title: Enzyme-catalyzed oxidation of 5-hydroxymethylfurfural to furan-2,5-dicarboxylic acid.
abstract: 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.
authors.affiliation: Molecular Enzymology Group, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, Groningen (The Netherlands) http://www.rug.nl/staff/m.w.fraaije/research.
authors.forename: Willem P
authors.initials: WP
authors.lastname: Dijkman
authors.forename: Daphne E
authors.initials: DE
authors.lastname: Groothuis
authors.forename: Marco W
authors.initials: MW
authors.lastname: Fraaije
mesh_terms: D002384:Catalysis; D003998:Dicarboxylic Acids / Q000737:chemistry*; D005662:Furaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D005663:Furans / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010088:Oxidoreductases / Q000737:chemistry / Q000378:metabolism*
chemical_list: D003998:Dicarboxylic Acids; D005663:Furans; C008046:5-hydroxymethylfurfural; D005662:Furaldehyde; D010088:Oxidoreductases; C039281:furan
keywords: biocatalysis; carboxylic acids; enzyme catalysis; kinetics; oxidation