8BAP

Eugenol Oxidase (EUGO) from Rhodococcus jostii RHA1, eightfold mutant active on propanol syringol

8BAP の概要

• エントリーDOI: 10.2210/pdb8bap/pdb
• 分子名称: Probable vanillyl-alcohol oxidase, FLAVIN-ADENINE DINUCLEOTIDE, 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol, ... (5 entities in total)
• 機能のキーワード: biocatalysis, lignin, fad, flavoenzyme, oxidoreductase
• 由来する生物種: Rhodococcus jostii RHA1
• タンパク質・核酸の鎖数: 16
• 化学式量合計: 958806.54

構造登録者

Alvigini, L.,Mattevi, A. (登録日: 2022-10-11, 公開日: 2023-10-25, 最終更新日: 2023-12-13)

主引用文献

Guo, Y.,Alvigini, L.,Saifuddin, M.,Ashley, B.,Trajkovic, M.,Alonso-Cotchico, L.,Mattevi, A.,Fraaije, M.W.
One-Pot Biocatalytic Synthesis of rac -Syringaresinol from a Lignin-Derived Phenol.
Acs Catalysis, 13:14639-14649, 2023

PubMed Abstract: The drive for a circular bioeconomy has resulted in a great demand for renewable, biobased chemicals. We present a one-pot biocatalytic cascade reaction for the production of racemic syringaresinol, a lignan with applications as a nutraceutical and in polymer chemistry. The process consumes dihydrosinapyl alcohol, which can be produced renewably from the lignocellulosic material. To achieve this, a variant of eugenol oxidase was engineered for the oxidation of dihydrosinapyl alcohol into sinapyl alcohol with good conversion and chemoselectivity. The crystal structure of the engineered oxidase revealed the molecular basis of the influence of the mutations on the chemoselectivity of the oxidation of dihydrosinapyl alcohol. By using horseradish peroxidase, the subsequent oxidative dimerization of sinapyl alcohol into syringaresinol was achieved. Conditions for the one-pot, two-enzyme synthesis were optimized, and a high yield of syringaresinol was achieved by cascading the oxidase and peroxidase steps in a stepwise fashion. This study demonstrates the efficient production of syringaresinol from a compound that can be renewed by reductive catalytic fractionation of lignocellulose, providing a biocatalytic route for generating a valuable compound from lignin.

PubMed: 38026814
DOI: 10.1021/acscatal.3c04399

実験手法

X-RAY DIFFRACTION (2.3 Å)