Literature DB >> 24802551

Enzyme-catalyzed oxidation of 5-hydroxymethylfurfural to furan-2,5-dicarboxylic acid.

Willem P Dijkman1, Daphne E Groothuis, Marco W Fraaije.   

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.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  biocatalysis; carboxylic acids; enzyme catalysis; kinetics; oxidation

Mesh:

Substances:

Year:  2014        PMID: 24802551     DOI: 10.1002/anie.201402904

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  23 in total

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4.  Creating a more robust 5-hydroxymethylfurfural oxidase by combining computational predictions with a novel effective library design.

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5.  Enzymatic Preparation of 2,5-Furandicarboxylic Acid (FDCA)-A Substitute of Terephthalic Acid-By the Joined Action of Three Fungal Enzymes.

Authors:  Alexander Karich; Sebastian B Kleeberg; René Ullrich; Martin Hofrichter
Journal:  Microorganisms       Date:  2018-01-09

6.  Rational Engineering of a Flavoprotein Oxidase for Improved Direct Oxidation of Alcohols to Carboxylic Acids.

Authors:  Mathias Pickl; Christoph K Winkler; Silvia M Glueck; Marco W Fraaije; Kurt Faber
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Review 7.  Biocatalytic Oxidation Reactions: A Chemist's Perspective.

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Journal:  Angew Chem Int Ed Engl       Date:  2018-07-03       Impact factor: 15.336

8.  Pycnoporus cinnabarinus glyoxal oxidases display differential catalytic efficiencies on 5-hydroxymethylfurfural and its oxidized derivatives.

Authors:  Marianne Daou; Bassem Yassine; Saowanee Wikee; Eric Record; Françoise Duprat; Emmanuel Bertrand; Craig B Faulds
Journal:  Fungal Biol Biotechnol       Date:  2019-04-01

9.  Self-sustained enzymatic cascade for the production of 2,5-furandicarboxylic acid from 5-methoxymethylfurfural.

Authors:  Juan Carro; Elena Fernández-Fueyo; Carmen Fernández-Alonso; Javier Cañada; René Ullrich; Martin Hofrichter; Miguel Alcalde; Patricia Ferreira; Angel T Martínez
Journal:  Biotechnol Biofuels       Date:  2018-04-02       Impact factor: 6.040

10.  Green conversion of 5-hydroxymethylfurfural to furan-2,5-dicarboxylic acid by heterogeneous expression of 5-hydroxymethylfurfural oxidase in Pseudomonas putida S12.

Authors:  Chih-Ting Hsu; Yang-Cheng Kuo; Yu-Cheng Liu; Shen-Long Tsai
Journal:  Microb Biotechnol       Date:  2020-03-31       Impact factor: 5.813

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