TY - JOUR
T1 - 2-Chloro-1,4-dimethoxybenzene cation radical
T2 - Formation and role in the lignin peroxidase oxidation of anisyl alcohol
AU - Teunissen, Pauline J.M.
AU - Sheng, Dawei
AU - Reddy, G. Vijay Bhasker
AU - Moënne-Loccoz, Pierre
AU - Field, Jim A.
AU - Gold, Michael H.
N1 - Funding Information:
1This work was supported by a grant from the National Science Foundation to M.H.G. (MCB-9506338), by a grant from the Life Science Foundation (SLW-805-19.233), which is subsidized by the Netherlands Organization for Scientific Research (NWO) to J.A.F. and P.J.M.T., and by a grant from the Dutch Foundation for Biological Sciences (SLW-805-19.233) to J.A.F. and P.J.M.T.
PY - 1998/12/15
Y1 - 1998/12/15
N2 - 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.
AB - 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.
KW - 2-chloro-1,4-dimethoxybenzene
KW - Anisyl alcohol
KW - Cation radical
KW - Lignin peroxidase
KW - Mediator
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U2 - 10.1006/abbi.1998.0940
DO - 10.1006/abbi.1998.0940
M3 - Article
C2 - 9851835
AN - SCOPUS:0032535618
SN - 0003-9861
VL - 360
SP - 233
EP - 238
JO - Archives of Biochemistry and Biophysics
JF - Archives of Biochemistry and Biophysics
IS - 2
ER -