Structural changes in cytochrome P-450(cam) effected by the binding of the enantiomers (1R)-camphor and (1S)-camphor

Biochemistry

Volumn 35, Issue 45, 1996, Pages 14127-14138

  Schulze, Heike ^a   Hoa, Gaston Hui Bon ^b   Helms, Volkhard ^c   Wade, Rebecca C ^c   Jung, Christiane ^a  

^a MAX DELBRÜCK CENTER FOR MOLECULAR MEDICINE   (Germany)

^b INST DE BIOLOGIE PHYSICO CHIMIQUE   (France)

^c EUROPEAN MOLECULAR BIOLOGY LABORATORY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CAMPHOR; CYTOCHROME P450;

AMINO ACID SEQUENCE; ARTICLE; CONFORMATIONAL TRANSITION; ENZYME BINDING; ENZYME CONFORMATION; ENZYME DEGRADATION; ENZYME SUBSTRATE COMPLEX; HEAT SENSITIVITY; MOLECULAR DYNAMICS; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

BINDING SITES; CAMPHOR; CAMPHOR 5-MONOOXYGENASE; CATIONS; ELECTRON SPIN RESONANCE SPECTROSCOPY; GLYCEROL; HEME; HYDROGEN-ION CONCENTRATION; HYDROSTATIC PRESSURE; KINETICS; MOTION; PROTEIN CONFORMATION; PROTEIN DENATURATION; PSEUDOMONAS PUTIDA; RECOMBINANT PROTEINS; SOLVENTS; SPECTROPHOTOMETRY, INFRARED; STEREOISOMERISM; TEMPERATURE; THERMODYNAMICS; WATER;

DRYOBALANOPS;

EID: 0029806798     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi9527303     Document Type: Article

References (73)

