4.2.1.92: hydroperoxide dehydratase
This is an abbreviated version!
For detailed information about hydroperoxide dehydratase, go to the full flat file.
Word Map on EC 4.2.1.92
-
4.2.1.92
-
lipoxygenase
-
jasmonic
-
oxylipins
-
linolenic
-
12-oxo-phytodienoic
-
aroma
-
hevea
-
divinyl
-
epoxyalcohols
-
9-hydroperoxides
-
lyases
-
cyclopentenone
-
alpha-linolenic
-
13-hpot
-
13-lipoxygenase
-
wound-induced
-
octadecanoids
-
laticifer
-
alpha-ketols
-
aloxe3
-
12r-lox
-
13-hydroperoxy
-
e-2-hexenal
-
hepoxilins
-
homomalla
-
coronatine
-
homolytic
-
hexenal
-
heterolytic
-
gaeumannomyces
-
antarafacial
-
attenuata
-
plexaura
-
food industry
-
medicine
-
synthesis
- 4.2.1.92
- lipoxygenase
-
jasmonic
- oxylipins
-
linolenic
-
12-oxo-phytodienoic
- aroma
- hevea
-
divinyl
- epoxyalcohols
-
9-hydroperoxides
- lyases
-
cyclopentenone
-
alpha-linolenic
-
13-hpot
-
13-lipoxygenase
-
wound-induced
-
octadecanoids
-
laticifer
-
alpha-ketols
- aloxe3
- 12r-lox
-
13-hydroperoxy
- e-2-hexenal
-
hepoxilins
- homomalla
-
coronatine
-
homolytic
- hexenal
-
heterolytic
-
gaeumannomyces
-
antarafacial
- attenuata
-
plexaura
- food industry
- medicine
- synthesis
Reaction
Synonyms
10S-hydroperoxide lyase, 13-HPL, 13-hydroperoxide lyase, 13-hydroperoxide-lyase, 13HPL, 13S-hydroperoxide-dependent peroxidase, 5,8-hydroperoxide isomerase, 8,11-hydroperoxide isomerase, 9-HPL, 9/13 hydroperoxide lyase, 9R-DOX-AOS, 9S-DOX-AOS, allene oxide synthase, allene oxide synthase-1, AOS, AOS1, AOS2, cAOS, catalase-related allene oxide synthase, CmHPL, Csa_7G075590, CsHPL, CYP74, CYP741, CYP742, CYP74A, CYP74B, CYP74B24, CYP74c, CYP74C13_GM, CYP74C13_MT, CYP74C1_CS, CYP74C2, CYP74C31, CYP74C4_ST, cytochrome P450 74A, EC 5.3.99.1, eLOX3, fatty acid 9-hydroperoxide lyase, fatty acid hydroperoxide lyase, fatty acid hydroperoxide-metabolizing enzyme, Fg-cat, FG02216.1, FGSG_02217, FOXB_01332, HPI, HPL, HPL1, HPLS, HPO lyase, HPO-lyase, hydroperoxide dehydrase, hydroperoxide isomerase, hydroperoxide lyase, hydroperoxide lyase 1, hydroperoxidehydrase, isomerase, hydroperoxide, KC525886, linoleate hydroperoxide isomerase, linoleic acid hydroperoxide isomerase, LOX, Mn-LO, More, MtrunA17_Chr4g0034141, Npun_R5469, OsAOS1, OsHPL3, OsHPL3/CYP74B2, RPP, rubber particle protein
ECTree
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Reference on EC 4.2.1.92 - hydroperoxide dehydratase
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Hamberg, M.
Biosynthesis of 12-oxo-10,15(Z)-phytodienoic acid: identification of an allene oxide cyclase
Biochem. Biophys. Res. Commun.
156
543-550
1988
Zea mays
Su, C.; Sahlin, M.; Oliw, E.H.
A protein radical and ferryl intermediates are generated by linoleate diol synthase, a ferric hemeprotein with dioxygenase and hydroperoxide isomerase activities
J. Biol. Chem.
273
20744-20751
1998
Gaeumannomyces graminis
Brodowsky, I.D.; Hamberg, M.; Oliw, E.H.
BW A4C and other hydroxamic acids are potent inhibitors of linoleic acid 8R-dioxygenase of the fungus Gaeumannomyces graminis
Eur. J. Pharmacol.
254
43-47
1994
Gaeumannomyces graminis
Su, C.; Brodowsky, I.D.; Oliw, E.H.
