KEGG ENZYME: 1.13.11.92

ENZYME: 1.13.11.92

Entry

EC 1.13.11.92               Enzyme

Name

fatty acid alpha-dioxygenase;
DOX1 (gene name)

Class

Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen

Sysname

fatty acid:oxygen 2-oxidoreductase [(2R)-2-hydroperoxyfatty acid-forming]

Reaction(IUBMB)

a fatty acid + O2 = a (2R)-2-hydroperoxyfatty acid [RN:R12771]

Reaction(KEGG)

R12771 > R12775

Substrate

fatty acid [CPD:C00162];
O2 [CPD:C00007]

Product

(2R)-2-hydroperoxyfatty acid [CPD:C22387]

Comment

Contains heme. This plant enzyme catalyses the (2R)-hydroperoxidation of fatty acids. It differs from lipoxygenases and cyclooxygenases in that the oxygen addition does not target an unsaturated region in the fatty acid. In vitro the product undergoes spontaneous decarboxylation, resulting in formation of a chain-shortened aldehyde. In vivo the product may be reduced to a (2R)-2-hydroxyfatty acid. The enzyme, which is involved in responses to different abiotic and biotic stresses, has a wide substrate range that includes both saturated and unsaturated fatty acids.

History

EC 1.13.11.92 created 2021

Pathway

ec00592

alpha-Linolenic acid metabolism

ec01110

Biosynthesis of secondary metabolites

Orthology

K10529

fatty acid alpha-dioxygenase

Genes

ATH:	AT1G73680(ALPHA_DOX2) AT3G01420(DOX1)

ALY:	9318251 9323562

CRB:	17875522 17892716 17895917

CSAT:

104712985 104722852 104725352 104744212 104751224 104760846 104763857 104767297

EUS:	EUTSA_v10018266mg EUTSA_v10020279mg

BRP:	103830737 103831843 103852857 103870978

BNA:	106354295 106381357 106399154 106406119 106406278 106430143 106434296 106453030

BOE:	106295349 106296274 106301074 106344107

RSZ:	108818535 108827277 108832490 108861282

THJ:	104822381 104823467

CPAP:

110823287

CIT:	102610137 102610448 102611343

CIC:	CICLE_v10007736mg CICLE_v10014579mg CICLE_v10014631mg

PVY:	116111901 116117480 116143562

MINC:

123204521 123222456 123222876 123224525 123224526 123224529

TCC:

18600713

GRA:	105780850 105780851 105800062

GHI:	107899049 107900136 107925999 107938825 107959828 121216311 121226453

GAB:	108454599 108458092 108458899

HSYR:

120138537 120138538 120176149 120187913

DZI:

111315948

EGR:

104425827

GMX:	100794600 100797235 100817200

GSJ:	114381454 114400167 114400168

PVU:	PHAVU_004G018900g PHAVU_004G019000g

VRA:	106770738 106770747 106775070

VAR:

108345851

VUN:	114180384 114180911 114181682 114182677

VUM:

124840424

CCAJ:

109799552 109812578 109817957

APRC:

113853890 113867410

MTR:	11412210 25495214 25495215 25495216

TPRA:

123906525 123906526 123906527 123913513

CAM:	101490863(piox) 101504934 101509878

PSAT:

127105052 127119991 127119996 127120013 127120023 127120033

VVO:	131603978 131647270 131647275 131650469 131652761 131652762 131652763 131652770

LJA:	Lj2g3v0690160.1(Lj2g3v0690160.1) Lj2g3v1019740.1(Lj2g3v1019740.1) Lj4g3v3114530.1(Lj4g3v3114530.1)

ADU:	107490814 107490985

AIP:

107643991

AHF:	112750754 112750755 112802506

LANG:

109330607 109336245 109347296

PCIN:

129306273 129319529

QSA:	O6P43_004582 O6P43_008371 O6P43_008504

PPER:

18777310

PMUM:

103338722

PAVI:

110746731

PDUL:

117628082

MDM:

103424608

MSYL:

126598680

PXB:

103950592

ZJU:	107418715 132799059

MNT:	21400402 21402311

CSAV:

115711497

CSV:	101206631 101218397 101218599 101218631

CMO:	103487064 103487066 103487178 103494169

BHJ:	120071394 120089994 120091882

MCHA:

111007075 111018335 111018381 111024652

CMAX:

