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Literature summary for 3.3.2.9 extracted from
- Stereochemical features of the hydrolysis of 9,10-epoxystearic acid catalysed by plant and mammalian epoxide hydrolases (2002), Biochem. J., 366, 471-480.
Activating Compound
| Activating Compound | Comment | Organism | Structure |
|---|---|---|---|
| additional information | pathogens induce enzyme expression | Solanum tuberosum |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression of His-tagged enzyme in Saccharomyces cerevisiae strain WA6, the N-terminal His-tag reduces enzyme activity by 75%, therefore a C-terminal His-tag is used | Glycine max |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | kinetics | Rattus norvegicus | |
| additional information | - |
additional information | kinetics | Triticum aestivum | |
| additional information | - |
additional information | kinetics | Zea mays | |
| additional information | - |
additional information | kinetics | Solanum tuberosum | |
| additional information | - |
additional information | kinetics | Nicotiana tabacum | |
| additional information | - |
additional information | kinetics | Glycine max | |
| additional information | - |
additional information | kinetics | Apium graveolens | |
| additional information | - |
additional information | kinetics | Oryza sativa | |
| additional information | - |
additional information | kinetics | Musa x paradisiaca |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| cytosol | - |
Rattus norvegicus | 5829 | - |
| soluble | - |
Triticum aestivum | - |
- |
| soluble | - |
Zea mays | - |
- |
| soluble | - |
Solanum tuberosum | - |
- |
| soluble | - |
Nicotiana tabacum | - |
- |
| soluble | - |
Glycine max | - |
- |
| soluble | - |
Apium graveolens | - |
- |
| soluble | - |
Oryza sativa | - |
- |
| soluble | - |
Musa x paradisiaca | - |
- |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 31000 | - |
gel filtration, 2 peaks | Apium graveolens |
| 62000 | - |
gel filtration, 2 peaks | Apium graveolens |
| 64000 | - |
gel filtration | Zea mays |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Apium graveolens | - |
var. rapaceum | - |
| Glycine max | - |
- |
- |
| Musa x paradisiaca | - |
- |
- |
| Nicotiana tabacum | - |
var. samsun, infected with Tobacco mosaic virus | - |
| Oryza sativa | - |
var. rosa marchetti | - |
| Rattus norvegicus | - |
- |
- |
| Solanum tuberosum | - |
- |
- |
| Triticum aestivum | - |
var. kamut | - |
| Zea mays | - |
var. blizzar | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| preparation of cytosolic fraction by ultracentrifugation | Triticum aestivum |
| preparation of cytosolic fraction by ultracentrifugation | Solanum tuberosum |
| preparation of cytosolic fraction by ultracentrifugation | Nicotiana tabacum |
| preparation of cytosolic fraction by ultracentrifugation | Oryza sativa |
| preparation of cytosolic fraction by ultracentrifugation | Musa x paradisiaca |
| recombinant His-tagged enzyme from Saccharomyces cerevisiae strain WA6 by nickel affinity chromatography | Glycine max |
| to homogeneity from root cytosol | Apium graveolens |
| to homogeneity from seedling cytosol | Zea mays |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Rattus norvegicus | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Triticum aestivum | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Zea mays | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Solanum tuberosum | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Nicotiana tabacum | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Glycine max | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Apium graveolens | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Oryza sativa | |
| cis-stilbene oxide + H2O = (1R,2R)-1,2-diphenylethane-1,2-diol | reaction mechanism, catalytic triad | Musa x paradisiaca |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| fruit pulp | - |
Musa x paradisiaca | - |
| leaf | harvested 7 days after inoculation with Erypsiphe graminis | Nicotiana tabacum | - |
| liver | - |
Rattus norvegicus | - |
| root | - |
Apium graveolens | - |
| seedling | - |
Triticum aestivum | - |
| seedling | - |
Zea mays | - |
| seedling | - |
Oryza sativa | - |
| tuber | - |
Solanum tuberosum | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| cis-(9R,10S)-epoxystearic acid + H2O | - |
Rattus norvegicus | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | enantioselective production of 80% (9R,10R)-diol and 20% (9S,10S)-diol | ? |  |
| cis-(9R,10S)-epoxystearic acid + H2O | - |
