KEGG ENZYME: 1.3.1.105

ENZYME: 1.3.1.105

Entry

EC 1.3.1.105                Enzyme

Name

2-methylene-furan-3-one reductase;
FaEO;
SIEO;
enone oxidoreductase;
4-hydroxy-2,5-dimethylfuran-3(2H)-one:NAD(P)+ oxidoreductase

Class

Oxidoreductases;
Acting on the CH-CH group of donors;
With NAD+ or NADP+ as acceptor

Sysname

4-hydroxy-2,5-dimethylfuran-3(2H)-one:NADP+ oxidoreductase

Reaction(IUBMB)

4-hydroxy-2,5-dimethylfuran-3(2H)-one + NADP+ = 4-hydroxy-5-methyl-2-methylenefuran-3(2H)-one + NADPH + H+ [RN:R10593]

Reaction(KEGG)

R10593

Substrate

4-hydroxy-2,5-dimethylfuran-3(2H)-one [CPD:C20717];
NADP+ [CPD:C00006]

Product

4-hydroxy-5-methyl-2-methylenefuran-3(2H)-one [CPD:C20718];
NADPH [CPD:C00005];
H+ [CPD:C00080]

Comment

The enzyme was dicovered in strawberry (Fragaria x ananassa), where it produces furaneol, one of the major aroma compounds in the fruits. It has also been detected in tomato (Solanum lycopersicum) and pineapple (Ananas comosus). The enzyme can also act on derivatives substituted at the methylene functional group. The enzyme from the yeast Saccharomyces cerevisiae acts on (2E)-2-ethylidene-4-hydroxy-5-methylfuran-3(2H)-one and produces homofuraneol, an important aroma compound in soy sauce and miso. NADPH is the preferred cofactor.

History

EC 1.3.1.105 created 2013

Orthology

K18980

2-methylene-furan-3-one reductase

Genes

AJM:

119053692

ATH:	AT1G23740(AOR)

ALY:

9326655

CRB:

17898612

CSAT:

104741071 104756736 104776495

EUS:	EUTSA_v10007901mg

BRP:

103840740

BNA:	106400799 106401195

BOE:

106295912

RSZ:

108839611

THJ:	104807125 104808981

CPAP:

110813092

CIT:	102609064 102613872 102620685

CIC:	CICLE_v10024569mg CICLE_v10032327mg

PVY:	116118964 116131113

MINC:

123207383 123213878 123217669

TCC:	108660475 18600752 18600753 18600754 18609461

GRA:	105771822 105771829 105779846 105794655 105798314

GHI:	107886583 107888641 107892290 107909666 107926100 107926450 107926451 107956898 107959846

GAB:	108459352 108474757 108475250 108486047 108488666

HSYR:

120123646 120125379 120193035 120212897 120215265

DZI:	111287470 111299579 111303397 111315926 111315927 111317864

EGR:	104414223 104419265 104419266 104419267 104419268 104419269 104419270 104419271 104419272 104444318 120288292

GMX:	100780585 100788619 100791274 100792857 100793908 100810816 100817947

GSJ:	114390622 114397499 114398480 114398948 114400546 114400547 114423155

PVU:	PHAVU_003G060300g PHAVU_004G014100g PHAVU_004G014200g PHAVU_008G151800g

VRA:	106758097 106763614 106766249 106766978 106767067 106779866

VAR:	108326926 108333536 108344801 108345091 108346133

VUN:	114176659 114181449 114181459 114182354 114182581 114182582 114185889

VUM:	124822100 124836000 124836728 124836730 124843394 124843395

CCAJ:

109788795 109788798 109788825 109788828 109788830 109790901 109791793 109791795 109791796 109793948 109809560

APRC:

113857906 113861532 113867538 113867582

MTR:	11412290 11412408 11412983 11416757 120575844 25481654 25498003 25501340

TPRA:

123889184 123897285 123898032 123906558 123906568 123907775 123914442 123921481

CAM:	101488474 101499001 101502075 101505613 101510459

PSAT:

127075091 127075798 127127885 127127966 127127994

VVO:	131611460 131616705 131616707 131617200 131618406 131636525 131646111

LJA:	Lj0g3v0339299.1(Lj0g3v0339299.1) Lj1g3v3641820.1(Lj1g3v3641820.1) Lj1g3v3641840.1(Lj1g3v3641840.1) Lj2g3v1014110.1(Lj2g3v1014110.1) Lj3g3v2722620.1(Lj3g3v2722620.1) Lj5g3v0642790.1(Lj5g3v0642790.1) Lj5g3v0642800.1(Lj5g3v0642800.1)

ADU:	107462129 107462133 107481322 107490758 107490781 107490782 107490783 107491997 107495049

AIP:	107605332 107631315 107641036 107642048 107644032 107644033 107644034 107645753 107648495

AHF:	112695373 112697315 112733912 112747168 112750800 112750801 112750803 112755221 112755222 112759165 112791794 112802459 112802460 112802461 112802463 112805865

LANG:

109332827 109337116 109341016 109341017 109361183

PCIN:

129291702 129312002 129315301 129316864 129321662

QSA:	O6P43_004615 O6P43_008968 O6P43_008969 O6P43_008970 O6P43_008971 O6P43_008972 O6P43_008973 O6P43_008974 O6P43_008975 O6P43_008977 O6P43_008978 O6P43_027120 O6P43_032188 O6P43_033160

FVE:	101294385(EO) 101308862

RCN:	112186062 112186063 112186065 112188200 112196038

PPER:

18782356 18782358 18782540 18783184 18783430 18792497

PMUM:

103321761 103329864 103329865 103329866 103329867 103329868 103329869 103330173 103330175

PAVI:

110753197 110753839 110753936 110754254 110754353

PDUL:

