1.11.2.3 (+)-(R)-limonene + H2O2 - Solanum lycopersicum (R)-limonene trans-1,2-epoxide 97% of products ? 425092 1.11.2.3 (-)-(S)-limonene + H2O2 - Solanum lycopersicum (S)-limonene cis-1,2-epoxide 88% of products ? 425100 1.11.2.3 (10E,12Z,9S)-9-hydroperoxy-octadec-10,12-dienoate + H2O2 - Triticum aestivum (10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O - ? 413668 1.11.2.3 (10E,12Z,9S)-9-hydroperoxy-octadec-10,12-dienoate + H2O2 - Hordeum vulgare (10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O - ? 413668 1.11.2.3 (10E,12Z,9S)-9-hydroperoxy-octadec-10,12-dienoate + H2O2 - Avena sativa (10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O - ? 413668 1.11.2.3 (10E,12Z,9S)-9-hydroperoxy-octadec-10,12-dienoate + H2O2 - Secale cereale (10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O - ? 413668 1.11.2.3 (10E,12Z,9S)-9-hydroperoxy-octadec-10,12-dienoate + H2O2 - Hordeum vulgare subsp. vulgare (10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O - ? 413668 1.11.2.3 (10E,12Z,9S)-9-hydroxy-octadec-10,12-dienoate + H2O2 - Triticum aestivum (10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O - ? 413669 1.11.2.3 (10E,12Z,9S)-9-hydroxy-octadec-10,12-dienoate + H2O2 - Hordeum vulgare (10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O - ? 413669 1.11.2.3 (10E,12Z,9S)-9-hydroxy-octadec-10,12-dienoate + H2O2 - Secale cereale (10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O - ? 413669 1.11.2.3 (10E,12Z,9S)-9-hydroxy-octadec-10,12-dienoate + H2O2 - Hordeum vulgare subsp. vulgare (10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O - ? 413669 1.11.2.3 (10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O2 - Avena sativa (10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O - ? 413670 1.11.2.3 (3Z)-hexenal + H2O2 - Glycine max (2E)-4-hydroxy-2-hexenal + H2O - ? 413714 1.11.2.3 (3Z)-nonenal + H2O2 - Glycine max (2E)-4-hydroxy-2-nonenal + H2O - ? 413715 1.11.2.3 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + tert-butyl hydroperoxide - Avena sativa (12Z,15Z)-9,10-epoxyoctadeca-12,15-dienoic aicd + (9Z,12Z)-15,16-epoxy-9,12-octadecadienoic acid + ? - ? 413144 1.11.2.3 10-cis-heptadecenoic acid + cumene hydroperoxide 94% of the activity with oleic acid Avena sativa 10,11-epoxyheptadecanoic acid + ? - ? 425300 1.11.2.3 10-cis-pentadecenoic acid + cumene hydroperoxide 98% of the activity with oleic acid Avena sativa 10,11-epoxypentadecanoic acid + ? - ? 425301 1.11.2.3 13-hydroperoxy-9,11-octadecadienoic acid + H2O2 - Arabidopsis thaliana ? - ? 440528 1.11.2.3 13-hydroperoxy-9,11E,15Z-octadecatrienoic acid + H2O2 - Phoenix dactylifera ? - ? 461875 1.11.2.3 13-hydroperoxy-9Z,11E-octadecadienoic acid + H2O2 - Phoenix dactylifera ? - ? 461876 1.11.2.3 13-hydroperoxyoctadecatrienoic acid + H2O2 - Arabidopsis thaliana 13-hydroxyoctadecatrienoic acid + ? - ? 440069 1.11.2.3 13-hydroxyoctadecatrienoic acid + H2O2 - Arabidopsis thaliana 15,16-epoxy-13-hydroperoxyoctadecadienoic acid + ? - ? 