An artificial cytochrome P450 that hydroxylates unactivated carbons with regio- and stereoselectivity and useful catalytic turnovers

Proceedings of the National Academy of Sciences of the United States of America

Volumn 94, Issue 21, 1997, Pages 11156-11158

  Breslow, Ronald ^a   Huang, Ying ^a   Zhang, Xiaojun ^a   Yang, Jerry ^a  

^a Och Spine at New York Presbyterian Hospitals   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450;

ARTICLE; ENZYME ACTIVITY; ENZYME SPECIFICITY; ENZYME SUBSTRATE COMPLEX; PRIORITY JOURNAL; STEREOCHEMISTRY;

CATALYSIS; CYCLODEXTRINS; CYTOCHROME P-450 ENZYME SYSTEM; HYDROXYLATION; MANGANESE; PORPHYRINS; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 0030826460     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.94.21.11156     Document Type: Article

References (24)

1. Woggon, W. D. (1996) Cytochrome P 450: Significance, Reaction Mechanisms and Active Site Analogues, ed. Smidtchen, F. P. (Springer. Berlin), pp. 39-96.
2. Groves, J. T. & Han, Y.-Z. (1995) Models and Mechanism of Cytochrome P-450 Action, ed. Ortiz de Montellano, P. R. (Plenum. New York), pp. 3-48.
3. Meunier, B. (1992) Chem. Rev. 92, 1411-1456.
4. Breslow, R. & Winnik, M. A. (1969) J. Am. Chem. Soc. 91, 3083-3084.
5. Breslow, R. & Baldwin. S. W. (1970) J. Am. Chem. Soc. 92, 732-734.
6. Breslow, R. & Scholl. P. C. (1971) J. Am. Chem. Soc. 93, 2331-2333.
7. Breslow, R. & Kalicky. P. (1971) J. Am. Chem. Soc. 93, 3540-3541.
8. Breslow. R., Baldwin, S.. Flechtner, T., Kalicky, P., Liu, S. & Washhurn, W. (1973) J. Am. Chem. Soc. 95, 3251-3262.
9. Breslow, R., Rothhard, J., Herman, F. & Rodriguez. M. L. (1978) J. Am. Chem. Soc. 100, 1213-1218.
10. Czarniecki, M. F. & Breslow, R. (1979) J. Am. Chem. Soc. 101, 3675-3676.
11. Breslow, R., Rajagopalan, R. & Schwarz, J. (1981) J. Am. Chem. Soc. 103, 2905-2907.
12. Breslow, R. (1991) in Oxidation by Remote Functionalization Methods, ed. Trost, B. M. (Pergamon, Oxford), Vol. 7, pp. 39-52.
13. Breslow. R. (1988) Chemtracts Org. Chem. 1, 333-348.
14. Breslow. R. (1980) Acc. Chem. Res 13, 170-177.
15. Groves, J. T. & Neumann. R. (1989) J. Am. Chem. Soc. 111, 2900-2909.
16. Groves, J. T. & Neumann, R. (1987) J. Am. Chem. Soc. 109, 5045-5047.
17. Groves, J. T. & Neumann. R. (1988) J. Org. Chem. 53, 3891-3893.
18. Grieco, P. A. & Stuk. T. L. (1990) J. Am. Chem. Soc. 112, 7799-7801.
19. Kaufman. M. D., Grieco, P. A. & Bouaie, D. W. (1993) J, Am. Chem. Soc. 115, 11648-11649.
20. Stuk. T. L., Grieco. P. A. & Marsh. M. M. (1991) J. Org. Chem. 56, 2957-2959.
21. Breslow, R., Brown, A. B., McCullough. R. D. & White, P. W. (1989) J. Am. Chem. Soc. 111, 4517-4518.
22. Breslow. R., Zhang. X., Xu. R., Maletic. M. & Merger. R. (1996) J. Am. Chem. Soc. 118, 11678-11679.
23. Breslow, R., Zhang, X. & Huang, Y. (1997) J. Am. Chem. Soc. 119, 4535-4536.
24. McCarthy, M.-B. & White. R. E. (1983) J. Biol. Chem. 258, 9153-9158