KEGG ENZYME: 1.1.3.47

ENZYME: 1.1.3.47

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

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)

R10853 R10854 R10855 R10856 R10857 R10858

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

BGE:	BC1002_5742

BGF:	BC1003_0595 BC1003_4169

BGD:	bgla_2g10080

BGO:

BM43_4645

BYI:	BYI23_C009090

BUE:	BRPE67_CCDS02070

BUQ:	AC233_23790

BUM:	AXG89_18100 AXG89_39615

BUI:	AX768_20745 AX768_27875

BXE:

Bxe_B1504

BXB:

DR64_6811

BPH:	Bphy_6576 Bphy_6668

BPX:	BUPH_00358 BUPH_05836

BPY:	Bphyt_2180 Bphyt_6155

BFN:	OI25_3193 OI25_5052

BCAI:

K788_0001302 K788_0006280

PARB:

CJU94_31765 CJU94_33585

PHS:	C2L64_36945 C2L64_39405

PTER:

C2L65_32445 C2L65_44890

PGP:	CUJ91_19755

PCJ:	CUJ87_08665 CUJ87_25040

PTS:	CUJ90_26195

BFZ:	BAU07_17215

AIS:	BUW96_05150

AMIM:

MIM_c00530

ODI:

ODI_R0536

PIG:	EGT29_10250 EGT29_25850

MEI:	Msip34_0111

MEP:	MPQ_0130(betA)

MLN:	A9174_31955 A9174_32170

MESO:

BSQ44_09535

SINO:

SS05631_a47220 SS05631_a47520

ARA:

Arad_7048

ATF:	Ach5_47410

RLT:	Rleg2_4996

RJG:	CCGE525_35685 CCGE525_35845

OCH:	CES85_3113

BJA:

blr0367

BJU:	BJ6T_25830 BJ6T_61910

BJP:	RN69_12590 RN69_29990

BRS:

S23_14520

BRC:	BCCGELA001_16395

BRAD:

BF49_1118

BOT:	CIT37_34325

BRQ:	CIT40_12415

BGQ:	X265_02415 X265_16195

BVV:	BHK69_16315

MRD:	Mrad2831_4733

MET:

M446_1311

MNO:

Mnod_4787

MOR:

MOC_3629

MAQU:

Maq22A_2p41610(betA) Maq22A_c13940(betA)

MPHY:

MCBMB27_05482

MEE:	DA075_33415

METX:

A3862_05035

DEQ:	XM25_21010

RHZ:	RHPLAN_54060

AUA:	M673_12200

HDI:	HDIA_0814(betA_1)

PYE:	A6J80_21445

HAT:	RC74_03320

NRE:	BES08_14155

SWI:

Swit_4242

SKR:	BRX40_00090

SCH:	Sphch_3353

RDI:	CMV14_05195

SRC:	M271_40235

» show all

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

[ag:ADE20408]

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

DBGET integrated database retrieval system