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
SHON: 118984682
ATH: AT5G42650(AOS)
ALY: 9299830 9301581
CRB: 17875394
CSAT: 104725217 104760703 104771391
EUS: EUTSA_v10003180mg
BRP: 103848557
BNA: 106367432 106446379
BOE: 106327419
RSZ: 108828933
THJ: 104803399 104806952 104819457
CIT: 102578025(AOS) 102614058
CIC: CICLE_v10000825mg CICLE_v10028333mg
PVY: 116110673 116126832 116140037
MINC: 123203093 123229581
TCC: 18591313 18607253
GRA: 105761933 105763019 105770085 105773950 105774726 105793767
GHI: 107886283 107904934 107910216 107935572 107935617 107943790 107945125 107945182 107957554 121210831 121218155 121218157 121224644
GAB: 108450356 108457789 108478504 108478764 108480243 108482642
HSYR: 120118647 120156943 120157697 120180700 120183313 120191221 120198959 120218622
DZI: 111308608 111312658 111315188
EGR: 104448700 104452664 104452665 104452666 104452667 104453246 104454959 104454962 104455403 108960799
GMX: 100037481(AOS1) 100037482(AOS2) 100801764(CYP74A1) 100807192 100810890
GSJ: 114373542 114385088 114393485 114408669 114419193
PVU: PHAVU_001G017800g PHAVU_003G010700g PHAVU_007G055700g PHAVU_011G049600g
VRA: 106756545 106760472 106762110 106762935 106778055
VAR: 108325614 108330719 108335217 108341943
VUN: 114162110 114167336 114169762 114190934 114194721
VUM: 124824367 124824501 124838995 124838996 124847334
CCAJ: 109790968 109800624 109800937 109815206
APRC: 113846815 113865137 113865813 113869516
MTR: 11407666 25482089 25482679 25482680 25490164
TPRA: 123886063 123893606 123899076 123903039 123914068 123918850
CAM: 101490167 101496543 101512113 101513500
PSAT: 127082891 127087073 127091252 127093884 127101259 127115067
VVO: 131596565 131600085 131628612 131633863 131634800 131637120 131654808 131660161
LJA: Lj1g3v1604250.1(Lj1g3v1604250.1) Lj2g3v0000280.1(Lj2g3v0000280.1) Lj5g3v0080890.1(Lj5g3v0080890.1)
ADU: 107460429 107471953 107476727 107495954
AIP: 107605716 107610169 107620751 107628946
AHF: 112697907 112705782 112717133 112736827 112756209 112765314 112782492 112788916
LANG: 109327498 109343925 109351522 109358663 109361377
PCIN: 129286959 129290945 129292545 129293261 129293530 129293834 129297602 129298313 129301934 129319095
QSA: O6P43_011643 O6P43_011644 O6P43_016119 O6P43_018861 O6P43_027165
FVE: 101292090 101304151 101312801
RCN: 112169957 112170912 112172188 112172294 112172343 112173396 112173678
PPER: 18768766 18789632
PMUM: 103320789 103335491
PAVI: 110744949 110762606
PDUL: 117615051 117636396
MDM: 103407335 103428639 103440454
MSYL: 126587764 126602350 126632387
PXB: 103930300 103937560 103940995 103942464 103954131 103955456
ZJU: 107420290 107433928
MNT: 21404113 21409613 21409614 21409623
CSAV: 115703182 115703186 115708244 115722144 115723125 115723178
CSV: 101211324(HPL) 101211574 101221732(AOS)
CMO: 103487935 103495194 103495195(HPL) 127148780
BHJ: 120075720 120077097 120078612
MCHA: 111008047
CMAX: 111470925 111486003 111491740 111496012
CMOS: 111437746 111454076 111455491 111462830
CPEP: 111792753 111798703 111806033 111811562
RCU: 8260919
JCU: 105631749 105633722
HBR: 110648226 110648229 110652728 110665072 110665102
MESC: 110601354 110606023 110615419 110615519 122722370
POP: 18104979 7457505 7462912 7480604 7480605
PEU: 105120671 105130311 105134758 105134759
PALZ: 118028103 118034157 118050735 118050736 118050738 118058711
JRE: 108981519 108991741 109010713
CILL: 122297462 122299636 122310537
CAVE: 132162027 132164170 132167622 132167667 132184157 132184717 132185891 132188175
QSU: 111990355 111993945 111997777 112027073 112027103 112029846 112033787
QLO: 115967624 115967647 115968961 115969245 115972624 115974259
TWL: 119999275 120010130 120010241
VVI: 100241751 100252012 100253713 100264033 100267750 100526774
VRI: 117907125 117910859 117911494
SLY: 100037496 100736436 101247264(AOS3) 101266902(AOS2) 606711(aos)
SPEN: 107003074 107015529 107015780 107015788 107032461
SOT: 102577479(AOS) 102584249(aos3) 102588560 102589003(aos1)
SSTN: 125843683 125855083 125865454 125866235 125871906
