The biomimetic oxidation of dieldrin using polyhalogenated metalloporphyrins

Chemical Communications

Volumn , Issue 7, 1999, Pages 629-630

  Hino, Fumio ^a   Dolphin, David ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

DIELDRIN; HALIDE; METALLOPORPHYRIN;

ARTICLE; CHEMICAL REACTION; METABOLITE; OXIDATION;

EID: 0033531666     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a809080g     Document Type: Article

References (20)

1. G. D. Bellward, R. J. Norstrom, P. W. Whitehead, J. E. Elliot, S. M. Bandiera, C. Dwonschak, T. Chang, S. Forbes, B. Cadario, L. E. Hart and K. M. Cheng. J. Toxicol. Environ. Health, 1990, 30, 33.
2. F. Korte and H. Arent. Life Sci., 1965, 4, 2017.
3. J. D. McKinney, H. B. Mathews and N. K. Wilson, Tetrahedron Lett., 1973, 21, 1895; J. D. McKinney, S. M. DePaul Palaszek, H. B. Mathews and M. H. Behandale, in Pesticides in the Environment. A Continuing Controversy, ed. W. B. Deichmann, Intercontinental Medical Book Corp., New York, 1973, p. 103.
4. J. D. McKinney, H. B. Mathews and N. K. Wilson, Tetrahedron Lett., 1973, 21, 1895; J. D. McKinney, S. M. DePaul Palaszek, H. B. Mathews and M. H. Behandale, in Pesticides in the Environment. A Continuing Controversy, ed. W. B. Deichmann, Intercontinental Medical Book Corp., New York, 1973, p. 103.
5. Foreign Compound Metabolism Vol. 3, A Specialist Periodical Report, Senior Reporter D. E. Hathway, The Chemical Society, London, 1975, p. 404.
6. J. T. Groves and G. A. McClusky, J. Am. Chem. Soc., 1976, 98, 859; J. T. Groves, G. A. McClusky, R. E. White and M. J. Coon, Biochem. Biophys. Res. Commun., 1988, 81, 154.
7. J. T. Groves and G. A. McClusky, J. Am. Chem. Soc., 1976, 98, 859; J. T. Groves, G. A. McClusky, R. E. White and M. J. Coon, Biochem. Biophys. Res. Commun., 1988, 81, 154.
8. J. T. Groves and Y.-Z. Han, Models and Mechanisms of Cytochrome P-450 Action, in Cytochrome P-450, 2nd edn., ed. P. Ortiz de Montellano, 1995, pp. 1-45.
9. D. Dolphin, T. Traylor and L.Y. Xie, Acc. Chem. Res., 1997, 30, 251.
10. 4, filtered and concentrated to 1 ml which was applied to a thick layer silica TLC plate and developed with light petroleum-EtOAc (5:1).
11. The isolated products had identical NMR and IR spectra to authentic samples.
12. 2 (2 × 20 ml) and the products separated by TLC.
13. D. Mansuy, Coord. Chem. Rev., 1993, 125, 129.
14. P. R. Ortiz de Montellano, Oxygen Activation and Reactivity in Cytochrome P-450, 2nd edn., ed. P. R. Ortiz de Montellano, Plenum, New York, 1995.
15. P. R. Ortiz de Montellano and R. A. Stearns, J. Am. Chem. Soc., 1987, 109, 3415.
16. V. W. Bowry and K. V. Ingold, J. Am. Chem. Soc., 1991, 113, 5699.
17. J. T. Groves and P. Viski, J. Am. Chem. Soc., 1989, 111, 8537.
18. M. Newcomb, M.-H. Le Tadic-Biadatti, D. L. Chestney, E. S. Roberts and P. F. Hollenberg, J. Am. Chem. Soc., 1995, 117, 12 085; P. H. Toy, B. Dhanabalasingham, M. Newcomb, I. H. Hanna and P. F. Hollenberg, J. Org. Chem., 1997, 62, 9114; M. Newcomb, M.-H. Le Tadic-Biadatti, D. A. Putt and P. F. Hollenberg. J. Am. Chem. Soc., 1995, 117, 3312.
19. M. Newcomb, M.-H. Le Tadic-Biadatti, D. L. Chestney, E. S. Roberts and P. F. Hollenberg, J. Am. Chem. Soc., 1995, 117, 12 085; P. H. Toy, B. Dhanabalasingham, M. Newcomb, I. H. Hanna and P. F. Hollenberg, J. Org. Chem., 1997, 62, 9114; M. Newcomb, M.-H. Le Tadic-Biadatti, D. A. Putt and P. F. Hollenberg. J. Am. Chem. Soc., 1995, 117, 3312.
20. M. Newcomb, M.-H. Le Tadic-Biadatti, D. L. Chestney, E. S. Roberts and P. F. Hollenberg, J. Am. Chem. Soc., 1995, 117, 12 085; P. H. Toy, B. Dhanabalasingham, M. Newcomb, I. H. Hanna and P. F. Hollenberg, J. Org. Chem., 1997, 62, 9114; M. Newcomb, M.-H. Le Tadic-Biadatti, D. A. Putt and P. F. Hollenberg. J. Am. Chem. Soc., 1995, 117, 3312.