KEGG   ORTHOLOGY: K16873Help
Entry
K16873                      KO                                     

Name
hmfH
Definition
5-(hydroxymethyl)furfural/furfural oxidase [EC:1.1.3.47 1.1.3.-]
Pathway
ko00365  Furfural degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00365 Furfural degradation
    K16873  hmfH; 5-(hydroxymethyl)furfural/furfural oxidase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.3  With oxygen as acceptor
    1.1.3.47  5-(hydroxymethyl)furfural oxidase
     K16873  hmfH; 5-(hydroxymethyl)furfural/furfural oxidase
    1.1.3.-  
     K16873  hmfH; 5-(hydroxymethyl)furfural/furfural oxidase
BRITE hierarchy
Other DBs
RN: R10212 R10216 R10858
COG: COG2303
Genes
PSK: U771_11545
PRH: LT40_15490
HAK: KO116_01524
CNC: CNE_BB2p00120(betA)
CUH: BJN34_06490 BJN34_36300
BCJ: BCAL1185
BCEN: DM39_4075
BUG: BC1001_3784 BC1001_5246
BGF: BC1003_0595 BC1003_4169
BGD: bgla_2g10080
BGO: BM43_4645
BXE: Bxe_B1504
BXB: DR64_6811
AMIM: MIM_c00530
ODI: ODI_R0536
MEP: MPQ_0130(betA)
ARA: Arad_7048
BJA: blr0367
BRS: S23_14520
BRAD: BF49_1118
MET: M446_1311
MNO: Mnod_4787
MOR: MOC_3629
MAQU: Maq22A_2p41610(betA) Maq22A_c13940(betA)
HDI: HDIA_0814(betA_1)
SWI: Swit_4242
AG: ADE20408(hmfH)
 » show all
TaxonomyKoalaUniProt
Reference
  Authors
Koopman F, Wierckx N, de Winde JH, Ruijssenaars HJ
  Title
Identification and characterization of the furfural and 5-(hydroxymethyl)furfural degradation pathways of Cupriavidus basilensis HMF14.
  Journal
Proc Natl Acad Sci U S A 107:4919-24 (2010)
DOI:10.1073/pnas.0913039107
  Sequence
Reference
  Authors
Dijkman WP, Fraaije MW
  Title
Discovery and characterization of a 5-hydroxymethylfurfural oxidase from Methylovorus sp. strain MP688.
  Journal
Appl Environ Microbiol 80:1082-90 (2014)
DOI:10.1128/AEM.03740-13
  Sequence
[mep:MPQ_0130]

KEGG   ENZYME: 1.1.3.47Help
Entry
EC 1.1.3.47                 Enzyme                                 

Name
5-(hydroxymethyl)furfural oxidase
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With oxygen as acceptor
BRITE hierarchy
Sysname
5-(hydroxymethyl)furfural:oxygen oxidoreductase
Reaction(IUBMB)
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]
Reaction(KEGG)
Substrate
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]
Product
furan-2,5-dicarboxylate [CPD:C20450];
H2O2 [CPD:C00027];
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]
Comment
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.
History
EC 1.1.3.47 created 2014
Pathway
ec00365  Furfural degradation
ec01120  Microbial metabolism in diverse environments
Orthology
K16873  5-(hydroxymethyl)furfural/furfural oxidase
Genes
PSK: U771_11545
PRH: LT40_15490
HAK: KO116_01524
CNC: CNE_BB2p00120(betA)
CUH: BJN34_06490 BJN34_36300
BCJ: BCAL1185
BCEN: DM39_4075
BUG: BC1001_3784 BC1001_5246
BGF: BC1003_0595 BC1003_4169
BGD: bgla_2g10080
BGO: BM43_4645
BXE: Bxe_B1504
BXB: DR64_6811
AMIM: MIM_c00530
ODI: ODI_R0536
MEP: MPQ_0130(betA)
ARA: Arad_7048
BJA: blr0367
BRS: S23_14520
BRAD: BF49_1118
MET: M446_1311
MNO: Mnod_4787
MOR: MOC_3629
MAQU: Maq22A_2p41610(betA) Maq22A_c13940(betA)
HDI: HDIA_0814(betA_1)
SWI: Swit_4242
 » show all
Taxonomy
Reference
1  [PMID:20194784]
  Authors
Koopman F, Wierckx N, de Winde JH, Ruijssenaars HJ.
  Title
Identification and characterization of the furfural and 5-(hydroxymethyl)furfural degradation pathways of Cupriavidus basilensis HMF14.
  Journal
Proc Natl Acad Sci U S A 107:4919-24 (2010)
DOI:10.1073/pnas.0913039107
  Sequence
Reference
2  [PMID:24271187]
  Authors
Dijkman WP, Fraaije MW
  Title
Discovery and characterization of a 5-hydroxymethylfurfural oxidase from Methylovorus sp. strain MP688.
  Journal
Appl Environ Microbiol 80:1082-90 (2014)
DOI:10.1128/AEM.03740-13
  Sequence
[mep:MPQ_0130]
Reference
3  [PMID:24802551]
  Authors
Dijkman WP, Groothuis DE, Fraaije MW
  Title
Enzyme-catalyzed oxidation of 5-hydroxymethylfurfural to furan-2,5-dicarboxylic acid.
  Journal
Angew Chem Int Ed Engl 53:6515-8 (2014)
DOI:10.1002/anie.201402904
Other DBs
ExplorEnz - The Enzyme Database: 1.1.3.47
IUBMB Enzyme Nomenclature: 1.1.3.47
ExPASy - ENZYME nomenclature database: 1.1.3.47
BRENDA, the Enzyme Database: 1.1.3.47

KEGG   REACTION: R10858Help
Entry
R10858                      Reaction                               

Name
5-(hydroxymethyl)furfural:oxygen oxidoreductase
Definition
5-Hydroxymethyl-2-furaldehyde + 3 Oxygen + 2 H2O <=> 2,5-Furandicarboxylate + 3 Hydrogen peroxide
Equation
C11101 + 3 C00007 + 2 C00001 <=> C20450 + 3 C00027
Comment
multi-step reaction (see R10853+R10854+R10855+R10856+R10857)
Reaction class
RC02755  C00007_C00027
RC03291  C11101_C20450
Enzyme
Pathway
rn00365  Furfural degradation
rn01120  Microbial metabolism in diverse environments
Orthology
K16873  5-(hydroxymethyl)furfural/furfural oxidase [EC:1.1.3.47 1.1.3.-]
Other DBs
RHEA: 32686

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