An analysis of the role of active site protic residues of cytochrome P-450s: Mechanistic and mutational studies on 17α-hydroxylase-17,20-lyase (P-45017α also CYP17)

Biochemical Journal

Volumn 330, Issue 2, 1998, Pages 967-974

  Lee Robichaud, Peter ^a   Akhtar, Monika E ^a   Akhtar, Muhammad ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450; GLUTAMINE; PREGNENOLONE; THREONINE;

ARTICLE; GENE MUTATION; HYDROGEN BOND; HYDROXYLATION; PRIORITY JOURNAL; PROTEIN MODIFICATION; PROTON TRANSPORT;

AMINO ACID SUBSTITUTION; BINDING SITES; CATALYSIS; DNA PRIMERS; ESCHERICHIA COLI; GLUTAMINE; HUMANS; KINETICS; MODELS, CHEMICAL; MUTAGENESIS, SITE-DIRECTED; SPECTROPHOTOMETRY, ATOMIC; STEROID 17-ALPHA-HYDROXYLASE; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY; THREONINE;

EID: 0032032933     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/bj3300967     Document Type: Article

References (56)

1. Akhtar, M., Corina, D. L., Pratt, J. and Smith, T. (1976) J Chem. Soc., Chem. Commun. 854-856
2. Stevenson, D. E., Wright, J. N. and Akhtar, M. (1985) J. Chem. Soc., Chem. Commun. 1078-1080
3. Akhtar, M. and Wright, J. N. (1991) Natl. Prod. Rep. 8, 527-551
4. Wright, J. N. and Akhtar, M. (1990) Steroids 55, 142-151
5. Akhtar, M., Njar, V. C. and Wright, J. N. (1993) J. Steroid Biochem. Mol. Biol. 44, 375-387
6. Akhtar, M., Lee-Robichaud, P., Akhtar, M. E. and Wright, J. N. (1997) J. Steroid Biochem. Mol. Biol. 61, 127-132
7. Akhtar, M., Calder, M. R., Corina, D. L. and Wright, J. N. (1982) Biochem. J. 201, 569-580
8. Roberts, E. S., Vaz, A. D. N. and Coon, M. J. (1991) Proc. Natl. Acad. Sci. U.S.A. 88, 8963-3966
9. Raner, G. M., Chiang, E. W., Vaz, A. D. N. and Coon, M. J. (1997) Biochemistry 36, 4895-1902
10. Vaz, A. D. N., Pernecky, S. J., Raner, G. M. and Coon, M. J. (1996) Proc. Natl. Acad. Sci. U.S.A. 93, 4644-4648
11. Lee-Robichaud, P., Shyadehi, A. Z., Wright, J. N., Akhtar, M. and Akhtar, M. (1995) Biochemistry 34, 14104-14113
12. Akhtar, M., Alexander, K., Boar, R. B., McGhie, J. F. and Barton, D. H. R. (1978) Biochem. J. 169, 449-463
13. Shyadehi, A. Z., Lamb, D. C., Kelly. S. L., Kelly, D. E., Schunk, W.-H., Wright, J. N., Corina, D. and Akhtar, M. (1996) J. Biol. Chem. 271, 12445-12450
14. Mansuy, D., Boucher, J. L. and Clement, B. (1995) Biochimie 77, 661-667
15. Cole, P. A. and Robinson, C. H. (1988) J. Am. Chem. Soc. 110, 1284-1285
16. Poulos, T. L., Finzel, B. C. and Howard, A. J. (1987) J. Mol. Biol. 195, 687-700
17. Hasemann, C. A., Kurumbail, R. G., Boddupalli, S. S., Peterson, J. A. and Deisenhofer, J. (1995) Structure 3, 41-62
18. Lewis, D. F. V. (1995) Xenobiotica 25, 333-366
19. Nakajin, S. and Hall, P. F. (1981) J. Biol. Chem. 256, 3871-3876
20. Akhtar, M., Corina, D. L., Miller, S. L., Shyadehi, A. Z. and Wright, J. N. (1994) J. Chem. Soc., Perkin Trans. 1 263-267
21. Kremers, P., Denoel, J. and Lapieve, C. J. (1974) Steroids 23, 603-613
22. Imai, T., Globerman, H., Gertner, J. M., Kagawa, N. and Waterman, M. R. (1993) J. Biol. Chem. 268, 19681-19689
23. Higuchi, R. (1990) in PCR Protocols. A Guide to Methods and Applications (Innis, M. A., Gelfand, D. H., Sninsky, J. J. and White, T. J., eds.), pp. 177-183, Academic Press Inc., London