440070 1.11.2.3 2 linolenic acid + 3 tert-butyl hydroperoxide - Avena sativa (12Z,15Z)-9-epoxyoctadec-12,15-dienoic acid + (12Z)-9,15-diepoxyoctadec-12-enoic acid + 3 tert-butanol - ? 413453 1.11.2.3 2-hydroperoxyoctadecatrienoic acid + H2O2 - Arabidopsis thaliana 2-hydroxyoctadecatrienoic acid + ? - ? 440094 1.11.2.3 2-methylhept-1-ene + tert-butyl hydroperoxide - Avena sativa 2-methyl-2-pentyloxirane + ? - ? 413957 1.11.2.3 4-chloroaniline + H2O2 - Pisum sativum 4-chloronitrosobenzene + ? - ? 414090 1.11.2.3 9-cis-hexadecenoic acid + cumene hydroperoxide 89% of the activity with oleic acid Avena sativa 9,10-epoxy hexadecanoic acid + ? - ? 425849 1.11.2.3 alpha-terpinene + H2O2 - Solanum lycopersicum cis-1,4-dihydroxy-p-menth-2-ene - ? 425917 1.11.2.3 alphax1elinolenic acid + 7-HpHxTrE - Phoenix dactylifera ? - ? 462247 1.11.2.3 aniline + cumene hydroperoxide - Arabidopsis thaliana ? - ? 413277 1.11.2.3 aniline + cumene hydroperoxide - Avena sativa ? - ? 413277 1.11.2.3 aniline + cumene hydroperoxide - Arabidopsis thaliana nitrosobenzene + ? - ? 413278 1.11.2.3 aniline + cumene hydroperoxide - Arabidopsis thaliana N-phenylhydroxylamine + H2O - ? 441046 1.11.2.3 aniline + H2O2 - Phoenix dactylifera nitrosobenzene + ? - ? 462257 1.11.2.3 arachidonic acid + 7-HpHxTrE weak substrate Phoenix dactylifera ? - ? 462268 1.11.2.3 cis-2-heptene + tert-butyl hydroperoxide - Avena sativa 2-butyl-3-methyl-cis-oxirane + ? 93.9% yield ? 414442 1.11.2.3 cis-3-heptene + tert-butyl hydroperoxide - Avena sativa 2-ethyl-3-propyl-cis-oxirane + ? 72.7% yield ? 414443 1.11.2.3 cyclohexene + tert-butyl hydroperoxide - Avena sativa 7-oxabicyclo-[4.1.0]-heptane + ? 70.5% yield ? 414466 1.11.2.3 gamma-terpinene + H2O2 - Solanum lycopersicum p-cymene in this reaction, hydroperoxide serves as hydrogen acceptor rather than an oxygen donor ? 426415 1.11.2.3 hept-1-ene + tert-butyl hydroperoxide - Avena sativa 2-pentyloxirane + ? 2.8% yield ? 414692 1.11.2.3 indole + H2O2 - Pisum sativum ? - ? 388924 1.11.2.3 indole + H2O2 - Triticum aestivum indoxyl + H2O - ? 414723 1.11.2.3 indole + H2O2 - Hordeum vulgare indoxyl + H2O - ? 414723 1.11.2.3 indole + H2O2 - Avena sativa indoxyl + H2O - ? 414723 1.11.2.3 indole + H2O2 - Secale cereale indoxyl + H2O - ? 414723 1.11.2.3 indole + H2O2 - Hordeum vulgare subsp. vulgare indoxyl + H2O - ? 414723 1.11.2.3 indole + linoleic acid hydroperoxide - Pisum sativum ? - ? 414724 1.11.2.3 lauric acid + NADPH + H+ - Arabidopsis thaliana ? - ? 462657 1.11.2.3 linoleate + H2O2 - Triticum aestivum (12Z,9R,10S)-9,10-epoxyoctadec-12-enoate + H2O - ? 414798 1.11.2.3 linoleate + H2O2 - Hordeum vulgare (12Z,9R,10S)-9,10-epoxyoctadec-12-enoate + H2O - ? 414798 1.11.2.3 linoleate + H2O2 - Avena sativa (12Z,9R,10S)-9,10-epoxyoctadec-12-enoate + H2O - ? 414798 1.11.2.3 linoleate + H2O2 - Secale cereale (12Z,9R,10S)-9,10-epoxyoctadec-12-enoate + H2O - ? 414798 1.11.2.3 linoleate + H2O2 - Hordeum vulgare subsp. vulgare (12Z,9R,10S)-9,10-epoxyoctadec-12-enoate + H2O - ? 