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Title: Enzymatic Specific Production and Chemical Functionalization of Phenylpropanone Platform Monomers from Lignin.
Authors: Ohta, Yukari
Hasegawa, Ryoichi
Kurosawa, Kanako
Maeda, Allyn. H
Koizumi, Toshio
Nishimura, Hiroshi
Okada, Hitomi
Qu, Chen
Saito, Kaori
Watanabe, Takashi  kyouindb  KAKEN_id
Hatada, Yuji
Author's alias: 大田, ゆかり
小泉, 俊雄
渡辺, 隆司
秦田, 勇二
Keywords: biomass
enzymes
lignin
molecular recognition
reaction mechanisms
Issue Date: 16-Dec-2016
Publisher: Wiley-VCH Verlag GmbH & Co.
Journal title: ChemSusChem
Volume: 9
Abstract: Enzymatic catalysis is an ecofriendly strategy for the production of high-value low-molecular-weight aromatic compounds from lignin. Although well-definable aromatic monomers have been obtained from synthetic lignin-model dimers, enzymatic-selective synthesis of platform monomers from natural lignin has not been accomplished. In this study, we successfully achieved highly specific synthesis of aromatic monomers with a phenylpropane structure directly from natural lignin using a cascade reaction of β-O-4-cleaving bacterial enzymes in one pot. Guaiacylhydroxylpropanone (GHP) and the GHP/syringylhydroxylpropanone (SHP) mixture are exclusive monomers from lignin isolated from softwood (Cryptomeria japonica) and hardwood (Eucalyptus globulus). The intermediate products in the enzymatic reactions show the capacity to accommodate highly heterologous substrates at the substrate-binding sites of the enzymes. To demonstrate the applicability of GHP as a platform chemical for bio-based industries, we chemically generate value-added GHP derivatives for bio-based polymers. Together with these chemical conversions for the valorization of lignin-derived phenylpropanone monomers, the specific and enzymatic production of the monomers directly from natural lignin is expected to provide a new stream in "white biotechnology" for sustainable biorefineries.
Description: 海洋性細菌の酵素で木材成分のリグニンから機能性化学品を創る : ホワイトバイオテクノロジーの新展開. 京都大学プレスリリース. 2016-12-22.
Rights: © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
URI: http://hdl.handle.net/2433/217686
DOI(Published Version): 10.1002/cssc.201601235
PubMed ID: 27878983
Related Link: http://www.kyoto-u.ac.jp/ja/research/research_results/2016/161216_2.html
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