1. Atkins, W. M., & Sligar, S. G. (1988) J. Biol. Chem. 263, 18842-18849.
2. Atkins, W. M., & Sligar, S. G. (1989) J. Am. Chem. Soc. 111, 2715-2717.
3. Beck, W., & Lottes, K.-M. (1964) Z. Naturforsch. 19b, 987-994.
4. Böhm, S., Rein, H., Butschak, G., Scheunig, G., Billwitz, H., & Ruckpaul, K. (1979) Acta Biol. Med. Ger. 38, 249-255.
5. Contzen, J., Ristau, O., & Jung, C. (1996) FEBS Lett. 383, 13-17.
6. Cupp-Vickery, J. R., Li, H., & Poulos, T. L. (1994) Protein 20, 197-201.
7. D'Ans, J., & Lax, E. (1967) Taschenbuch für Chemiker und Physiker, 3rd ed., Springer Verlag, Berlin.
8. Davydov, D. R., Deprez, E., Hui Bon Hoa, G., Knyushko, T. V., Kuznetsova, G. P., Koen, Y. M., & Archakov, A. I. (1995) Arch. Biochem. Biophys. 320, 330-344.
9. De Voss, J. J., & Ortiz de Montellano, P. R. (1995) J. Am. Chem. Soc. 117, 4185-4186.
10. Deprez, E., Di Primo, C., Hui Bon Hoa, G., & Douzou, P. (1994a) FEBS Lett. 347, 207-210.
11. Deprez, E., Gerber, N. C., Di Primo, C., Douzou, P., Sligar, S. G., & Hui Bon Hoa, G. (1994b) Biochemistry 33, 14464-14468.
12. Di Primo, C., Hui Bon Hoa, G., Douzou, P., & Sligar, S. G. (1992) Eur. J. Biochem. 209, 583-588.
13. Dodson, E. D., Zhao, X.-J., Caughey, W. S., & Elliott, C. M. (1996) Biochemistry 35, 444-452.
14. Doster, W., Bachleitner, A., Dunau, R., Hiebl, M., & Lüscher, E. (1986) Biophys. J. 50, 213-219.
15. Douzou, P. (1977) Cryobiochemistry: An Introduction, Academic Press, London.
16. Fisher, M. T., & Sugar, S. G. (1987) Biochemistry 26, 4797-4803.
17. Fowler, S. M., England, P. A., Westlake, A. C. G., Rouch, D. R., Nickerson, D. P., Blunt, C., Braybrook, D., West, S., Wong, L. L., & Flitsch, S. L. (1994) J. Chem. Soc. Chem. Commun. 24, 2761-2762.
18. Frauenfelder, H., Alberding, N. A., Ansari, A., Braunstein, D., Cowen, B. R., Hong, M. K., Iben, I. E. T., Johnson, J. B., Luck, S., Marden, M. C., Mourant, J. R., Ormos, P., Reinisch, L., Scholl, R., Schulte, A., Shyamsunder, E., Sorensen, L. B., Steinbach, P. J., Xie, A.-H., Young, R. D., & Yue, K. T. (1990) J. Phys. Chem. 94, 1024-1037.
19. Fruetel, J., Chang, Y.-T., Collins, J., Loew, G., & Ortiz de Montellano, P. R. (1994) J. Am. Chem. Soc. 116, 11643-11648.
20. Griffin B. W., & Peterson, J. A. (1972) Biochemistry 11, 4740-4746.
21. Gunsalus, I. C., & Sligar, S. G. (1978) in Advances in Enzymology and Related Areas of Molecular Biology (Nord, F. F., Ed.) Vol. 47, pp 1-44, Wiley, New York.
22. Harris, D. L., & Loew, G. H. (1994) J. Am. Chem. Soc. 116, 11671-11674.
23. Hasemann, C. A., Kurumbali, R. G., Boddupali, S. S., Peterson, J. A., & Deisenhofer, J. (1995) Structure 3, 41-62.
24. Helms, V., Deprez, E., Gill, E., Barret, C., Hui Bon Hoa, G., & Wade, R. C. (1996) Biochemistry 35, 1485-1499.
25. Hui Bon Hoa, G., Douzou, P., Dahan, N., & Balny, C. (1982a) Anal. Biochem. 120, 125-145.
26. Hui Bon Hoa, G., & Marden, M. C. (1982b) Eur. J. Biochem. 124, 311-315.
27. Imai, M., Shimada, H., Watanabe, Y., Matsushima-Hibiya, Y., Makino, R., Koga, H., Horiuchi, T.,& Ishimura, Y. (1989) Proc. Natl. Acad. Sci. U.S.A. 86, 7823-7827.
28. Ivanov, D., Sage, T., Keim, M., Powell, J. R., Asher, S. A., & Champion, P. M. (1994) J. Am. Chem. Soc. 116, 4139-4140.
29. Jewsbury, P., & Kitagawa, T. (1994) Biophys. J. 67, 2236-2250.
30. Jewsbury, P., & Kitagawa, T. (1995) Biophys. J. 68, 1283-1294.
31. Jung, C. (1983) Stud. Biophys. 93, 225-230.
32. Jung, C., Bendzko, P., Ristau, O., & Gunsalus, I. C. (1985) in Cytochrome P-450 (Vereczky, C., & Magyar, K., Eds.), pp 19-22, Akademiai Kiado, Budapest.
33. Jung, C., & Marlow, F. (1987) Stud. Biophys. 120, 241-251.
34. Jung, C., Ristau, O., & Rein, H. (1991) Biochim. Biophys. Acta 1076, 130-136.
35. Jung, C., Hui Bon Hoa, G., Schröder, K.-L., Simon, M., & Doucet, J. P. (1992) Biochemistry 31, 12855-12862.
36. Jung, C., Pfeil. W., Köpke, K., Schulze, H., & Ristau, O. (1994) in Cytochrome P-450 8th International Conference (Lechner, M. C., Ed.) pp 543-546, John Libbey Eurotext, Paris.