414798 1.11.2.3 linoleate + tert-butyl hydroperoxide - Avena sativa (9Z)-12,13-epoxyoctadec-9-enoate + (12Z)-9,10-epoxyoctadec-12-enoate + 9,10-12,13-diepoxy-octadecanoate + ? 23.4% yield, 25.4% yield and 46.7% yield, respectively ? 414801 1.11.2.3 linoleate methyl ester + tert-butyl hydroperoxide - Avena sativa methyl 12,13-epoxy-9(Z)-octadecenoate + methyl 9,10-epoxy-12(Z)-octadecenoate + methyl 9,10-12,13-diepoxyoctadecanoate + ? 17.6% yield, 21.9% yield and 49.5% yield, respectively ? 414802 1.11.2.3 linoleic acid + 13-hydroperoxy-9,11-octadecadienoic acid 13-hydroperoxy-9,11-octadecadienoic acid is the most active cosubstrate Arabidopsis thaliana ? - ? 441577 1.11.2.3 linoleic acid + 7-HpHxTrE - Phoenix dactylifera ? - ? 462661 1.11.2.3 linoleic acid + cumene hydroperoxide - Arabidopsis thaliana ? - ? 413450 1.11.2.3 linoleic acid + cumene hydroperoxide - Avena sativa ? - ? 413450 1.11.2.3 linoleic acid + cumene hydroperoxide - Arabidopsis thaliana ? 64% conversion, physiological linoleic and linolenic acids are the preferred substrates for isoform PXG4 ? 413450 1.11.2.3 linoleic acid + cumene hydroperoxide 47% of the activity with oleic acid Avena sativa ? - ? 413450 1.11.2.3 linoleic acid + H2O2 - Glycine max ? - ? 414803 1.11.2.3 linoleic acid + H2O2 - Arabidopsis thaliana ? - ? 414803 1.11.2.3 linoleic acid + H2O2 - Solanum lycopersicum 15,16-epoxy-9,12-octadecadienoic acid + H2O 25% yield ? 426622 1.11.2.3 linoleic acid + NADPH + H+ - Arabidopsis thaliana 12,13-epoxy-octadec-cis-9-enoic acid + NADP+ - ? 462663 1.11.2.3 linoleic acid + tert-butyl hydroperoxide - Avena sativa 9,10-epoxy-octadecanoic acid + tert-butanol - ? 413452 1.11.2.3 linolenate + tert-butyl hydroperoxide - Avena sativa additional information 0.6% monoepoxy product and 91.6% diepoxy product ? 414806 1.11.2.3 linolenic acid + 13-hydroperoxy-9,11-octadecadienoic acid 13-hydroperoxy-9,11-octadecadienoic acid is the most active cosubstrate Arabidopsis thaliana ? - ? 441582 1.11.2.3 linolenic acid + cumene hydroperoxide 74% conversion, physiological linoleic and linolenic acids are the preferred substrates for isoform PXG4 Arabidopsis thaliana linolenic acid 9,10-15,16-diepoxide + ? major product, (R),(S)-epoxide enantiomers ? 424890 1.11.2.3 linolenic acid + cumene hydroperoxide - Arabidopsis thaliana ? - ? 441583 1.11.2.3 linolenic acid + H2O2 - Arabidopsis thaliana ? - ? 441584 1.11.2.3 methyl (13Z)-docos-13-enoate + tert-butyl hydroperoxide - Avena sativa methyl behenate 13,14-epoxide + H2O 26.9% yield ? 413671 1.11.2.3 methyl 4-tolyl sulfide + cumene hydroperoxide - Arabidopsis thaliana ? - ? 413460 1.11.2.3 methyl 4-tolyl sulfide + cumene hydroperoxide - Avena sativa ? - ? 413460 1.11.2.3 methyl linolenate + tert-butyl hydroperoxide - Avena sativa additional information 14.3% monoepoxy product and 78.3% diepoxy product ? 414863 1.11.2.3 additional information no substrate: geraniol Solanum lycopersicum ? - ? 