KEGG   ENZYME: 4.2.1.92Help
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
BRITE hierarchy
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
Show
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 P450 monooxygenases [4].
History
EC 4.2.1.92 created 1992, modified 2008
Pathway
alpha-Linolenic acid metabolism
Metabolic pathways
Orthology
K01723  
hydroperoxide dehydratase
Genes
ATH: 
ALY: 
CRB: 
EUS: 
CIT: 
CIC: 
TCC: 
GMX: 
PVU: 
MTR: 
CAM: 
FVE: 
PPER: 
CSV: 
RCU: 
POP: 
POPTR_0002s13220g(POPTRDRAFT_644172) POPTR_0004s15590g(POPTRDRAFT_759609) POPTR_0004s15600g(POPTRDRAFT_556417) POPTR_0009s11280g(POPTRDRAFT_557312) POPTR_0014s03820g
VVI: 
SLY: 
SOT: 
OSA: 
DOSA: 
Os02t0218700-01(Os02g0218700) Os02t0218800-01(Os02g0218800) Os03t0225900-01(Os03g0225900) Os03t0767000-01(Os03g0767000)
OBR: 
BDI: 
SBI: 
SORBI_01g007000(SORBIDRAFT_01g007000) SORBI_01g042270(SORBIDRAFT_01g042270) SORBI_04g007640(SORBIDRAFT_04g007640)
ZMA: 
SITA: 
ATR: 
s00059p00186400(AMTR_s00059p00186400)
SMO: 
PPP: 
 » show all
Taxonomy
Reference
1  [PMID:4208994]
  Authors
Esselman WJ, Clagett CO.
  Title
Products of linoleic hydroperoxide-decomposing enzyme of alfalfa seed.
  Journal
J. Lipid. Res. 15 (1974) 173-8.
  Organism
Medicago sativa
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 (1987) 76-84.
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 (1988) 543-50.
  Organism
Zea mays
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 (1996) 323-35.
  Organism
Arabidopsis thaliana
  Sequence
[ath:AT5G42650]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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