KEGG   ENZYME: 4.2.1.92
Entry
EC 4.2.1.92                 Enzyme                                 
Name
hydroperoxide dehydratase;
hydroperoxide isomerase;
linoleate hydroperoxide isomerase;
linoleic acid hydroperoxide isomerase;
HPI;
(9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-9,11,14-trienoate 12,13-hydro-lyase;
(9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-9,11,14-trienoate 12,13-hydro-lyase [(9Z)-(13S)-12,13-epoxyoctadeca-9,11-dienoate-forming];
allene oxide synthase;
AOS
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
Sysname
(9Z,11E,15Z)-(13S)-hydroperoxyoctadeca-9,11,15-trienoate 12,13-hydro-lyase [(9Z,15Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate-forming]
Reaction(IUBMB)
(9Z,11E,15Z)-(13S)-hydroperoxyoctadeca-9,11,15-trienoate = (9Z,15Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate + H2O [RN:R07863]
Reaction(KEGG)
R07863;
(other) R07865
Substrate
(9Z,11E,15Z)-(13S)-hydroperoxyoctadeca-9,11,15-trienoate [CPD:C04785]
Product
(9Z,15Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate [CPD:C04672];
H2O [CPD:C00001]
Comment
Acts on a number of unsaturated fatty-acid hydroperoxides, forming the corresponding allene oxides. The product of the above reaction is unstable and is acted upon by EC 5.3.99.6, allene-oxide cyclase, to form the cyclopentenone derivative (15Z)-12-oxophyto-10,15-dienoate (OPDA), which is the first cyclic and biologically active metabolite in the jasmonate biosynthesis pathway [3]. The enzyme from many plants belongs to the CYP-74 family of P-450 monooxygenases [4].
History
EC 4.2.1.92 created 1992, modified 2008
Pathway
ec00592  alpha-Linolenic acid metabolism
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K01723  hydroperoxide dehydratase
Genes
SHON118984682
ATHAT5G42650(AOS)
ALY9299830 9301581
CRB17875394
CSAT104725217 104760703 104771391
EUSEUTSA_v10003180mg
BRP103848557
BNA106367432 106429839 106446378 106446379
BOE106327419
RSZ108828933
THJ104803399 104806952 104819457
CIT102578025(AOS) 102614058
CICCICLE_v10000825mg CICLE_v10028333mg
PVY116110673 116126832 116140037
MINC123203093 123229581
TCC18591313 18607253
GRA105761933 105763019 105770085 105773950 105774726 105793767
GHI107886283 107904934 107910216 107935572 107935617 107943790 107945125 107945182 107957554 121210831 121218155 121218157 121224644
GAB108450356 108457789 108478504 108478764 108480243 108482642
DZI111308608 111312658 111315188
EGR104425448 104448700 104452664 104452665 104452666 104452667 104453246 104454959 104454962 104455399 104455403 108960799
GMX100037481(AOS1) 100037482(AOS2) 100801764(CYP74A1) 100807192 100810890
GSJ114373542 114385088 114393485 114408669 114419193
PVUPHAVU_001G017800g PHAVU_003G010700g PHAVU_007G055700g PHAVU_011G049600g
VRA106756545 106760472 106762110 106762935 106778055
VAR108325614 108330719 108335217 108341943
VUN114162110 114167336 114169762 114190934 114194721
CCAJ109790968 109800624 109800937 109815206
APRC113846815 113865137 113865813 113869516
MTRMTR_1g021652 MTR_1g034320 MTR_1g034330 MTR_3g111530 MTR_4g068550
CAM101490167 101496543 101512113 101513500
LJALj1g3v1604250.1(Lj1g3v1604250.1) Lj2g3v0000280.1(Lj2g3v0000280.1) Lj5g3v0080890.1(Lj5g3v0080890.1)
ADU107460429 107471953 107476727 107495954
AIP107605716 107610169 107620751 107628946
AHF112697907 112705782 112717133 112736827 112756209 112765314 112782492 112788916
LANG109327498 109343925 109351522 109358663 109361377
FVE101292090 101304151 101312801
RCN112169957 112170912 112172188 112172294 112172343 112173396 112173678
PPER18768766 18789632
PMUM103320789 103335491
PAVI110744949 110762606
PDUL117615051 117636396
MDM103407335 103428639 103440454
PXB103930300 103937560 103940995 103942464 103954131 103955456
ZJU107420290 107433928 107435547
MNT21404113 21409613 21409614 21409623
CSV101211324(HPL) 101211574 101221732(AOS)
CMO103487935(AOS) 103495194 103495195(HPL)
BHJ120075720 120077097 120078612
MCHA111008047
CMAX111470925 111486003 111491740 111496012
CMOS111437746 111454076 111455491 111462830
CPEP111792753 111798703 111806033 111811562
RCU8260919
JCU105631749 105633722
HBR110648226 110648229 110652728 110665072 110665102
MESC110601354 110606023 110615419 110615519 122722370
POP112327303 18104979 7457505 7462912 7480604 7480605