89 1.11.2.3 additional information peroxygenase exists in nature as a complex with a carotenoid-binding macromolecule Pisum sativum ? - ? 89 1.11.2.3 additional information the enzyme does not oxidize diacylglycerol and triacylglycerol Avena sativa ? - ? 89 1.11.2.3 additional information thiobenzamide and thioacetamide are no substrates Pisum sativum ? - ? 89 1.11.2.3 additional information enzyme is an efficient fatty acid epoxygenase, catalyzing the oxidation of cis double bonds of unsaturated fatty acids. The C-12,13 double bond of these unsaturated fatty acids is the least favoured. Isoform PXG4 catalyzes exclusively the formation of (R),(S)-epoxide enantiomers, which is the absolute stereochemistry of the epoxides found in planta. Poor substrate: oleic acid methyl ester Arabidopsis thaliana ? - ? 89 1.11.2.3 additional information isoform PXG1 catalyzes the strictly hydroperoxide-dependent epoxidation of unsaturated fatty acids. It prefers hydroperoxy-trienoic acids over hydroperoxydienoic acids as oxygen donors to oxidize a wide range of unsaturated fatty acids with cis double bonds. Phospholipids and acyl-CoA are not effective substrates and it will only use free fatty acid or fatty acid methyl esters as substrates. Both hydroperoxy-dienoic and hydroperoxy-trienoic acids are effectively utilized as oxygen donors, with hydroperoxy-trienoic acids being more efficiently reduced Avena sativa ? - ? 89 1.11.2.3 additional information the enzyme shows null reductase activity towards 9-hydroperoxy-10E,12Z-octadecadienoic and a weak activity towards 9-hydroperoxy-10E,12,15Z-octadecatrienoic acid Phoenix dactylifera ? - - 89 1.11.2.3 myristoleic acid + 7-HpHxTrE - Phoenix dactylifera ? - ? 462739 1.11.2.3 N-iso-butyl-(9Z,12Z,15Z)-octadecatrienamide + tert-butyl hydroperoxide - Avena sativa N-iso-butyl-9,10-15,16-diepoxy-(12Z)-octadecenamide + ? - ? 414960 1.11.2.3 nerol + H2O2 - Solanum lycopersicum nerol-2,3-epoxide sole product ? 426837 1.11.2.3 oleate + H2O2 - Triticum aestivum ? - ? 415072 1.11.2.3 oleate + H2O2 - Hordeum vulgare ? - ? 415072 1.11.2.3 oleate + H2O2 - Avena sativa ? - ? 415072 1.11.2.3 oleate + H2O2 - Secale cereale ? - ? 415072 1.11.2.3 oleate + H2O2 - Hordeum vulgare subsp. vulgare ? - ? 415072 1.11.2.3 oleate + tert-butyl hydroperoxide - Avena sativa methyl 9,10-epoxyoctadecanoate + ? 99.8% yield ? 415073 1.11.2.3 oleate methyl ester + tert-butyl hydroperoxide - Avena sativa methyl 9,10-epoxyoctadecanoate + ? 93.9% yield ? 415074 1.11.2.3 oleic acid + 11-HpHxTrE - Phoenix dactylifera ? - ? 462862 1.11.2.3 oleic acid + 13-HpODE - Phoenix dactylifera ? - ? 462863 1.11.2.3 oleic acid + 13-HpOTrE - Phoenix dactylifera ? - ? 462864 1.11.2.3 oleic acid + 13-hydroperoxy-9,11-octadecadienoic acid 13-hydroperoxy-9,11-octadecadienoic acid is the most active cosubstrate Arabidopsis thaliana ? - ? 441803 1.11.2.3 oleic acid + 7-HpHxTrE high activity Phoenix dactylifera ? - ? 