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

Aromatic ring cleavage of a non-phenolic β-O-4 lignin model dimer by laccase of Trametes versicolor in the presence of 1-hydroxybenzotriazole
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DOI:
10.1016/s0014-5793(99)00247-1
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发表时间:
1999-03-12
期刊:
影响因子:
3.5
通讯作者:
Ohashi, H
Ohashi, H
中科院分区:
生物学3区
文献类型:
--
作者:
Kawai, S;Nakagawa, M;Ohashi, H

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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 beta-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 C-13-labeled lignin model dimer, 1,3-dihydroxy-2-(2,6-[U-ring-C-13]dimethoxyphenoxy)-1- (4-ethoxy-3-methoxyphenyl)propane (I-C-13) indicated that the formyl and carbonate carbons of products II and III were derived from the beta-phenoxy group of beta-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 beta-O-4 lignin model diner in addition to the beta-ether cleavage, C alpha-C beta cleavage, and C alpha-oxidation. (C) 1999 Federation of European Biochemical Societies.