24. Strobel, H. W. and Dignam, J. D. (1978) Methods Enzymol. 52, 89-96
25. Strittmatt, P., Fleming, P., Connors, M. and Corcoran, D. (1978) Methods Enzymol. 52, 97-101
26. Lee-Robichaud, P., Wright, J. N., Akhtar, M. and Akhtar, M. (1995) Biochem. J. 308, 901-908
27. Katagiri, M., Kagawa, N. and Waterman, M. R. (1995) Arch. Biochem. Biophys. 317, 343-347
28. Martinis, S. A., Blanke, S. R., Hager, L. P., Sligar, S. G., Hui Bon Hoa, G., Rux, J. J. and Dawson, J. H. (1996) Biochemistry 35, 14530-14536
29. Stevenson, D. E., Wright, J. N. and Akhtar, M. (1988) J. Chem. Soc., Perkin Trans. 1 2043-2052
30. Coon, M. J., Vaz, A. D. N. and Bestervelt, L. L. (1996) FASEB J. 10, 428-434
31. Akhtar, M., Corina, D., Miller, S., Shyadehi, A. Z. and Wright, J. N. (1994) Biochemistry 33, 4410-4418
32. Swinney, D. C. and Mak, A. Y. (1994) Biochemistry 33, 2185-2190
33. Gunsalus, I. C. and Sligar, S. G. (1978) Adv. Enzymol. 47, 1-44
34. Groves, J. T. and Han, Y. (1995) in Cytochrome P-450: Structure, Mechanism and Biochemistry (Ortiz de Montellano, P. R., ed.), pp. 3-48, Plenum Press, New York
35. Ortiz de Montellano, P. R. (1995) in Cytochrome P-450: Structure, Mechanism and Biochemistry (Ortiz de Montellano, P. R., ed.), pp. 245-303, Plenum Press, New York
36. Coon, M. J., Ding, X., Pernecky, S. J. and Vaz, A. D. N. (1992) FASEB 6, 669-673
37. Benson, D. E., Suslick, K. S. and Sligar, S. G. (1997) Biochemistry 36, 5104-5107
38. Atkinson, J. K., Hollenberg, P. F., Ingold, K. U., Johnson, C. C., Le Tadic, M., Newcomb, M. and Putt, D. A. (1994) Biochemistry 33, 10630-10637
39. Groves, J. T., McClusky, G., White, R. E. and Coon, M. J. (1978) Biochem. Biophys. Res. Commun. 81, 154-160
40. Gelb, M. H., Heimbrook, D. C., Malkonen, P. and Sligar, S. G. (1982) Biochemistry 21, 370-377
41. Newcomb, M., Le Tadic-Biadatti, M.-H., Chestney, D. L. Roberts, E. S. and Hollenberg, P. F. (1995) J. Am. Chem. Soc. 117, 12085-12091
42. Pratt, J. M., Ridd, T. I. and King, L. J. (1995) J. Chem. Soc., Chem. Commun. 2297-2298
43. 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
44. Gerber, N. C. and Sugar, S. G. (1994) J. Biol. Chem. 269, 4260-4266
45. 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
46. Hiroya, K., Murakami, Y., Shimizu, T., Hanato, M. and Ortiz de Montellano, P. R. (1994) Arch. Biochem. Biophys. 310, 397-401
47. Depledge, N. W. (1997) Thesis, University of Southampton, U.K.
48. Yeom, H., Sligar, S. G., Li, H., Poulos, T. L. and Fulco, A. (1995) Biochemistry 34, 14733-14740
49. Fukada, T., Imai, Y., Komori, M., Nakamura, M., Kusunose, E., Satouchi, K. and Kusunose, M. (1993) J. Biochem. (Tokyo) 113, 7-12
50. Ishigooka, M., Shimizu, T., Hiroya, K. and Hatano, M. (1992) Biochemistry 31, 1528-1531
51. Yeom, H. and Sligar, S. G. (1997) Arch. Biochem. Biophys. 337, 209-216
52. Kimata, Y., Shimada, H., Hirose, T. and Ishimura, Y. (1995) Biochem. Biophys. Res. Commun. 208, 96-102
53. Cupp-Vickery, J. R. and Poulos, T. L. (1995) Nature Struct. Biol. 2, 144-153
54. Eigen, M. (1964) Angew. Chem. Int. Ed. Engl. 3, 1-72
55. Oprea, T. I., Hummer, G. and Garcia, A. E. (1997) Proc. Natl. Acad. Sci. U.S.A. 94, 2133-2138
56. Modi, S., Sutcliffe, M. J., Primrose, W. U., Lian, L. and Roberts, G. C. K. (1996) Nature Struct. Biol. 3, 414-417