462865 1.11.2.3 oleic acid + 9-HpODE - Phoenix dactylifera ? - ? 462866 1.11.2.3 oleic acid + 9-HpOTrE - Phoenix dactylifera ? - ? 462867 1.11.2.3 oleic acid + cumene hydroperoxide - Zea mays ? - ? 413512 1.11.2.3 oleic acid + cumene hydroperoxide - Glycine max ? - ? 413512 1.11.2.3 oleic acid + cumene hydroperoxide - Avena sativa ? - ? 413512 1.11.2.3 oleic acid + cumene hydroperoxide - Phoenix dactylifera ? - ? 413512 1.11.2.3 oleic acid + cumene hydroperoxide - Arabidopsis thaliana ? - ? 413512 1.11.2.3 oleic acid + cumene hydroperoxide preferred substrate Avena sativa ? - ? 413512 1.11.2.3 oleic acid + cumene hydroperoxide - Arabidopsis thaliana cis-9,10-epoxystearic acid + ? - ? 413513 1.11.2.3 oleic acid + cumene hydroperoxide - Avena sativa cis-9,10-epoxystearic acid + ? - ? 413513 1.11.2.3 oleic acid + fatty acid hydroperoxide - Triticum aestivum cis-9,10-epoxystearic acid + ? - ? 413514 1.11.2.3 oleic acid + H2O2 - Glycine max 9,10-epoxystearic acid - ? 415075 1.11.2.3 oleic acid + H2O2 - Solanum lycopersicum 9,10-epoxyoctadecanoic acid 15% yield ? 426874 1.11.2.3 oleic acid + H2O2 - Phoenix dactylifera ? - ? 441804 1.11.2.3 oleic acid + H2O2 - Arabidopsis thaliana ? - ? 441804 1.11.2.3 palmitic acid + 11-HpHxTrE - Phoenix dactylifera ? - ? 462879 1.11.2.3 palmitic acid + 13-HpODE - Phoenix dactylifera ? - ? 462880 1.11.2.3 palmitic acid + 13-HpOTrE - Phoenix dactylifera ? - ? 462881 1.11.2.3 palmitic acid + 7-HpHxTrE highest activity Phoenix dactylifera ? - ? 462882 1.11.2.3 palmitic acid + 9-HpODE - Phoenix dactylifera ? - ? 462883 1.11.2.3 palmitic acid + 9-HpOTrE - Phoenix dactylifera ? - ? 462884 1.11.2.3 palmitic acid + cumene hydroperoxide - Phoenix dactylifera ? - ? 462885 1.11.2.3 palmitic acid + H2O2 - Phoenix dactylifera ? - ? 413521 1.11.2.3 palmitoleic acid methyl ester + 7-HpHxTrE excellent substrate Phoenix dactylifera ? - ? 462889 1.11.2.3 parathion ethyl + cumene hydroperoxide - Zea mays paraoxon + ? - ? 415104 1.11.2.3 parathion ethyl + cumene hydroperoxide - Glycine max paraoxon + ? - ? 415104 1.11.2.3 parathion ethyl + cumene hydroperoxide - Avena sativa paraoxon + ? - ? 415104 1.11.2.3 phenylsulfide + H2O2 - Pisum sativum phenylsulfoxide + ? - ? 415130 1.11.2.3 pyrogallol + H2O2 - Glycine max purpurogallin + H2O - ? 289022 1.11.2.3 ricinoleate + tert-butyl hydroperoxide - Avena sativa 9,10-epoxy-12-hydroxyoctadecanoate + ? 73.6% yield ? 415216 1.11.2.3 styrene + tert-butyl hydroperoxide - Avena sativa epoxyethyl benzene + ? 57.4% yield ? 415334 1.11.2.3 thioanisole + H2O2 - Pisum sativum ? - ? 289045 1.11.2.3 thiobenzamide + cumene hydroperoxide - Arabidopsis thaliana ? - ? 413622 1.11.2.3 thiobenzamide + cumene hydroperoxide - Avena sativa ? - ? 413622 1.11.2.3 trans-10,cis-12-linoleic acid + H2O2 - Solanum lycopersicum 12,13-epoxy-10-octadecenoic acid epoxidation occurs only at cis-double bond ? 427123 1.11.2.3 trans-2-heptene + tert-butyl hydroperoxide - Avena sativa 2-butyl-3-methyl-trans-oxirane + ? 26.6% yield ? 415389