Active-site topologies of human CYP2D6 and its aspartate-301 → glutamate, asparagine, and glycine mutants

Archives of Biochemistry and Biophysics

Volumn 331, Issue 1, 1996, Pages 134-140

  Mackman, Richard ^a   Tschirret Guth, Richard A ^a   Smith, Gillian ^b   Hayhurst, Graham P ^c   Ellis, S Wynne ^c   Lennard, Martin S ^c   Tucker, Geoffrey T ^c   Wolf, C Roland ^b   Ortiz De Montellano, Paul R ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF DUNDEE   (United Kingdom)

^c UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ASPARAGINE; ASPARTIC ACID; CYTOCHROME P450 ISOENZYME; FERRICYANIDE; GLUTAMIC ACID; GLYCINE; IRON COMPLEX; PHENYLDIAZENE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROTOPORPHYRIN; REAGENT; UNCLASSIFIED DRUG;

AMINO ACID SUBSTITUTION; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVE SITE; GEOMETRY; HUMAN; ISOMERISM; PRIORITY JOURNAL;

EID: 0030200485     PISSN: 00039861     EISSN: None     Source Type: Journal    
DOI: 10.1006/abbi.1996.0291     Document Type: Article

References (29)

1. 1. 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., Okuda, K., and Nebert, D. W. (1993) DNA Cell Biol. 12, 1-51.
2. 2. Guengerich, F. P. (1995) in Cytochrome P450: Structure, Mechanism, and Biochemistry (Ortiz de Montellano, P. R., Ed.), 2nd ed., pp. 473-535, Plenum Press, New York.
3. 3. Meyer, U. A., Skoda, R. C., and Zanger, U. M. (1990) Pharmacol. Ther. 46, 297-308.
4. 4. Eichelbaum, M., Spannbrucker, N., Steincke, B., and Dengler, J. J. (1979) Eur. J. Clin. Pharmacol. 16, 183-187.
5. 5. Ellis, S. W., Ching, M. S., Watson, P. F., Henderson, C. J., Simula, A. P., Lennard, M. S., Tucker, G. T., and Woods, H. F. (1992) Biochem. Pharmacol. 44, 617-620.
6. 6. Wolff, T., Distlerath, L. M., Worthington, M. T., Groopman, J. D., Hammons, G. J., Kadlubar, F. F., Prough, R. A., Martin, M. V., and Guengerich, F. P. (1985) Cancer Res. 45, 2116-2122.
7. 7. Islam, S. A., Wolf, C. R., Lennard, M. S., and Sternberg, M. J. E. (1991) Carcinogenesis 12, 2211-2219.
8. 8. Koymans, L., Vermeulen, N. P. E., van Acker, S. A. B. E., te Koppele, J. M., Heykants, J. J. P., Lavrijsen, K., Meuldermans, W., and Donné-Op den Kelder, G. M. (1992) Chem. Res. Toxicol. 5, 211-219.
9. 9. Strobl, G. R., von Kruedener, S., Stöckigt, J., Guengerich, F. P., and Wolff, T. (1993) J. Med. Chem. 36, 1136-1145.
10. 10. Koymans, L. M. H., Vermeulen, N. P. E., Baarslag, A., and Donné-Op den Kelder, G. M. (1993) J. Comput. Aided Mol. Des. 7, 281-289.
11. 11. Ortiz de Montellano, P. R. (1995) Biochimie 77, 581-593.
12. 12. Raag, R., Swanson, B. S., Poulos, T. L., and Ortiz de Montellano, P. R. (1990) Biochemistry 29, 8119-8126.
13. 13. Tuck, S. F., Graham-Lorence, S., Peterson, J. A., and Ortiz de Montellano, P. R. (1993) J. Biol. Chem. 268, 269-275.
14. 14. Tuck, S. F., Hiroya, K., Shimizu, T., Hatano, M., and Ortiz de Montellano, P. R. (1993) Biochemistry 32, 2548-2553.
15. 15. Swanson, B. A., and Ortiz de Montellano, P. R. (1991) J. Am. Chem. Soc. 113, 8146-8153.
16. 16. Fruetel, J. A., Mackman, R. L., Peterson, J. A., and Ortiz de Montellano, P. R. (1994) J. Biol. Chem. 269, 28815-28821.
17. 17. Tuck, S. F., and Ortiz de Montellano, P. R. (1992) Biochemistry 31, 6911-6916.
18. 18. Tuck, S. F., Aoyama, Y., Yoshida, Y., and Ortiz de Montellano, P. R. (1992) J. Biol. Chem. 267, 13175-13179.
19. 19. Ringe, D., Petsko, G. A., Kerr, D. E., and Ortiz de Montellano, P. R. (1984) Biochemistry 23, 2-4.
20. 20. Ellis, S. W., Hayhurst, G. P., Smith, G., Lightfoot, T., Wong, M. M. S., Simula, A. P., Ackland, M. J., Sternberg, M. J. E., Lennard, M. S., Tucker, G. T., and Wolf, C. R. (1995) J. Biol. Chem. 270, 29055-29058.
21. 21. Ellis, S. W., Rowland, K., Harlow, J. R., Lennard, M. S., Woods, H. F., Tucker, G. T., and Wolf, C. R. (1994) Br. J. Pharmacol. 112, 244P.
22. 22. Hunsberger, I. M., Shaw, E. R., Fugger, J., Ketcham, R., and Lednicer, D. (1956) J. Org. Chem. 21, 394-399.
23. 23. Huang, P. C., and Kosower, E. M. (1968) J. Am. Chem. Soc. 90, 2354-2362.
24. 24. Poulos, T. L., Finzel, B. C., and Howard, A. J. (1987) J. Mol. Biol. 195, 687-700.
25. 25. Ravichandran, K. G., Boddupalli, S. S., Hasemann, C. A., Peterson, J. A., and Deisenhofer, J. (1993) Science 261, 731-736.
26. 26. Hasemann, C. A., Ravichandran, K. G., Peterson, J. A., and Deisenhofer, J. (1994) J. Mol. Biol. 236, 1169-1185.
27. 27. Pikuleva, I. A., Mackman, R. L., Kagawa, N., Waterman, M. R., and Ortiz de Montellano, P. R. (1995) Arch. Biochem. Biophys. 322, 189-197.
28. 28. Ishida, N., Aoyama, Y., Hatanaka, R., Oyama, Y., Imajo, S., Ishiguro, M., Oshima, T., Nakazato, H., Noguchi, T., Maitra, U. S., Mohan, V. P., Sprinson, D. B., and Yoshida, Y. (1988) Biochem. Biophys. Res. Commun. 155, 317-323.
29. 29. Raag, R., and Poulos, T. L. (1989) Biochemistry 28, 7586-7592.