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

C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols. Research Abstract Details 

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C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols. Abstract Text:

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

We have examined the H2O2-dependent oxidative dehalogenation of 2,4,6-trihalophenols and p-halophenols catalyzed by Caldariomyces fumago chloroperoxidase (CCPO). CCPO is significantly more robust than other peroxidases and can function under harsher reaction conditions, and so its ability to dehalogenate halophenols could lead to its use as a bioremediation catalyst for aromatic dehalogenation reactions. Optimal catalysis occurred under acidic conditions (100 mM potassium phosphate solution, pH 3.0). UV-visible absorption spectroscopy, high-performance liquid chromatography, and gas chromatography/mass spectrometry clearly identified the oxidized reaction product for CCPO-catalyzed dehalogenation of 2,4,6-trihalophenols as the corresponding 2,6-dihalo-1,4-benzoquinones. This reaction has previously been reported for two His-ligated heme-containing peroxidases (see Osborne, R. L.; Taylor, L. O.; Han, K. P.; Ely, B.; Dawson, J. H. Biochem. Biophys. Res. Commun. 2004, 324, 1194-1198), but this is the first example of a Cys-ligated heme-containing peroxidase functioning as a dehaloperoxidase. The relative catalytic efficiency (turnover number) of CCPO reported herein is comparable to that of horseradish peroxidase (Ferrari, R. P.; Laurenti, E.; Trotta, F. J. Biol. Inorg. Chem. 1965, 4, 232-237). The mechanism of dehalogenation has been probed using p-halophenols as substrates. Here the major product is a dimer with 1,4-benzoquinone as the minor product. An electron-transfer mechanism is proposed that accounts for the products formed from both the 2,4,6-trihalo- and p-halophenols. Finally, we note that this is the first case of a peroxidase known primarily for its halogenation ability being shown to also dehalogenate substrates.

C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols. Publishing Authors By Initials

RL Osborne,GM Raner,LP Hager,JH Dawson,

For similar organic chemicals: phenols research abstracts see: organic chemicals: phenols research

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C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: Journal of the American Chemical Society

VOLUME: 128

Page Numbers: 1036-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 1

MONTH: Feb

YEAR: 2006

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

Number of References:

LANGUAGE: eng

NlmUniqueID: 7503056

C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols. Keywords Mesh Terms:

KEYWORDS: Phenols

MESH TERMS: chemistry

Chemical & Substance for Abstract: C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols. Information

Substance Name: Chloride Peroxidase

Registry Number: EC 1.11.1.10

Grant and Affiliation Information for C. fumago chloroperoxidase is also a dehaloperoxidase: oxidative dehalogenation of halophenols.

AFFILIATION: Department of Chemistry and Biochemistry and School of Medicine, University of South Carolina, Columbia, 29208, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM 26730

ACRONYM: GM

MEDLINETA: J Am Chem Soc

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