Studies on linoleic acid 8R-dioxygenase and hydroperoxide isomerase of the fungus Gaeumannomyces graminis
Lipids
30
43-50
1995
Gaeumannomyces graminis
Hamberg, M.; Zhang, L.Y.; Brodowsky, I.D.; Oliw, E.H.
Sequential oxygenation of linoleic acid in the fungus Gaeumannomyces graminis: Stereochemistry of dioxygenase and hydroperoxide isomerase reactions
Arch. Biochem. Biophys.
309
77-80
1994
Gaeumannomyces graminis
Hamberg, M.
Mechanism of corn hydroperoxide isomerase: detection of 12,13(S)-oxido-9(Z),11-octadecanoic acid
Biochim. Biophys. Acta
920
76-84
1987
Zea mays
-
Kermasha, S.; Van de Voort, F.R.; Metche, M.
Conversion of linoleic acid hydroperoxide by French bean hydroperoxide isomerase
J. Food Biochem.
10
285-303
1986
Phaseolus vulgaris
-
Feng, P.; Vick, B.A.; Zimmerman, D.C.
Formation of gamma-ketols from 13- and 9-hydroxyperoxides of linoleic acid by flaxseed hydroperoxide isomerase
Lipids
16
377-379
1981
Linum usitatissimum
-
Gardner, H.W.
Stereospecificity of linoleic acid hydroperoxide isomerase from corn germ
Lipids
14
208-211
1979
Zea mays
-
Lulai, E.C.; Baker, C.W.; Zimmerman, D.C.
Metabolism of linoleic acid by barley lipoxygenase and hydroperoxide isomerase
Plant Physiol.
68
950-955
1981
Hordeum vulgare
Hamberg, M.; Gerwick, W.H.
Biosynthesis of vicinal dihydroxy fatty acids in the red alga Gracilariopsis menaneiformis: Identification of a sodium-dependent 12-lipoxygenase and a hydroperxide isomerase
Arch. Biochem. Biophys.
305
115-122
1993
Gracilariopsis lemaneiformis
Hamberg, M.
Fatty acid hydroperoxide isomerase in Saprolegnia parasitica: Structural studies of epoxy alcohols formed from isomeric hydroperoxyoctadecadienoates
Lipids
24
249-255
1989
Saprolegnia parasitica
-
Grossman, S.; Bergman, M.; Sofer, Y.
Purification and partial characterization of eggplant linoleate hydroperoxide isomerase
Biochim. Biophys. Acta
752
65-72
1983
Solanum melongena, Zea mays
-
Yabuuchi, S.; Amaha, M.
Partial purification and characterization of the linoleate hydroperoxide isomerase from grains of Hordeum distichum
Phytochemistry
15
387-390
1976
Hordeum vulgare subsp. vulgare
-
Heimann, W.; Dresen, P.
Uber den enzymatischen Hydroperoxidabbau in Cerealien Enzymcharakterisierung and Reaktionsprodukte
Helv. Chim. Acta
56
463-469
1973
Avena sativa
-
Reynaud, D.; Ali, M.; Demin, P.; Pace-Asciak, C.R.
Formation of 14,15-hepoxilins of the A(3) and B(3) series through a 15-lipoxygenase and hydroperoxide isomerase present in garlic roots
J. Biol. Chem.
274
28213-28218
1999
Allium sativum
Yu, Z.; Schneider, C.; Boeglin, W.E.; Marnett, L.J.; Brash, A.R.
The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase
Proc. Natl. Acad. Sci. USA
100
9162-9167
2003
Homo sapiens
Kupfer, R.; Liu, S.Y.; Allentoff, A.J.; Thompson, J.A.
Comparisons of hydroperoxide isomerase and monooxygenase activities of cytochrome P450 for conversions of allylic hydroperoxides and alcohols to epoxyalcohols and diols: probing substrate reorientation in the active site
Biochemistry
40
11490-11501
2001
Rattus norvegicus
Hamberg, M.
Hydroperoxide isomerases
J. Lipid Mediat. Cell Signal.
12
283-292
1995
Gaeumannomyces graminis, Gracilariopsis lemaneiformis, Saprolegnia parasitica
Cristea, M.; Oliw, E.H.
A G316A mutation of manganese lipoxygenase augments hydroperoxide isomerase activity: mechanism of biosynthesis of epoxyalcohols
J. Biol. Chem.
281
17612-17623
2006
Gaeumannomyces graminis (Q8X151)
Chawengsub, Y.; Aggarwal, N.T.; Nithipatikom, K.; Gauthier, K.M.; Anjaiah, S.; Hammock, B.D.; Falck, J.R.; Campbell, W.B.
