2-Chloro-1,4-dimethoxybenzene cation radical: Formation and role in the lignin peroxidase oxidation of anisyl alcohol

Pauline J M Teunissen, Dawei Sheng, G. Vijay Bhasker Reddy, Pierre Moenne-Loccoz, Jim A. Field, Michael H. Gold

Research output: Contribution to journalArticle

16 Scopus citations

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 μM 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.

Original languageEnglish (US)
Pages (from-to)233-238
Number of pages6
JournalArchives of Biochemistry and Biophysics
Volume360
Issue number2
DOIs
Publication statusPublished - Dec 15 1998

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Keywords

  • 2-chloro-1,4-dimethoxybenzene
  • Anisyl alcohol
  • Cation radical
  • Lignin peroxidase
  • Mediator

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

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