117622572 117622798 117623602 117623604 117634111

MDM:	103403010 103411163 103411164 103442256 103442258 103451965

MSYL:

126583556 126583557 126583559 126596070 126607411

PXB:	103926919 103953529

ZJU:	107415383 107415384 107415385 107415400 107415405 107423748 125419867 125420016 125421968 132803598

MNT:	21403391 21403392 21403393 21403394 21403395 21410382

CSAV:

115699695 115714925 115717507

CSV:	101210358 101215501

CMO:	103489010 103498067

BHJ:	120079873 120082207

MCHA:

111006288 111019164

CMAX:

111470369 111487421 111489564

CMOS:

111444796 111458186 111462548

CPEP:

111803230 111803257 111808811

RCU:	8258462 8282604

JCU:	105643095 105644591

HBR:	110638856 110656252 110657526

MESC:

110605038 110629066

POP:	18101581 7472471

PEU:	105109565 105129491

PALZ:

118035608 118056812

JRE:	108986779 108992833 108992834 108992835 108992854 109006930 109010331

CILL:

122286530 122302580 122303131 122314371

CAVE:

132177844 132180656 132180657 132180697 132187488

QSU:	111998050 112007152 112008871 112028837 112033741

QLO:	115958245 115976669 115978215 115978280 115982584

TWL:	119982537 119999853

VVI:	100852555 104881870

VRI:	117916673 117932459

SLY:	101250690(EO)

SPEN:

107020506

SOT:

102604604

SSTN:

125867596

SDUL:

129880341

CANN:

107847897

LBB:	132641329 132641334

NTA:	107761424 107766097 107811890 107821492

NSY:	104214255 104214421

NTO:	104095895 104117331

NAU:	109206344 109220931

INI:	109155963 109166812 109178321 109178322

ITR:	116020892 116027817

SIND:

105156605 105168259 105174244

OEU:	111395273 111395443 111406335 111406336 111406337 111406881 111410814

EGT:	105963730 105964829 105974736

SSPL:

121753937 121753987 121758202 121759469 121767536 121798247

SMIL:

131023689 131025288 131025291

SHIS:

125203855 125205242 125219207 125219467

APAN:

127245597 127256168 127260392

HAN:	110871690 110871693 110871694 110911641

ECAD:

122579387 122604131

LSV:	111888377 111895893

CCAV:

112525373 112525542 112527490

DCR:	108199585 108204433 108206041 108206261 108218859

CSIN:

114275063 114276601 114297010 114310679

RVL:	131298886 131298887 131301805 131310280 131334028

AEW:	130771821 130783010 130785440

BVG:

104897388

SOE:

110782946

CQI:	110690925 110694161 110707678 110708694

ATRI:

130820425

MOF:	131144196 131166333 131166335

NNU:	104593206 104608374

MING:

122075670 122086541

TSS:	122654479 122664069

PSOM:

113276441 113282405

OSA:

4345439

DOSA:

Os08t0379400-01(Os08g0379400)

OBR:

102720069

OGL:

127782256

BDI:

100825430

ATS:

109767179

TDC:	119315379 119322991

TAES:

123132361 123136413 123143922

TUA:

125515931

LPER:

127300884

LRD:

124684749

SBI:

110436955

ZMA:

100284837

SITA:

101786500

SVS:

117861051

PVIR:

120678014 120713662

PHAI:

112896679

PDA:	103715841 103716883

EGU:	105048022 105054364

MUS:

103980885

ZOF:	121992407 121996354 121996355

DCT:	110093333 110093345 110093351

PEQ:	110033692 110033694 110033695

AOF:

109832753

MSIN:

131228026 131233123 131237731

NCOL:

116259862

ATR:	18434846 18447848

SMO:	SELMODRAFT_76590 SELMODRAFT_95183

PPP:	112279286 112285054

CCP:	CHC_T00002111001 CHC_T00002112001

FCY:	FRACYDRAFT_274473

PIF:	PITG_11989

» show all

Reference

1 [PMID:16517758]

Authors

Raab T, Lopez-Raez JA, Klein D, Caballero JL, Moyano E, Schwab W, Munoz-Blanco J

Title

FaQR, required for the biosynthesis of the strawberry flavor compound 4-hydroxy-2,5-dimethyl-3(2H)-furanone, encodes an enone oxidoreductase.

Journal

Plant Cell 18:1023-37 (2006)
DOI:10.1105/tpc.105.039784

Sequence

[fve:101294385]

Reference

2 [PMID:17636940]

Authors

Klein D, Fink B, Arold B, Eisenreich W, Schwab W

Title

Functional characterization of enone oxidoreductases from strawberry and tomato fruit.

Journal

J Agric Food Chem 55:6705-11 (2007)
DOI:10.1021/jf071055o

Reference

3 [PMID:23589283]

Authors

Schiefner A, Sinz Q, Neumaier I, Schwab W, Skerra A

Title

Structural basis for the enzymatic formation of the key strawberry flavor compound 4-hydroxy-2,5-dimethyl-3(2H)-furanone.

Journal

J Biol Chem 288:16815-26 (2013)
DOI:10.1074/jbc.M113.453852

Reference

4 [PMID:27865643]

Authors

Uehara K, Watanabe J, Mogi Y, Tsukioka Y

Title

Identification and characterization of an enzyme involved in the biosynthesis of the 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone in yeast.

Journal

J Biosci Bioeng 123:333-341 (2017)
DOI:10.1016/j.jbiosc.2016.10.004

Other DBs

ExplorEnz - The Enzyme Database:

1.3.1.105

IUBMB Enzyme Nomenclature:

1.3.1.105

ExPASy - ENZYME nomenclature database:

1.3.1.105

BRENDA, the Enzyme Database:

1.3.1.105

DBGET integrated database retrieval system