111481867 111484802

CMOS:

111430137 111441943

CPEP:

111779807 111790326

RCU:	8260089 8280559 8280584

JCU:	105631044 105641982

HBR:	110632577 110651018 110651179 110651180

MESC:

110601345 110604715 110630830

POP:	112323590 7485908

PEU:	105122604 105135771

PALZ:

118046291 118062473

JRE:	108997156 108997157 108997763 109021239

CILL:

122296327 122299163 122306874 122308147

CAVE:

132182474 132182475 132182476 132182819 132182925 132184182

QSU:	111986908 111989239 111989242 112027093 112027097 112037068 112038937

QLO:	115956813 115963520 115978290 115978291

TWL:	119986662 120016501

VVI:	100254380 100260995

VRI:	117903985 117929448

SLY:	101246396 543806(alpha-DOX2) 543895 543896

SPEN:

107008707 107009547 107014721

SOT:	102578713 102579471 102583448 102583777 102584442

SSTN:

125846390 125846391 125846395 125847496 125858207

SDUL:

129874505 129874769 129874770 129874772 129894155 129895383

CANN:

107860613 107860616 107860618 107860619 107862200 107862202 124896124

LBB:	132624801 132625028 132633237 132641540

NTA:	107788054 107788258 107791409(oxygenase) 107792582 107806116 107811991 107813858

NSY:	104225473 104240825 104241681 104242207

NTO:	104093716 104095551 104096874

NAU:	109208731 109209670 109214392 109222069

INI:

109151261

ITR:	116018951 116020026

OEU:	111397003 111401399

SSPL:

121769123

SHIS:

125205603 125208429

APAN:

127257822 127258364

HAN:	110896133 110896135 110904031 110904034 110904035 110930525

ECAD:

122580503 122603312 122603728 122604752 122605464 122605846

LSV:	111876447 111876451 111915138

CCAV:

112511566 112512108 112512116 112512670 112524614 112525570

CSIN:

114318634 114318645 114318657

RVL:

131303768

AEW:

130768412

MOF:	131168094 131168196

NNU:	104587776 104595421 104595431

MING:

122081730 122081742 122094355

TSS:	122638333 122638340

PSOM:

113275454 113277622 113319234

OSA:

4352160

DOSA:

Os12t0448900-01(Os12g0448900)

OGL:

127757523

ATS:

109758011

TDC:

119326475

TAES:

101290585 123072527 123072528

TUA:

125552198

ZMA:

101027254

PVIR:

120643818 120685624

PHAI:

112903103

PDA:	103698676 103714427

EGU:	105056278 105056286

MUS:	103973892 103998463

ZOF:	122050328 122051689 122056220

MSIN:

131218050 131218908 131218912 131218913 131235421

NCOL:

116249773

ATR:	18427569 18428104

SMO:	SELMODRAFT_229898

PPP:

112278006

» show all

Reference

Authors

Akakabe, Y., Matsui, K., and Kajiwara, T.

Title

Enantioselective alpha-hydroperoxylation of long-chain fatty acids with crude enzyme of marine green alga Ulva pertusa.

Journal

Tetrahedron Lett 40:1137-1140 (1999)

Reference

2 [PMID:10455113]

Authors

Hamberg M, Sanz A, Castresana C

Title

alpha-oxidation of fatty acids in higher plants. Identification of a pathogen-inducible oxygenase (piox) as an alpha-dioxygenase and biosynthesis of 2-hydroperoxylinolenic acid.

Journal

J Biol Chem 274:24503-13 (1999)
DOI:10.1074/jbc.274.35.24503

Reference

3 [PMID:10938370]

Authors

Saffert A, Hartmann-Schreier J, Schon A, Schreier P.

Title

A dual function alpha-dioxygenase-peroxidase and NAD(+) oxidoreductase active enzyme from germinating pea rationalizing alpha-oxidation of fatty acids in plants.

Journal

Plant Physiol 123:1545-52 (2000)
DOI:10.1104/pp.123.4.1545

Reference

4 [PMID:11909851]

Authors

Koeduka T, Matsui K, Akakabe Y, Kajiwara T.

Title

Catalytic properties of rice alpha-oxygenase. A comparison with mammalian prostaglandin H synthases.

Journal

J Biol Chem 277:22648-55 (2002)
DOI:10.1074/jbc.M110420200

Sequence

[osa:4352160]