5FXF

Crystal structure of eugenol oxidase in complex with benzoate

5FXF の概要

• エントリーDOI: 10.2210/pdb5fxf/pdb
• 関連するPDBエントリー: 5FXD 5FXE 5FXP
• 分子名称: EUGENOL OXIDASE, FLAVIN-ADENINE DINUCLEOTIDE, BENZOIC ACID, ... (5 entities in total)
• 機能のキーワード: oxidoreductase, biocatalysis, selective oxidation, kinetic resolution, oxidases, eugenol
• 由来する生物種: RHODOCOCCUS JOSTII RHA1
• タンパク質・核酸の鎖数: 2
• 化学式量合計: 119752.60

構造登録者

Nguyen, Q.-T.,de Gonzalo, G.,Binda, C.,Martinez, A.R.,Mattevi, A.,Fraaije, M.W. (登録日: 2016-03-01, 公開日: 2016-07-27, 最終更新日: 2024-11-13)

主引用文献

Nguyen, Q.,De Gonzalo, G.,Binda, C.,Rioz-Martinez, A.,Mattevi, A.,Fraaije, M.W.
Biocatalytic Properties and Structural Analysis of Eugenol Oxidase from Rhodococcus Jostii Rha1: A Versatile Oxidative Biocatalyst.
Chembiochem, 17:1359-, 2016

PubMed Abstract: Eugenol oxidase (EUGO) from Rhodococcus jostii RHA1 had previously been shown to convert only a limited set of phenolic compounds. In this study, we have explored the biocatalytic potential of this flavoprotein oxidase, resulting in a broadened substrate scope and a deeper insight into its structural properties. In addition to the oxidation of vanillyl alcohol and the hydroxylation of eugenol, EUGO can efficiently catalyze the dehydrogenation of various phenolic ketones and the selective oxidation of a racemic secondary alcohol-4-(1-hydroxyethyl)-2-methoxyphenol. EUGO was also found to perform the kinetic resolution of a racemic secondary alcohol. Crystal structures of the enzyme in complexes with isoeugenol, coniferyl alcohol, vanillin, and benzoate have been determined. The catalytic center is a remarkable solvent-inaccessible cavity on the si side of the flavin cofactor. Structural comparison with vanillyl alcohol oxidase from Penicillium simplicissimum highlights a few localized changes that correlate with the selectivity of EUGO for phenolic substrates bearing relatively small p-substituents while tolerating o-methoxy substituents.

PubMed: 27123962
DOI: 10.1002/CBIC.201600148

実験手法

X-RAY DIFFRACTION (1.9 Å)