KEGG   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
ATHAT1G73680(ALPHA_DOX2) AT3G01420(DOX1)
ALY9318251 9323562
CRB17875522 17892716 17895917
CSAT104712985 104722852 104725352 104744212 104751224 104760846 104763857 104767297
EUSEUTSA_v10018266mg EUTSA_v10020279mg
BRP103830737 103831843 103852857 103870978
BNA106354295 106381357 106406119 106406278 106430143 106453030
BOE106295349 106296274 106301074 106344107
RSZ108818535 108825768 108827277 108861282
THJ104822381 104823467
CPAP110823287
CIT102610137 102610448 102611343
CICCICLE_v10007736mg CICLE_v10014579mg CICLE_v10014631mg
PVY116111901 116117480 116143562
MINC123204521 123222456 123222876 123224525 123224526 123224529
TCC18600713
GRA105780850 105780851 105800062
GHI107899049 107900136 107925999 107938825 107959828 121216311 121226453
GAB108454599 108458092 108458899
DZI111315948
EGR104425827
GMX100794600 100797235 100817200
GSJ114381454 114400167 114400168
PVUPHAVU_004G018900g PHAVU_004G019000g
VRA106770738 106770747 106775070
VAR108345851
VUN114180384 114180911 114181682 114182677
CCAJ109799552 109812578 109817957
APRC113853890 113867410
MTRMTR_6g007763 MTR_6g007767 MTR_6g007770 MTR_8g106800
CAM101490863(piox) 101504934 101509878
LJALj2g3v0690160.1(Lj2g3v0690160.1) Lj2g3v1019740.1(Lj2g3v1019740.1) Lj4g3v3114530.1(Lj4g3v3114530.1)
ADU107490814 107490985
AIP107643991
AHF112750754 112750755 112802506
LANG109330607 109336245 109347296
PPER18777310
PMUM103338722
PAVI110746731
PDUL117628082
MDM103424608
PXB103950592
ZJU107404517 107404526 107418715
MNT21400402 21402311
CSV101206631 101218397 101218599 101218631
CMO103487064 103487066 103487178 103494169
BHJ120071394 120089994 120091882
MCHA111007075 111018335 111018381 111024652
CMAX111481867 111484802
CMOS111430137 111441943
CPEP111779807 111790326
RCU8260089 8280559 8280584
JCU105631044 105641982
HBR110632577 110651018 110651179 110651180
MESC110601345 110604715 110630830
POP112323590 7485908 7486739
PEU105122604 105135771
PALZ118046291 118062473
JRE108997156 108997157 108997763 109021239
QSU111986908 111989239 111989242 112027093 112027097 112037068 112038937
QLO115956813 115963520 115978290 115978291
TWL119986662 120016501
VVI100254380 100260995 100262833
VRI117903985 117929448
SLY101246396 543806(alpha-DOX2) 543895 543896
SPEN107008707 107009547 107014721
SOT102578713 102579471 102583448 102583777 102584442
CANN107860613 107860618 107860619 107862200 107862202
NTA107788054 107788258 107791409(oxygenase) 107792582 107806116 107811991 107813858
NSY104225473 104240825 104241681 104242207
NTO104093716 104095551 104096874
NAU109208731 109209670 109214392 109222069
INI109151261
ITR116018951 116020026
OEU111397003 111401399
SSPL121769123
HAN110896133 110896135 110904031 110904034 110904035 110930525
ECAD122580503 122603312 122603728 122604752 122605464 122605846
LSV111876447 111876451 111915138
CCAV112511566 112512108 112512116 112512670 112524614 112525570
CSIN114318634 114318645 114318657
NNU104587776 104595421 104595431
MING122081730 122081742 122094355
TSS122638333 122638340
PSOM113275454 113277622 113319234
NCOL116249773
OSA4352160
DOSAOs12t0448900-01(Os12g0448900)
ATS109758011
TDC119326475
TAES101290585 123072527 123072528
ZMA101027254
PVIR120643818 120685624
PHAI112903103
PDA103698676 103714427
EGU105056278 105056286
MUS103973892 103998463
ATR18427569 18428104
SMOSELMODRAFT_229898
PPP112278006
 » show all
Reference
1
  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]
Reference
5  [PMID:15100225]
  Authors
Liu W, Rogge CE, Bambai B, Palmer G, Tsai AL, Kulmacz RJ.
  Title
Characterization of the heme environment in Arabidopsis thaliana fatty acid alpha-dioxygenase-1.
  Journal
J Biol Chem 279:29805-15 (2004)
DOI:10.1074/jbc.M401779200
Reference
6  [PMID:18760499]
  Authors
Meisner AK, Saffert A, Schreier P, Schon A.
  Title
Fatty acid alpha-dioxygenase from Pisum sativum: temporal and spatial regulation during germination and plant development.
  Journal
J Plant Physiol 166:333-43 (2009)
DOI:10.1016/j.jplph.2008.05.009
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.13.11.92
IUBMB Enzyme Nomenclature: 1.13.11.92
ExPASy - ENZYME nomenclature database: 1.13.11.92
BRENDA, the Enzyme Database: 1.13.11.92

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