C. fumago chloroperoxidase is also a dehaloperoxidase: Oxidative dehalogenation of halophenols

Journal of the American Chemical Society

Volumn 128, Issue 4, 2006, Pages 1036-1037

  Osborne, Robert L ^a   Raner, Gregory M ^a   Hager, Lowell P ^a   Dawson, John H ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

CHLORIDE PEROXIDASE; HALOPHENOL;

ARTICLE; CATALYSIS; DEHALOGENATION; DERIVATIZATION; ELECTRON TRANSPORT; ENZYME ACTIVITY; ENZYME SUBSTRATE; EPOXIDATION; OXIDATIVE STRESS; REACTION ANALYSIS; STRUCTURE ANALYSIS;

ASCOMYCOTA; CHLORIDE PEROXIDASE; MASS SPECTROMETRY; OXIDATION-REDUCTION; PHENOLS;

EID: 31944449518     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja056213b     Document Type: Article

References (28)

1. Dawson, J. H. Science 1988, 240, 433-439.
2. Dawson, J. H.; Sono, M. Chem. Rev. 1987, 87, 1255-1276.
3. Sundaramoorthy, M.; Terner, J.; Poulos, T. L. Structure 1995, 3, 1367-1377.
4. Morris, D. R.; Hager, L. P. J. Biol. Chem. 1966, 241, 1763-1768.
5. Yi, X.; Conesa, A.; Punt, P. J.; Hager, L. P. J. Biol. Chem. 2003, 278, 13855-13859.
6. Filizola, M.; Loew, G. H. J. Am. Chem. Soc. 2000, 122, 3599-3605.
7. McCarthy, M. B.; White, R. E. J. Biol. Chem. 1983, 258, 9153-9158.
8. Ortiz de Montellano, P. R.; Choe, Y. S.; DePillus, G.; Catalano, C. E. J. Biol. Chem. 1987, 262, 11641-11646.
9. Kobayashi, S.; Nakano, M.; Goto, T.; Kimura, T.; Schaap, A. P. Biochem. Biophys. Res. Commun. 1986, 135, 166-171.
10. Kobayashi, S.; Nakano, M.; Kimura, T.; Schaap, A. P. Biochemistry 1987, 26, 5019-5022.
11. Green, M. T.; Dawson, J. H.; Gray, H. B. Science 2004, 304, 1653-1656.
12. (a) Ator, M. A.; Ortiz de Montellano, P. R. J. Biol. Chem. 1987, 262, 1542-1551.
13. (b) Harris, R. Z.; Wariishi, H.; Gold, M. H.; Ortiz de Montellano, P. R. J. Biol. Chem. 1991, 266, 8751-8758.
14. Palcic, M. M.; Rutter, R.; Araiso, T.; Hager, L. P.; Dunford, H. B. Biochem. Biophys. Res. Commun. 1980, 240, 433-439.
15. Libby, R. D.; Beachy, T. M.; Phipps, A. K. J. Biol. Chem. 1996, 271, 21820-21827.
16. Rai, G. P.; Sakai, S.; Florez, A. M.; Mogollon, L.; Hager, L. P. Adv. Synth. Catal. 2001, 343, 638-645.
17. Wagenknecht, H. A.; Woggon, W. D. Chem. Biol. 1997, 4, 367-372.
18. Argese, E.; Bettiol, C.; Giurin, G.; Miana, P. Chemosphere 1999, 38, 2281-2292.
19. Godoy, F.; Zenteno, P.; Cerda, F.; Gonzalez, B.; Martinez, M. Chemosphere 1999, 38, 655-662.
20. Agency for Toxic Substances and Disease Registry (ATSDR), Toxicological Profile for Chlorophenols, U.S. Department of Health and Human Services, Public Health Service, Atlanta, GA, 1999.
21. Ferrari, R. P.; Laurenti, E.; Trotta, F. J. Biol. Inorg. Chem. 1999, 4, 232-237.
22. Hammel, K. E.; Tardone, P. J. Biochemistry 1988, 27, 6563-6568.
23. Chen, Y. P.; Woodin, S. A.; Lincoln, D. E.; Lovell, C. R. J. Biol. Chem. 1996, 271, 4609-4612.
24. Osborne, R. L.; Taylor, L. O.; Han, K. P.; Ely, B.; Dawson, J. H. Biochem. Biophys. Res. Commun. 2004, 324, 1194-1198.
25. 2O. and 0.1% trifluoroacetic acid) with a flow rate of 1 mL/min. The reaction products were extracted in ethyl acetate for GC analysis. A Restek RTX-50 GC capillary column (30 m × 0.32 mm) i.d. × 0.25 μm d.f. was used. Initial temperature of the column was set at 70 °C for 3.5 min, and from there the temperature was increased at a rate of 15 °C/min up to a final temperature of 280 °C and held for 7.5 min. MS detection was in the positive ion mode. Authentic samples of 2,4,6-trichlorophenol and 2,6-dichloro-1,4-benzoquinone gave identical retention times for both HPLC and GC analyses.
26. See Supporting Information containing supplemental data.
27. 2 composition.
28. Reddy, C. M.; Xu, L.; Drenzek, N. J.; Sturchio, N. C.; Heraty, L. J.; Kimblin, C.; Butler, A. J. Am. Chem. Soc. 2002, 124, 14526.