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 Moënne-Loccoz, James A Field, Michael H. Gold

Research output: Contribution to journalArticle

16 Citations (Scopus)

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
StatePublished - Dec 15 1998
Externally publishedYes

Fingerprint

Cations
Oxidation
Ultraviolet spectroscopy
Dimers
Light absorption
Paramagnetic resonance
Absorption spectra
Spectrum Analysis
2-chloro-1,4-dimethoxybenzene
lignin peroxidase
anisyl alcohol
Enzymes

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

2-Chloro-1,4-dimethoxybenzene cation radical : Formation and role in the lignin peroxidase oxidation of anisyl alcohol. / Teunissen, Pauline J M; Sheng, Dawei; Reddy, G. Vijay Bhasker; Moënne-Loccoz, Pierre; Field, James A; Gold, Michael H.

In: Archives of Biochemistry and Biophysics, Vol. 360, No. 2, 15.12.1998, p. 233-238.

Research output: Contribution to journalArticle

Teunissen, Pauline J M ; Sheng, Dawei ; Reddy, G. Vijay Bhasker ; Moënne-Loccoz, Pierre ; Field, James A ; Gold, Michael H. / 2-Chloro-1,4-dimethoxybenzene cation radical : Formation and role in the lignin peroxidase oxidation of anisyl alcohol. In: Archives of Biochemistry and Biophysics. 1998 ; Vol. 360, No. 2. pp. 233-238.
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