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2-Chloro-1,4-dimethoxybenzene Cation Radical: Formation and Role in the Lignin Peroxidase Oxidation of Anisyl Alcohol

2-Chloro-1,4-dimethoxybenzene Cation Radical: Formation and Role in the Lignin Peroxidase Oxidation of Anisyl Alcohol

P J Teunissen, D Sheng, G V Reddy, P Moënne-Loccoz, J A Field, M H Gold

Arch Biochem Biophys. 1998 Dec 15;360(2):233-8.

PMID: 9851835

Abstract:

2-Chloro-1,4-dimethoxybenzene (2Cl-1,4-DMB) oxidation by lignin peroxidase (LiP) proceeds via the formation of the 2Cl-1,4-DMB cation radical as indicated by ESR and UV/vis spectroscopy. The products of the LiP-catalyzed oxidation of 2Cl-1,4-DMB were identified as 2-chloro-1,4-benzoquinone and the dimers dichlorotetramethoxybiphenyl and chloro(chlorodimethoxyphenyl)benzoquinone. The addition of anisyl alcohol (AA) rapidly quenched the 2Cl-1,4-DMB cation radical optical absorption bands, suggesting that the cation radical directly mediates the oxidation of AA. When LiP reactions are conducted in the presence of 50 microM 2Cl-1,4-DMB, the enzyme is inactivated; however, this inactivation can be prevented by the addition of AA. This also suggests that the 2Cl-1,4-DMB cation radical formed in the reaction, in turn, oxidizes AA.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP150787	1,4-Dimethoxybenzene		150-78-7	Price

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