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Enzyme‐Catalyzed Oxidation of 5‐Hydroxymethylfurfural to Furan‐2,5‐dicarboxylic Acid
Author(s) -
Dijkman Willem P.,
Groothuis Daphne E.,
Fraaije Marco W.
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201402904
Subject(s) - furan , chemistry , hydroxymethyl , oxidizing agent , organic chemistry , furfural , yield (engineering) , catalysis , methanol , dicarboxylic acid , nafion , oxidase test , hydroxymethylfurfural , 5 hydroxymethylfurfural , alcohol , enzyme , electrochemistry , materials science , electrode , metallurgy
Furan‐2,5‐dicarboxylic acid (FDCA) is a biobased platform chemical for the production of polymers. In the past few years, numerous multistep chemical routes have been reported on the synthesis of FDCA by oxidation of 5‐hydroxymethylfurfural (HMF). Recently we identified an FAD‐dependent enzyme which is active towards HMF and related compounds. This oxidase has the remarkable capability of oxidizing [5‐(hydroxymethyl)furan‐2‐yl]methanol to FDCA, a reaction involving four consecutive oxidations. The oxidase can produce FDCA from HMF with high yield at ambient temperature and pressure. Examination of the underlying mechanism shows that the oxidase acts on alcohol groups only and depends on the hydration of aldehydes for the oxidation reaction required to form FDCA.