K., Ohta, T., Yamabe, T., and Hoffmann, R. J. (1997) J. Am. Chem. Soc. 119, 12311-12321.
57. Brunold, T. C., Tamura, N., Kitajima, N., Moro-oka, Y., and Solomon, E. I. (1998) J. Am. Chem. Soc. 120, 5674-5690.
58. Treffry, A., Zhao, Z., Quail, M. A., Guest, J. R., and Harrison, P. M. (1995) Biochemistry 34, 15204-15213.
59. Pereira, A. S., Small, W., Krebs, C., Tavares, P., Edmondson, D. E., Theil, E. C., and Huynh, B. H. (1998) Biochemistry 37, 9871-9876.
60. Moënne-Loccoz, P., Baldwin, J., Ley, B. A., Loehr, T. M., and Bollinger, J. M., Jr. (1998) Biochemistry 37, 14659-14663.
61. Broadwater, J. A., Jingyuan, A., Loehr, T. M., Sanders-Loehr, J., and Fox, B. G. (1998) Biochemistry 37, 14664-14671.