Identification of 15-hydroxy-11,12-epoxyeicosatrienoic acid as a vasoactive 15-lipoxygenase metabolite in rabbit aorta
Am. J. Physiol. Heart Circ. Physiol.
294
H1348-H1356
2008
Oryctolagus cuniculus
Jiang, K.; Pi, Y.; Hou, R.; Zeng, H.; Huang, Z.; Zhang, Z.; Sun, X.; Tang, K.
Molecular cloning and expression profiling of the first specific jasmonate biosynthetic pathway gene allene oxide synthase from Lonicera japonica
Mol. Biol. Rep.
36
487-493
2009
Lonicera japonica (A1X873), Lonicera japonica
Lee, D.; Nioche, P.; Hamberg, M.; Raman, C.S.
Structural insights into the evolutionary paths of oxylipin biosynthetic enzymes
Nature
455
363-368
2008
Arabidopsis thaliana (Q96242), Arabidopsis thaliana
Siqueira-Junior, C.L.; Jardim, B.C.; Urmenyi, T.P.; Vicente, A.C.; Hansen, E.; Otsuki, K.; da Cunha, M.; Madureira, H.C.; de Carvalho, D.R.; Jacinto, T.
Wound response in passion fruit (Passiflora f. edulis flavicarpa) plants: gene characterization of a novel chloroplast-targeted allene oxide synthase up-regulated by mechanical injury and methyl jasmonate
Plant Cell Rep.
27
387-397
2008
Passiflora edulis (A7XY79), Passiflora edulis
Bandara, P.K.; Takahashi, K.; Sato, M.; Matsuura, H.; Nabeta, K.
Cloning and functional analysis of an allene oxide synthase in Physcomitrella patens
Biosci. Biotechnol. Biochem.
73
2356-2359
2009
Physcomitrium patens (A9S014), Physcomitrium patens (A9SNA2), Physcomitrium patens
Brash, A.
Mechanistic aspects of CYP74 allene oxide synthases and related cytochrome P450 enzymes
Phytochemistry
70
1522-1531
2009
Arabidopsis thaliana, Linum usitatissimum, Solanum lycopersicum, Parthenium argentatum, Solanum tuberosum, Zea mays, Acaryochloris marina
Cho, K.B.; Lai, W.; Hamberg, M.; Raman, C.S.; Shaik, S.
The reaction mechanism of allene oxide synthase: interplay of theoretical QM/MM calculations and experimental investigations
Arch. Biochem. Biophys.
507
14-25
2011
Arabidopsis thaliana
Jernerén, F.; Garscha, U.; Hoffmann, I.; Hamberg, M.; Oliw, E.H.
Reaction mechanism of 5,8-linoleate diol synthase, 10R-dioxygenase, and 8,11-hydroperoxide isomerase of Aspergillus clavatus
Biochim. Biophys. Acta
1801
503-507
2010
Aspergillus clavatus
Mukhtarova, L.S.; Mukhitova, F.K.; Gogolev, Y.V.; Grechkin, A.N.
Hydroperoxide lyase cascade in pea seedlings: Non-volatile oxylipins and their age and stress dependent alterations
Phytochemistry
72
356-364
2011
Pisum sativum
Gfeller, A.; Dubugnon, L.; Liechti, R.; Farmer, E.
Jasmonate biochemical pathway
Sci. Signal.
109
1-6
2010
Arabidopsis thaliana (Q96242), Arabidopsis thaliana
Jerneren, F.; Eng, F.; Hamberg, M.; Oliw, E.H.
Linolenate 9R-dioxygenase and allene oxide synthase activities of Lasiodiplodia theobromae
Lipids
47
65-73
2012
Lasiodiplodia theobromae, Lasiodiplodia theobromae 2334
Buchhaupt, M.; Guder, J.C.; Etschmann, M.M.; Schrader, J.
Synthesis of green note aroma compounds by biotransformation of fatty acids using yeast cells coexpressing lipoxygenase and hydroperoxide lyase
Appl. Microbiol. Biotechnol.
93
159-168
2012
Citrullus lanatus
Yoeun, S.; Rakwal, R.; Han, O.
Dual positional substrate specificity of rice allene oxide synthase-1: insight into mechanism of inhibition by type II ligand imidazole
BMB Rep.