PEU105120671 105130311 105134758 105134759
PALZ118028103 118034157 118050735 118050736 118050738 118058711
JRE108981519 108991741 109010713
QSU111990355 111993945 111997777 112027073 112027103 112029846 112033787
QLO115967624 115967647 115968961 115969245 115972624 115974259
TWL119999275 120010130 120010241
VVI100241751 100252012 100253713 100264033 100267750 100526774
VRI117907125 117910859 117911494
SLY100037496 100736436 101247264(AOS3) 101266902(AOS2) 606711(aos)
SPEN107003074 107015529 107015780 107015788 107032461
SOT102577479(AOS) 102584249(aos3) 102588560 102589003(aos1)
SSTN125843683 125855083 125865454 125866235 125871906
CANN107840370 107840371 107845801 107845830 107848240 107867080
NTA107766195 107766501 107767065 107772346 107783985(AOS) 107806557 107819622 107822008 107825278 107829877 107832778
NSY104212468 104223393 104227876 104237327 104237385 104241558 104250041
NTO104095966 104108640 104110801 104117921
NAU109223380 109233265 109234032 109238935 109240725
INI109149494 109152956(AOS) 109161754 109165218 109165219 109181754 109182034
ITR116005671 116006412 116007100 116017143 116023009 116027745 116032438 116032526
SIND105159196 105169595
OEU111373883 111388324 111401326 111408828
EGT105952067 105957601 105958739 105965535
SSPL121757011 121761919 121761922 121763351 121802425 121806687 121807120
HAN110876721 110879490 110886090 110936214 118491665
ECAD122596330 122607895
LSV111876243 111878058 111878526 111895682 111905234 111920656 111920658
CCAV112506292 112509582 112511398 112516874
DCR108223756
CSIN114263066 114284042 114284385
BVG104904425 104906974
SOE110790384 110795932
CQI110686405 110690148 110698532 110698533 110705015 110705016 110705019
NNU104595821 104595823 104595959 104601989
MING122065458 122065460 122072711 122091903
TSS122658185 122661867 122662757
PSOM113294593 113294602 113330566 113351371 113351999 113353517 113354071 113357122 113357158
NCOL116247140 116248313 116251093 116253555
OSA4328742 4328743 4332121 4334233
DOSAOs02t0218700-01(Os02g0218700) Os02t0218800-01(Os02g0218800) Os03t0225900-01(Os03g0225900) Os03t0767000-01(Os03g0767000)
OBR102701808 102705981 102707473 102717573
BDI100839139 100842451 100844110
ATS109733275 109733277 109775278 109779482
TDC119284997 119284998 119291132 119291133 119303277 119311943 119316659 119325214
TAES123085112 123085113 123092902 123098181 123100130 123105146 123113437 123122955 123127315 123136979 123144392 543090
TUA125515912 125552412 125552414
SBI8056861 8073759 8086184
ZMA100279433(aos2) 103625850 103644066(aos3) 103644067(aos4) 103654805 542150(aos1)
SITA101762057 101782604 101784451
SVS117836966 117838239 117839469 117863590
PVIR120646795 120649646 120689341 120689977
PHAI112874089 112876533 112878731
PDA103698112 103709169 103715824
EGU105036431 105039328 105040402 105060026
MUS103975640 103978804 103982191 103984292 103993834 103993990
DCT110100164 110103009 110106376 110108695
PEQ110019894 110026861 110032486 110036606
AOF109820681 109834706
ATR18446004
SMOSELMODRAFT_133317(CYP74J1)
PPP112280636 112284722
 » show all
Reference
1  [PMID:4208994]
  Authors
Esselman WJ, Clagett CO.
  Title
Products of linoleic hydroperoxide-decomposing enzyme of alfalfa seed.
  Journal
J Lipid Res 15:173-8 (1974)
Reference
2
  Authors
Hamberg, M.
  Title
Mechanism of corn hydroperoxide isomerase - detection of 12,13(S)-oxido-9(Z),11-octadecadienoic acid.
  Journal
Biochim Biophys Acta 920:76-84 (1987)
Reference
3  [PMID:3178850]
  Authors
Hamberg M.
  Title
Biosynthesis of 12-oxo-10,15(Z)-phytodienoic acid: identification of an allene oxide cyclase.
  Journal
Biochem Biophys Res Commun 156:543-50 (1988)
DOI:10.1016/S0006-291X(88)80876-3
Reference
4  [PMID:8756596]
  Authors
Laudert D, Pfannschmidt U, Lottspeich F, Hollander-Czytko H, Weiler EW
  Title
Cloning, molecular and functional characterization of Arabidopsis thaliana allene oxide synthase (CYP 74), the first enzyme of the octadecanoid pathway to jasmonates.
  Journal
Plant Mol Biol 31:323-35 (1996)
DOI:10.1007/BF00021793
  Sequence
[ath:AT5G42650]
Other DBs
ExplorEnz - The Enzyme Database: 4.2.1.92
IUBMB Enzyme Nomenclature: 4.2.1.92
ExPASy - ENZYME nomenclature database: 4.2.1.92
BRENDA, the Enzyme Database: 4.2.1.92
LinkDB

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