Enzyme-Catalyzed Oxidation of 5-Hydroxymethylfurfural to Furan-2,5-dicarboxylic Acid

Willem P. Dijkman, Daphne E. Groothuis, Marco W. Fraaije*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

183 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)6515-6518
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number25
DOIs
Publication statusPublished - 16-Jun-2014

Keywords

  • biocatalysis
  • carboxylic acids
  • enzyme catalysis
  • kinetics
  • oxidation
  • 2,5-FURANDICARBOXYLIC ACID
  • AEROBIC OXIDATION
  • ALCOHOL OXIDASE
  • CHEMICALS
  • BIOMASS
  • PURIFICATION
  • HMF

Cite this