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Degradation mechanisms of a nonphenolic β- O -4 lignin model dimer by Trametes versicolor laccase in the presence of 1-hydroxybenzotriazole by Shingo Kawai; Makoto Nakagawa; Hideo Ohashi is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

What is Degradation mechanisms of a nonphenolic β- O -4 lignin model dimer by Trametes versicolor laccase in the presence of 1-hydroxybenzotriazole about?

Past studies have shown that Trametes versicolor laccase catalyzed C␣-C␤ cleavage, C␣-oxidation, ␤-ether cleavage and aromatic ring cleavage of a nonphenolic ␤-O-4 lignin model dimer, 1,3-dihydroxy-2-(2,6-dimethoxyphenoxy)-1-(4-ethoxy-3-methoxyphenyl)propane (I), in the presence of 1-hydroxybenzotriazole. In this study, we investigated the detailed degradation mechanism for these pathways of substrate I by laccase/1-hydroxybenzotriazole couple, based on incorporation experiments from H 2 18 O and 18 O 2 . Oxidation of substrate I in H 2 18 O resulted in the incorporation of 18 O into three aromatic ring cleavage products and a ␤-ether cleavage product. These results were identical with those for lignin peroxidase. We inferred that these cleavages of substrate I proceed via the ␤-aryl cation radical intermediate of I. However, the C␣-C␤ cleavage degradation product of I by the laccase/1-hydroxybenzotriazole couple was 4-ethoxy-3-methoxybenzoic acid, whereas it was 4-ethoxy-3-methoxybenzaldehyde for lignin peroxidase. It is clear that one atom of 18 O from 18 O 2 was incorporated into 4-ethoxy-3-methoxybenzoic acid during the oxidation of substrate I. To confirm the reaction intermed

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Author

Shingo Kawai; Makoto Nakagawa; Hideo Ohashi

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0141-0229)

Published

2002

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)