Title |
Enzymatic Specific Production and Chemical Functionalization of Phenylpropanone Platform Monomers from Lignin
|
---|---|
Published in |
ChemSusChem, December 2016
|
DOI | 10.1002/cssc.201601235 |
Pubmed ID | |
Authors |
Yukari Ohta, Ryoichi Hasegawa, Kanako Kurosawa, Allyn H. Maeda, Toshio Koizumi, Hiroshi Nishimura, Hitomi Okada, Chen Qu, Kaori Saito, Takashi Watanabe, Yuji Hatada |
Abstract |
Enzymatic catalysis is an eco-friendly 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 production of platform monomers from natural lignin has not been accomplished. In this study, we successfully achieved highly specific production of aromatic monomers with a phenylpropane structure directly from natural lignin using a cascade reaction of ß-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), respectively. 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-base 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. |
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