SDUL: 129877764 129885486 129903980 129904260
CANN: 107840370 107840371 107845801 107845830 107848240 107867080
LBB: 132599119 132599122 132600382 132627941 132627942 132627943 132629874 132629883
NTA: 107766195 107766501 107767065 107772346 107783985(AOS) 107806557 107819622 107822008 107825278 107829877 107832778
NSY: 104212468 104223393 104227876 104237327 104237385 104241558 104250041
NTO: 104095966 104108640 104110801 104117921
NAU: 109223380 109233265 109234032 109238935 109240725
INI: 109149494 109152956(AOS) 109161754 109165218 109165219 109181754 109182034
ITR: 116005671 116006412 116007100 116017143 116023009 116027745 116032438 116032526
SIND: 105159196 105169595
OEU: 111373883 111388324 111401326 111408828
EGT: 105952067 105957601 105958739 105965535
SSPL: 121757011 121761919 121761922 121763351 121802425 121806687 121807120
SMIL: 130986543 131005336 131005339 131010424
SHIS: 125191988 125197488 125217865
APAN: 127246349 127264524
HAN: 110876721 110879490 110886090 110936214 118491665
ECAD: 122596330 122607895
LSV: 111876243 111878058 111878526 111895682 111920656 111920658
CCAV: 112506292 112509582 112511398 112516874
DCR: 108223756
CSIN: 114263066 114284042 114284385
RVL: 131308189 131308190 131331106 131332494
AEW: 130758089 130787469 130787781 130788113
BVG: 104904425 104906974
SOE: 110790384 110795932
CQI: 110686405 110690148 110698532 110698533 110705015 110705016 110705019
ATRI: 130798988 130803699 130827084 130828307 130828326 130828333
MOF: 131162908
NNU: 104595821 104595823 104595959 104601989
MING: 122065458 122065460 122072711 122091903
TSS: 122658185 122661867 122662757
PSOM: 113294593 113294602 113330566 113351371 113351999 113353517 113354071 113357122 113357158
OSA: 4328742 4328743 4332121 4334233
DOSA: Os02t0218700-01(Os02g0218700) Os02t0218800-01(Os02g0218800) Os03t0225900-01(Os03g0225900) Os03t0767000-01(Os03g0767000)
OBR: 102701808 102705981 102707473 102717573
OGL: 127763865 127763967 127767524 127768833
BDI: 100839139 100842451 100844110
ATS: 109733275 109733277 109775278 109779482
TDC: 119284997 119284998 119291132 119291133 119303277 119311943 119316659 119325214
TAES: 123085112 123085113 123092902 123098181 123100130 123105146 123113437 123122955 123127315 123136979 123144392 543090
TUA: 125515912 125552412 125552414
LPER: 127292676 127296237 127296241 127306279 127307742 127324039
LRD: 124647619 124684017 124692027 124695025 124695072 124696772 124696997 124700662 124700666 124704182
SBI: 8056861 8073759 8086184
ZMA: 100279433(aos2) 103625850 103644066(aos3) 103644067(aos4) 103654805 542150(aos1)
SITA: 101762057 101782604 101784451
SVS: 117836966 117838239 117839469 117863590
PVIR: 120646795 120649646 120689341 120689977
PHAI: 112874089 112876533 112878731
PDA: 103698112 103709169 103715824
EGU: 105036431 105039328 105040402 105060026
MUS: 103975640 103978804 103982191 103984292 103993834 103993990
ZOF: 121975446 122009031 122009906 122009907 122010008 122015582 122016390 122016663 122017767 122021862 122022276 122034245
DCT: 110100164 110103009 110106376 110108695
PEQ: 110019894 110026861 110032486 110036606
AOF: 109820681 109834706
MSIN: 131218584 131229324 131229349 131229679 131242190
NCOL: 116247140 116248313 116251093 116253555
ATR: 18446004
SMO: SELMODRAFT_133317(CYP74J1)
PPP: 112280636 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

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Pathway (7)   
   KEGG PATHWAY (6)   
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Chemical substance (5)   
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   KEGG RCLASS (1)   
Gene (636)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (620)   
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Protein sequence (107)   
   UniProt (59)   
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DNA sequence (67)   
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   GenBank (29)   
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3D Structure (12)   
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