Engineering substrate recognition in catalysis by cytochrome P450cam

Biochemical Society Transactions

Volumn 31, Issue 3, 2003, Pages 558-562

  Bell, S G ^a   Chen, X ^b   Xu, F ^b   Rao, Z ^b   Wong, L L ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b TSINGHUA UNIVERSITY   (China)

Author keywords

Chloroaromatic compound; Crystal structure; Cytochrome P450 enzyme; P450 monooxygenase; Protein engineering; Terpene

Indexed keywords

1,3,5 TRICHLOROBENZENE; BENZENE DERIVATIVE; CAMPHOR; CAMPHOR 5 MONOOXYGENASE; CHLORINATED HYDROCARBON; MUTANT PROTEIN; PINENE;

CATALYST; CONFERENCE PAPER; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME SPECIFICITY; ENZYME SUBSTRATE COMPLEX; MOLECULAR RECOGNITION; NONHUMAN; OXIDATION; PRIORITY JOURNAL; PROTEIN ENGINEERING; PSEUDOMONAS PUTIDA;

AMINO ACID SUBSTITUTION; CAMPHOR 5-MONOOXYGENASE; CATALYSIS; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; MUTAGENESIS, SITE-DIRECTED; PROTEIN CONFORMATION; PROTEIN ENGINEERING; RECOMBINANT PROTEINS; SUBSTRATE SPECIFICITY;

DRYOBALANOPS; PSEUDOMONAS; PSEUDOMONAS PUTIDA;

EID: 0038541725     PISSN: 03005127     EISSN: None     Source Type: Journal    
DOI: 10.1042/BST0310558     Document Type: Conference Paper

References (50)