46
151-156
2013
Oryza sativa
Toporkova, Y.Y.; Ermilova, V.S.; Gorina, S.S.; Mukhtarova, L.S.; Osipova, E.V.; Gogolev, Y.V.; Grechkin, A.N.
Structure-function relationship in the CYP74 family: conversion of divinyl ether synthases into allene oxide synthases by site-directed mutagenesis
FEBS Lett.
587
2552-2558
2013
Linum usitatissimum, Nicotiana tabacum
Boeglin, W.E.; Brash, A.R.
Cytochrome P450-type hydroxylation and epoxidation in a tyrosine-liganded hemoprotein, catalase-related allene oxide synthase
J. Biol. Chem.
287
24139-24147
2012
Plexaura homomalla
Hoffmann, I.; Jerneren, F.; Oliw, E.H.
Expression of fusion proteins of Aspergillus terreus reveals a novel allene oxide synthase
J. Biol. Chem.
288
11459-11469
2013
Aspergillus terreus (Q0CW98), Aspergillus terreus, Aspergillus terreus A1156 (Q0CW98)
Brash, A.R.; Niraula, N.P.; Boeglin, W.E.; Mashhadi, Z.
An ancient relative of cyclooxygenase in cyanobacteria is a linoleate 10S-dioxygenase that works in tandem with a catalase-related protein with specific 10S-hydroperoxide lyase activity
J. Biol. Chem.
289
13101-13111
2014
Nostoc punctiforme (B2J5P3)
Bruehlmann, F.; Bosijokovic, B.; Ullmann, C.; Auffray, P.; Fourage, L.; Wahler, D.
Directed evolution of a 13-hydroperoxide lyase (CYP74B) for improved process performance
J. Biotechnol.
163
339-345
2013
Psidium guajava
Hoffmann, I.; Oliw, E.H.
Discovery of a linoleate 9S-dioxygenase and an allene oxide synthase in a fusion protein of Fusarium oxysporum
J. Lipid Res.
54
3471-3480
2013
Fusarium oxysporum (F9F4K7), Fusarium oxysporum, Fusarium oxysporum Fo5176 (F9F4K7)
Hosur Gnanaprakash, P.; Jogaiah, S.; Sreedhara, A.P.; Nagraj Prashanth, G.; Kini, R.K.; Shetty, S.H.
Association between accumulation of allene oxide synthase activity and development of resistance against downy mildew disease of pearl millet
Mol. Biol. Rep.
40
6821-6829
2013
Cenchrus americanus
Padilla, M.N.; Hernandez, M.L.; Sanz, C.; Martinez-Rivas, J.M.
Stress-dependent regulation of 13-lipoxygenases and 13-hydroperoxide lyase in olive fruit mesocarp
Phytochemistry
102
80-88
2014
Olea europaea
Huang, F.C.; Schwab, W.
Overexpression of hydroperoxide lyase, peroxygenase and epoxide hydrolase in tobacco for the biotechnological production of flavours and polymer precursors
Plant Biotechnol. J.
10
1099-1109
2012
Cucumis melo
Tong, X.; Qi, J.; Zhu, X.; Mao, B.; Zeng, L.; Wang, B.; Li, Q.; Zhou, G.; Xu, X.; Lou, Y.; He, Z.
The rice hydroperoxide lyase OsHPL3 functions in defense responses by modulating the oxylipin pathway
Plant J.
71
763-775
2012
Oryza sativa
Knopf, R.R.; Feder, A.; Mayer, K.; Lin, A.; Rozenberg, M.; Schaller, A.; Adam, Z.
Rhomboid proteins in the chloroplast envelope affect the level of allene oxide synthase in Arabidopsis thaliana
Plant J.
72
559-571
2012
Arabidopsis thaliana (Q96242), Arabidopsis thaliana
Panagakou, I.; Touloupakis, E.; Ghanotakis, D.F.
Structural characterization of hydroperoxide lyase in dodecyl maltoside by using circular dichroism
Protein J.
32
1-6
2013
Capsicum annuum
Teder, T.; Boeglin, W.E.; Schneider, C.; Brash, A.R.
A fungal catalase reacts selectively with the 13S fatty acid hydroperoxide products of the adjacent lipoxygenase gene and exhibits 13S-hydroperoxide-dependent peroxidase activity
Biochim. Biophys. Acta
1862
706-715
2017
Fusarium graminearum (I1REW2), Fusarium graminearum, Fusarium graminearum PH-1 (I1REW2)
Jacopini, S.; Mariani, M.; de Caraffa, V.B.; Gambotti, C.; Vincenti, S.; Desjobert, J.M.; Muselli, A.; Costa, J.; Berti, L.; Maury, J.