Zea mays | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | enantioselective production of 84% (9R,10R)-diol and 16% (9S,10S)-diol | ? | |
| cis-(9R,10S)-epoxystearic acid methyl ester + H2O | - |
Rattus norvegicus | threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester | enantioselective production of 79% (9R,10R)-diol and 21% (9S,10S)-diol | ? | |
| cis-(9R,10S)-epoxystearic acid methyl ester + H2O | - |
Zea mays | threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester | enantioselective production of 83% (9R,10R)-diol and 17% (9S,10S)-diol | ? | |
| cis-(9S,10R)-epoxystearic acid + H2O | - |
Rattus norvegicus | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | enantioselective production of 39% (9R,10R)-diol and 61% (9S,10S)-diol | ? | |
| cis-(9S,10R)-epoxystearic acid + H2O | - |
Zea mays | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | enantioselective production of 52% (9R,10R)-diol and 48% (9S,10S)-diol | ? | |
| cis-(9S,10R)-epoxystearic acid methyl ester + H2O | - |
Rattus norvegicus | threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester | enantioselective production of 48% (9R,10R)-diol and 52% (9S,10S)-diol | ? | |
| cis-(9S,10R)-epoxystearic acid methyl ester + H2O | - |
Zea mays | threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester | enantioselective production of 68% (9R,10R)-diol and 32% (9S,10S)-diol | ? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Rattus norvegicus | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Triticum aestivum | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Zea mays | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Solanum tuberosum | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Nicotiana tabacum | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Glycine max | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Apium graveolens | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Oryza sativa | ? | - |
? | |
| additional information | enantioselectivity with fatty acid epoxide substrates | Musa x paradisiaca | ? | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 30% enantioselective (9S,10S)-cis-diol production | Apium graveolens | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 59% enantioselective (9S,10S)-cis-diol production | Triticum aestivum | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 63.5% enantioselective (9S,10S)-cis-diol production | Musa x paradisiaca | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 74% enantioselective (9S,10S)-cis-diol production | Oryza sativa | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 90% enantioselective (9S,10S)-cis-diol production by the constitutive enzyme, 86% by the pathogen-induced enzyme | Solanum tuberosum | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 94% enantioselective (9S,10S)-cis-diol production | Nicotiana tabacum | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| racemic cis-9,10-epoxystearic acid + H2O | 94% enantioselective (9S,10S)-cis-diol production | Glycine max | threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid | - |
? | |
| styrene oxide + H2O | recombinant enzyme, low activity | Glycine max | 1-phenylethane-1,2-diol | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| dimer | mainly, in solution, recombinant enzyme, mass spectrometry | Glycine max |
| More | monomer or dimer | Apium graveolens |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| More | see also 3.1.3.76 | Glycine max |
| SEH | - |
Rattus norvegicus |
| SEH | - |
Triticum aestivum |
| SEH | - |
Zea mays |
| SEH | - |
Solanum tuberosum |
| SEH | - |
Nicotiana tabacum |
| SEH | - |
Glycine max |
| SEH | - |
Apium graveolens |
| SEH | - |
Oryza sativa |
| SEH | - |
Musa x paradisiaca |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 26 | - |
assay at | Rattus norvegicus |
| 26 | - |
assay at | Triticum aestivum |
| 26 | - |
assay at | Zea mays |
| 26 | - |
assay at | Solanum tuberosum |
| 26 | - |
assay at | Nicotiana tabacum |
| 26 | - |
assay at | Glycine max |
| 26 | - |
assay at | Apium graveolens |
| 26 | - |
assay at | Oryza sativa |
| 26 | - |
assay at | Musa x paradisiaca |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 5.5 | 8 | broad maximum, recombinant enzyme | Glycine max |
| 7.4 | - |
assay at | Rattus norvegicus |
| 7.4 | - |
assay at | Triticum aestivum |
| 7.4 | - |
assay at | Zea mays |
| 7.4 | - |
assay at | Solanum tuberosum |
| 7.4 | - |
assay at | Nicotiana tabacum |
| 7.4 | - |
assay at | Apium graveolens |
| 7.4 | - |
assay at | Oryza sativa |
| 7.4 | - |
assay at | Musa x paradisiaca |
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