37. Jung, C., Hui Bon Hoa, G., Davydov, D., Gill, E., & Heremans, K. (1995) Eur. J. Biochem. 233, 600-606.
38. Jung, C., Ristau, O., Schulze, H., & Sligar, S. G. (1996) Eur. J. Biochem. 235, 660-669.
39. Kadkhodayan, S., Coulter, E. D., Maryniak, D. M., Bryson, T. A., & Dawson, J. H. (1995) J. Biol. Chem. 270, 28042-28048.
40. Kharakoz, D. P., & Sarvazyan, A. P. (1993) Biopolymers 33, 11-26.
41. Kimata, Y., Shimada, H., Hirose, T., & Ishimura, Y. (1995) Biochem. Biophys. Res. Commun. 208, 96-102.
42. Kundrot, C. E., & Richards, F. M. (1988) J. Mol. Biol. 200, 401-410.
43. Kushkuley, B., & Stavrov, S. S. (1996) Biophys. J. 70, 1214-1229.
44. Lange, R., Hui Bon Hoa, G., Debey, P., & Gunsalus, I. C., (1979) Eur. J. Biochem. 94, 491-496.
45. Legrand, N., Bondon, A., Simonneaux, G., Jung, C., & Gill, E. (1995) FEBS Lett. 364, 152-156.
46. Li, T. L., Quillin, M. L., Phillips, G. N., Jr., & Olson, J. S. (1994) Biochemistry 33, 1433-1446.
47. Li, X. Y., & Spiro, T. G. (1988) J. Am. Chem. Soc. 110, 6024-6033.
48. Loida, P. J., & Sligar, S. G. (1993a) Biochemistry 32, 11530-11538.
49. Loida, P. J., & Sligar, S. G. (1993b) Protein Eng. 6, 207-212.
50. Martinis, S. A., Atkins, W. A., Stayton, P. S., & Sligar, S. G. (1989) J. Am. Chem. Soc. 111, 9252-9253.
51. Maryniak, D. M., Kadkhodayan, S., Crull, G. B., Bryson, T. A., & Dawson, J. H. (1993) Tetrahedron 49, 9373.
52. Nelson, D. R., Kamataki, T., Waxman, D. J., Guengerich, F. P., Estabrook, R. W., Feyereisen, R., Gonzalez, F. J., Coon, M. J., Gunsalus, I. C., & Gotoh, O. (1993) DNA Cell Biol. 12, 1-51.
53. Nölting, B., Jung, C., & Snatzke, G. (1991) Biochim. Biophys. Acta 1100, 171-176.
54. O'Keefe, D. H., Ebel, R. E., Peterson, J. A., Maxwell, J. C., & Caughey, W. S. (1978) Biochemistry 26, 5845-5852.
55. Oldfield, E., Guo, K., Augspurger, J. D., & Dykstra, C. E. (1991) J. Am. Chem. Soc. 113, 7537-7541.
56. Ormos, P., Braunstein, D., Frauenfelder, H., Hong, M. K., Lin, S.-L., Sauke, T. B., & Young, R. D. (1988) Proc. Natl. Acad. Sci. U.S.A. 85, 8492-8496.
57. Paulsen, M. D., Filipovic, D., Sligar, S. G., & Ornstein, R. L. (1993) Protein Sci. 2, 357-365.
58. Peterson, J. A. (1971) Arch. Biochem. Biophys, 144, 678-693.
59. Poulos, T. L., Finzel, B. C., & Howard, A. J. (1986) Biochemistry 25, 5314-5322.
60. Poulos, T. L., Finzel, B. C., & Howard, A. J. (1987) J. Mol. Biol. 195, 687-700.
61. Raag, R., & Poulos, T. L. (1989) Biochemistry 28, 7586-7592.
62. Raag, R., & Poulos, T. L. (1991) Biochemistry 30, 11420-11429.
63. Raag, R., & Poulos, T. L. (1992) in Relationship between Structure and Function of Cytochrome P-450: Experiments, Calculations, Models (Ruckpaul, K., & Rein, H., Eds.) Frontiers in Biotransformation 7, pp 23-26, Akademie Verlag, Berlin.
64. Ray, G. B., Li, X-X., Ibers, J. A., Sessler, J. L., & Spiro, T. G. (1994) J. Am. Chem. Soc. 116, 162-176.
65. Sakan, Y., Ogura, T., Kitagawa, T., Fraunfelter, F. A., Mattera, R., & Ikeda-Saito, M. (1993) Biochemistry 32, 5815-5824.
66. Schulze, H., Ristau, O., & Jung, C. (1994a) Biochim. Biophys. Acta 1183, 491-498
67. Schulze, H., Ristau, O., & Jung, C., (1994b) Eur. J. Biochem. 224, 1047-1055.
68. Schulze, H., Ristau, O., & Jung, C., (1994c) in Cytochrome P-450 8th International Conference (Lechner, M. C., Ed.) pp 595-598, John Libbey Eurotext, Paris.
69. Shimada, H., Makino, R., Imai, M., Horiuchi, T., & Ishimura, Y. (1991) in International Symposium on Oxygenase and Oxygen Activation (Yamamoto, S., Nozaki, M., & Ishimura, Y., Eds.) pp.133-136, Yamada Science Foundation, University of Tokyo Press, Tokyo.
70. Springer, B. A., Sligar, S. G., Olson, J. S., & Phillips, G. N. (1994) J. Chem. Rev. 94, 699-714.
71. Thomann, H., Bernado, M., Goldfarb, D., Kroneck, P. M. H., & Ullrich, V. (1995) J. Am. Chem. Soc. 117, 8243-8251.
72. Tsubaki, M., Yoshikawa, S., Ichikawa, Y., & Yu, N.-T. (1992) Biochemistry 31, 8991-8999.
73. Tuck, S. F., Graham-Lorence, S., Peterson, J. A.,& Ortiz de Montellano, P. R. (1993) J. Biol. Chem. 268, 269-275.