1. Ortiz de Montellano, P.R. (ed.) (1995) Cytochrome P450: Structure, Mechanism, and Biochemistry, Plenum Press, New York
2. Gunsalus, I.C. and Wagner, G.C. (1978) Methods Enzymol. 52, 166-188
3. Sligar, S.G. and Murray, R.I. (1986) in Cytochrome P450: Structure, Mechanism, and Biochemistry (Ortiz de Montellano, P.R., ed.), pp. 429-503, Plenum Press, New York
4. 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
5. White, R.E., McCarthy, M.-B., Egeberg, K.D. and Sligar, S.G. (1984) Arch. Biochem. Biophys. 228, 493-502
6. Loida, P.J., Sligar, S.G., Paulsen, M.D., Arnold, G.E. and Ornstein, R.L. (1995) J. Biol. Chem. 270, 5326-5330
7. Atkins, W.M. and Sligar, S.G. (1988) J. Biol. Chem. 263, 18842-18849
8. Atkins, W.M. and Sligar, S.G (1989) J. Am. Chem. Soc. 111, 2715-2717
9. Tuck, S.F., Graham-Lorence, S., Peterson, J.A. and Ortiz de Montellano, P.R. (1993) J. Biol. Chem. 268, 269-275
10. Paulsen, M.D. and Ornstein, R.L. (1993) Protein Eng. 6, 359-365
11. Fruetel, J.A., Collins, J.R., Camper, D.L., Loew, G.H. and Ortiz de Montellano, P.R. (1992) J. Am. Chem. Soc. 114, 6987-6993
12. Mayhew, M.P., Reipa, V., Hoiden, M.J. and Vilker, V.L. (2000) Biotechnol. Progr. 16, 610-616
13. Zu, X., Lu, Z., Zhang, Z., Schenkman, J.B. and Rusling, J.F. (1999) Langmuir 15, 7372-7377
14. Filipovic, D., Paulsen, M.D., Loida, P.J., Sligar, S.G. and Ornstein, R.L. (1992) Biochem. Biophys. Res. Commun. 189, 488-495
15. Loida, P.J. and Sligar, S.G. (1993) Biochemistry 32, 11530-11538
16. Sibbesen, O., Zhang, Z. and Ortiz de Montellano, P.R. (1998) Arch. Biochem. Biophys. 353, 285-296
17. Grayson, D.A., Tewari, Y.B., Mayhew, M.P., Vilker, V.L. and Goldberg, R.N. (1996) Arch. Biochem. Biophys. 332, 239-247
18. Grayson, D.A. and Vilker, V.L. (1999) J. Mol. Catal. B 6, 533-547
19. French, K.J., Strickler, M.D., Rock, D.A., Bennett, G.A., Wahlstrom, J.L., Goldstein, B.M. and Jones, J.P. (2001) Biochemistry 40, 9532-9538
20. French, K.J., Rock, D.A., Manchester, J.I., Goldstein, B.M. and Jones, J.P. (2002) Arch. Biochem. Biophys. 398, 188-197
21. Castro, C.E., Wade, R.S. and Belser, N.O. (1985) Biochemistry 24, 204-210
22. Li, S. and Wackett, L.P. (1993) Biochemistry 32, 9355-9361
23. Paulsen, M.D. and Ornstein, R.L. (1994) J. Comput.-Aided Mol. Des. 8, 389-404
24. De Voss, J.J., Sibbesen, O., Zhang, Z.P. and Ortiz de Montellano, P.R. (1997) J. Am. Chem. Soc. 119, 5489-5498
25. Zhang, Z., Sibbesen, O., Johnson, R.A. and Ortiz de Montellano, P.R. (1998) Bioorg. Med. Chem. 6, 1501-1508
26. Stevenson, J.-A., Westlake, A.C.G., Whittock, C. and Wong, L.-L. (1996) J. Am. Chem. Soc. 118, 12846-12847
27. Nickerson, D.P., Harford-Cross, C.F., Fulcher, S.R. and Wong, L.L. (1997) FEBS Lett. 405, 153-156
28. England, P.A., Rouch, D.A., Westlake, A.C.G., Bell, S.G., Nickerson, D.P., Webberley, M., Flitsch, S.L. and Wong, L.L. (1996) Chem. Commun., 357-358
29. 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. and Flitsch, S.L. (1994) Chem. Commun., 2761-2762
30. Bell, S.G., Rouch, D.A. and Wong, L.L. (1997) J. Mol. Catal. B 3, 293-302
31. England, P.A., Harford-Cross, C.F., Stevenson, J.A., Rouch, D.A. and Wong, L.L. (1998) FEBS Lett. 424, 271-274
32. Stevenson, J.-A., Bearpark, J.K. and Wong, L.-L. (1998) New J. Chem. 551-552
33. Jones, N.E., England, P.A., Rouch, D.A. and Wong, L.L. (1996) Chem. Commun., 2413-2414
34. Bell, S.G., Stevenson, J.-A., Boyd, H.D., Campbell, S., Riddle, A.D., Orton, E.L. and Wong, L.-L. (2002) Chem. Commun., 490-491
35. Joo, H., Lin, Z. and Arnold, F.H. (1999) Nature (London) 399, 670-673
36. Li, Q.S., Schwaneberg, U., Fischer, M., Schmitt, J., Pleiss, J., Lutz-Wahl, S. and Schmid, R.D. (2001) Biochim. Biophys. Acta 1545, 114-121
37. Appel, D., Lutz-Wahl, S., Fischer, P., Schwaneberg, U. and Schmid, R.D. (2001) J. Biotechnol. 88, 167-171
38. Glieder, A., Farinas, E.T. and Arnold, F.H. (2002) Nat. Biotechnol. 20, 1135-1139
39. Gershenzon, J. and Croteau, R.B. (1993) Lipid Metab. Plants 339-388
40. Arctander, S. (1960) Perfume and Flavor Materials of Natural Origin, Allured Publishing Company, Wheaton, IL
41. Poulos, T.L., Finzel, B.C. and Howard, A.J. (1987) J. Mol. Biol. 195, 687-700
42. Bell, S.G., Sowden, R.J. and Wong, L.-L. (2001) Chem. Commun., 635-636
43. Bell, S.G., Chen, X., Sowden, R.J., Xu, F., Williams, J.N., Wong, L.L. and Rao, Z. (2003) J. Am. Chem. Soc. 125, 705-714
44. Jones, J.P., O'Hare, E.J. and Wong, L.L. (2000) Chem. Commun., 247-248
45. Jones, J.P., O'Hare, E.J. and Wong, L.L. (2001) Eur. J. Biochem. 268, 1460-1467
46. Chen, X., Christopher, A., Jones, J.P., Bell, S.G., Guo, Q., Xu, F., Rao, Z. and Wong, L.L. (2002) J. Biol. Chem. 277, 37519-37526
47. Raag, R. and Poulos, T.L. (1991) Biochemistry 30, 2674-2684
48. Raag, R. and Poulos, T.L. (1989) Biochemistry 28, 7586-7592
49. Kadkhodayan, S., Coulter, E.D., Maryniak, D.M., Bryson, T.A. and Dawson, J.H. (1995) J. Biol. Chem. 270, 28042-28048
50. Gelb, M.H., Heimbrook, D.C., Malkönen, P. and Sligar, S.G. (1982) Biochemistry 21, 370-377