Olive recombinant hydroperoxide lyase, an efficient biocatalyst for synthesis of green leaf volatiles
Appl. Biochem. Biotechnol.
179
671-683
2016
Olea europaea (G8XQN2)
Jacopini, S.; Vincenti, S.; Mariani, M.; Brunini-Bronzini de Caraffa, V.; Gambotti, C.; Desjobert, J.M.; Muselli, A.; Costa, J.; Tomi, F.; Berti, L.; Maury, J.
Activation and stabilization of olive recombinant 13-hydroperoxide lyase using selected additives
Appl. Biochem. Biotechnol.
182
1000-1013
2017
Olea europaea (G8XQN2)
Toporkova, Y.Y.; Gorina, S.S.; Bessolitsyna, E.K.; Smirnova, E.O.; Fatykhova, V.S.; Bruehlmann, F.; Ilyina, T.M.; Mukhtarova, L.S.; Grechkin, A.N.
Double function hydroperoxide lyases/epoxyalcohol synthases (CYP74C) of higher plants identification and conversion into allene oxide synthases by site-directed mutagenesis
Biochim. Biophys. Acta
1863
369-378
2018
Cucumis sativus (A0A0A0K2U8), Cucumis sativus (U5YTM6), Solanum tuberosum (C7ENW3), Glycine max (M4WFN0), Medicago truncatula (Q7X9B3), Cucumis melo (Q93XR3)
Liu, Q.; Hua, Y.
Continuous synthesis of hexanal by immobilized hydroperoxide lyase in packed-bed reactor
Bioprocess Biosyst. Eng.
38
2439-2449
2015
Amaranthus tricolor
Santiago-Gomez, P.M.; Vergely, C.; Policar, C.; Nicaud, J.-M.; Belin, J.-M.; Rochette, L.; Husson, F.
Characterization of purified green bell pepper hydroperoxide lyase expressed by Yarrowia lipolytica radicals detection during catalysis
Enzyme Microb. Technol.
41
13-18
2007
Capsicum annuum (Q39443)
-
Li, J.; Avila, C.A.; Tieman, D.M.; Klee, H.J.; Goggin, F.L.
A Comparison of the effects of fatty acid desaturase and hydroperoxide lyase on plant-aphid interactions
Int. J. Mol. Sci.
19
E1077
2018
Solanum lycopersicum (Q9XGI8)
Deng, W.W.; Wu, Y.L.; Li, Y.Y.; Tan, Z.; Wei, C.L.
Molecular Cloning and characterization of hydroperoxide lyase gene in the leaves of tea plant (Camellia sinensis)
J. Agric. Food Chem.
64
1770-1776
2016
Camellia sinensis
Gargouri, M.; Drouet, P.; Legoy, M.-D.
Hydroperoxide-lyase activity in mint leaves volatile C6-aldehyde production from hydroperoxy-fatty acids
J. Biotechnol.
111
59-65
2004
Mentha spicata, Mentha pulegium
Nilsson, A.K.; Fahlberg, P.; Johansson, O.N.; Hamberg, M.; Andersson, M.X.; Ellerstroem, M.
The activity of hydroperoxide lyase 1 regulates accumulation of galactolipids containing 12-oxo-phytodienoic acid in Arabidopsis
J. Exp. Bot.
67
5133-5144
2016
Arabidopsis thaliana (B3LF83)
Ono, E.; Handa, T.; Koeduka, T.; Toyonaga, H.; Tawfik, M.M.; Shiraishi, A.; Murata, J.; Matsui, K.
CYP74B24 is the 13-hydroperoxide lyase involved in biosynthesis of green leaf volatiles in tea (Camellia sinensis)
Plant Physiol. Biochem.
98
112-118
2016
Camellia sinensis (G4VV60), Camellia sinensis
Savchenko, T.; Yanykin, D.; Khorobrykh, A.; Terentyev, V.; Klimov, V.; Dehesh, K.
The hydroperoxide lyase branch of the oxylipin pathway protects against photoinhibition of photosynthesis
Planta
245
1179-1192
2017
Spinacia oleracea, Arabidopsis thaliana (B3LF83), Arabidopsis thaliana, Arabidopsis thaliana Col-0 (B3LF83)
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