Oxidoreductases;
Acting on the CH-OH group of donors;
With oxygen as acceptor
BRITE hierarchy

5-(hydroxymethyl)furfural:oxygen oxidoreductase

5-(hydroxymethyl)furfural + 3 O2 + 2 H2O = furan-2,5-dicarboxylate + 3 H2O2 (overall reaction) [RN:R10858];
(1a) 5-(hydroxymethyl)furfural + O2 = furan-2,5-dicarbaldehyde + H2O2 [RN:R10853];
(1b) furan-2,5-dicarbaldehyde + H2O = 5-(dihydroxymethyl)furan-2-carbaldehyde (spontaneous) [RN:R10854];
(1c) 5-(dihydroxymethyl)furan-2-carbaldehyde + O2 = 5-formylfuran-2-carboxylate + H2O2 [RN:R10855];
(1d) 5-formylfuran-2-carboxylate + H2O = 5-(dihydroxymethyl)furan-2-carboxylate (spontaneous) [RN:R10856];
(1e) 5-(dihydroxymethyl)furan-2-carboxylate + O2 = furan-2,5-dicarboxylate + H2O2 [RN:R10857]

R10853 R10854 R10855 R10856 R10857 R10858
Reaction

5-hydroxymethylfurfural [CPD:C11101];
O2 [CPD:C00007];
H2O [CPD:C00001];
furan-2,5-dicarbaldehyde [CPD:C20899];
5-(dihydroxymethyl)furan-2-carbaldehyde [CPD:C20900];
5-formylfuran-2-carboxylate [CPD:C20449];
5-(dihydroxymethyl)furan-2-carboxylate [CPD:C20901]

The enzyme, characterized from the bacterium Methylovorus sp. strain MP688, is involved in the degradation and detoxification of 5-(hydroxymethyl)furfural. The enzyme acts only on alcohol groups and requires the spontaneous hydration of aldehyde groups for their oxidation [3]. The enzyme has a broad substrate range that overlaps with EC 1.1.3.7, aryl-alcohol oxidase.

EC 1.1.3.47 created 2014

1  [PMID:20194784]

Koopman F, Wierckx N, de Winde JH, Ruijssenaars HJ

Identification and characterization of the furfural and 5-(hydroxymethyl)furfural degradation pathways of Cupriavidus basilensis HMF14.

Proc Natl Acad Sci U S A 107:4919-24 (2010)
DOI:10.1073/pnas.0913039107

[ag:ADE20408]

2  [PMID:24271187]

Dijkman WP, Fraaije MW

Discovery and characterization of a 5-hydroxymethylfurfural oxidase from Methylovorus sp. strain MP688.

Appl Environ Microbiol 80:1082-90 (2014)
DOI:10.1128/AEM.03740-13

[mep:MPQ_0130]

3  [PMID:24802551]

Dijkman WP, Groothuis DE, Fraaije MW

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

Angew Chem Int Ed Engl 53:6515-8 (2014)
DOI:10.1002/anie.201402904