Aromatic ring cleavage of a non‐phenolic β‐O‐4 lignin model dimer by laccase of Trametes versicolor in the presence of 1‐hydroxybenzotriazole

FEBS Letters

Kawai, Shingo¹  Ohashi, Hideo¹  Nakagawa, Makoto¹ 

[1] Department of Applied Bioorganic Chemistry, Faculty of Agriculture, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

关键词: Laccase;    1-Hydroxybenzotriazole;    Lignin;    Non-phenolic β-O-4 lignin model dimer;    Aromatic ring cleavage;   

DOI  :  10.1016/S0014-5793(99)00247-1

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

The novel cleavage products, 2,3-dihydroxy-1-(4-ethoxy-3-methoxyphenyl)-1-formyloxypropane (II) and 1-(4-ethoxy-3-methoxyphenyl)-1,2,3-trihydroxypropane-2,3-cyclic carbonate (III) were identified as products of a non-phenolic β-O-4 lignin model dimer, 1,3-dihydroxy-2-(2,6-dimethoxylphenoxy)-1-(4-ethoxy-3-methoxyphenyl)propane (I), by a Trametes versicolor laccase in the presence of 1-hydroxybenzotriazole (1-HBT). An isotopic experiment with a ¹³C-labeled lignin model dimer, 1,3-dihydroxy-2-(2,6-[U-ring-¹³C]dimethoxyphenoxy)-1-(4-ethoxy-3-methoxyphenyl)propane (I-¹³C) indicated that the formyl and carbonate carbons of products II and III were derived from the β-phenoxy group of β-O-4 lignin model dimer I as aromatic ring cleavage fragments. These results show that the laccase-1-HBT couple could catalyze the aromatic ring cleavage of non-phenolic β-O-4 lignin model dimer in addition to the β-ether cleavage, Cα-Cβ cleavage, and Cα-oxidation.

【 授权许可】

Unknown