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Literature summary extracted from

  • Levin, W.; Michaud, D.P.; Thomas, P.E.; Jerina, D.M.
    Distinct rat hepatic microsomal epoxide hydrolases catalyze the hydration of cholesterol 5,6alpha-oxide and certain xenobiotic alkene and arene oxides (1983), Arch. Biochem. Biophys., 220, 485-494.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
3.3.2.9 additional information no effect by cholestyramine and clofibrate, phenobarbital and isosafrole induce the enzyme expression, it is also induced by trans-stilbene oxide, gamma-chlordane, Aroclor 1254, and 2-acetylamineo-fluorene in liver microsomes Rattus norvegicus
3.3.2.11 acetonitrile maximal enzyme activity at 6.25% v/v, 19% of maximal activity at 1.25% v/v, 50% of maximal activity at 12.5% v/v, no activity at 18.8% v/v Rattus norvegicus
3.3.2.11 additional information no effect by 5,6alpha-epoxy-5alpha-cholestan-3beta-ol in vivo, and by EDTA and 2,2-dipyridyl, preferred buffer is 300 mM potassium phosphate at pH 7.4 and 37°C, low activity in Tris and HEPES buffers Rattus norvegicus

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.3.2.9 additional information 5,6alpha-epoxy-5alpha-cholestan-3beta-ol causes down-regulation of the enzyme, no effect by cholestyramine and clofibrate Rattus norvegicus
3.3.2.11 3-methylcholanthracene
-
 Rattus norvegicus
3.3.2.11 acetone reduces the activity by 85% at 1.25% v/v, by 50% at 3.75% v/v, and by 56% at 6.25% v/v Rattus norvegicus
3.3.2.11 Aroclor 1254
-
 Rattus norvegicus
3.3.2.11 benz[a]anthracene 5,6-oxide non-competitive inhibition Rattus norvegicus
3.3.2.11 cholestyramine
-
 Rattus norvegicus
3.3.2.11 Clofibrate
-
 Rattus norvegicus
3.3.2.11 Dimethylsulfoxide reduces the activity by 42% at 6.25% v/v Rattus norvegicus
3.3.2.11 gamma-chlordane
-
 Rattus norvegicus
3.3.2.11 isosafrole slight inhibition Rattus norvegicus
3.3.2.11 methanol reduces the activity by 86% at 3.75% v/v Rattus norvegicus
3.3.2.11 additional information no effect by 5,6alpha-epoxy-5alpha-cholestan-3beta-ol in vivo, and by EDTA and 2,2-dipyridyl, preferred buffer is 300 mM potassium phosphate at pH 7.4 and 37°C, low activity in Tris and HEPES buffers Rattus norvegicus
3.3.2.11 octene 1,2-oxide non-competitive inhibition Rattus norvegicus
3.3.2.11 Phenobarbital
-
 Rattus norvegicus
3.3.2.11 pregnenolone 16alpha-carbonitrile
-
 Rattus norvegicus
3.3.2.11 tetrahydrofuran reduces the activity by 86% at 6.25% v/v Rattus norvegicus
3.3.2.11 trans-stilbene oxide
-
 Rattus norvegicus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
3.3.2.9 microsome
-
 Rattus norvegicus
-
-
3.3.2.11 microsome
-
 Rattus norvegicus
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.3.2.9 additional information Rattus norvegicus the enzyme metabolizes xenobiotic epoxides ?
-
 ?
3.3.2.11 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O Rattus norvegicus regulation, the enzyme is highly substrate specific cholestane-3beta,5alpha,6beta-triol
-
 ?
3.3.2.11 additional information Rattus norvegicus the enzyme is distinct from the microsomal epoxide hydrolase EC 3.3.2.9, which shows a wider xenobiotic substrate specificity ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
3.3.2.9 Rattus norvegicus
-
 male Long Evans rats
-
3.3.2.11 Rattus norvegicus
-
 male Long Evans rats
-

Oxidation Stability

EC Number Oxidation Stability Organism
3.3.2.11 acetone reduces the activity by 85% at 1.25% v/v, by 50% at 3.75% v/v, and by 56% at 6.25% v/v Rattus norvegicus
3.3.2.11 acetonitrile activates the enzyme at moderate concentration, maximal enzyme activity at 6.25% v/v, 19% of maximal activity at 1.25% v/v, 50% of maximal activity at 12.5% v/v, no activity at 18.8% v/v Rattus norvegicus
3.3.2.11 dimethylsulfoxide reduces the activity by 42% at 6.25% v/v Rattus norvegicus
3.3.2.11 methanol reduces the activity by 86% at 3.75% v/v Rattus norvegicus
3.3.2.11 tetrahydrofuran reduces the activity by 86% at 6.25% v/v Rattus norvegicus

Purification (Commentary)

EC Number Purification (Comment) Organism
3.3.2.9 to homogeneity from liver of phenobarbital- and isosafrole-treated rats, separation from the cholesterol 5,6-oxide hydrolase, EC 3.3.2.11, by immunoprecipitation Rattus norvegicus
3.3.2.11 partially from liver by micosome preparation and immunoprecipitation, separation from the xenobiotic epoxide hydrolase, EC 3.3.2.9 Rattus norvegicus

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.3.2.9 liver
-
 Rattus norvegicus
-
3.3.2.11 liver
-
 Rattus norvegicus
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
3.3.2.11 additional information
-
 evaluation of substrate solubilization solvents for enzyme assay, preferred buffer is 300 mM potassium phosphate at pH 7.4 and 37°C Rattus norvegicus
3.3.2.11 0.00123
-
 liver microsomes Rattus norvegicus

Storage Stability

EC Number Storage Stability Organism
3.3.2.11 -90°C, liver microsomes, enzyme is stable during repeated freezing and thawing Rattus norvegicus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.3.2.9 benz[a]anthracene 5,6-oxide + H2O
-
 Rattus norvegicus 5,6-dihydro-chrysene-5,6-diol
-
 ?
3.3.2.9 additional information the enzyme metabolizes xenobiotic epoxides Rattus norvegicus ?
-
 ?
3.3.2.9 additional information the enzyme is distinct from the microsomal epoxide hydrolase EC 3.3.2.11, which specifically utilizes 5,6alpha-epoxy-5alpha-cholestan-3beta-ol, that is no substrate for EC 3.3.2.9 Rattus norvegicus ?
-
 ?
3.3.2.9 octene 1,2-oxide + H2O
-
 Rattus norvegicus octan-1,2-diol
-
 ?
3.3.2.9 styrene 7,8-oxide + H2O
-
 Rattus norvegicus 1-phenyl-ethane-1,2-diol
-
 ?
3.3.2.11 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O regulation, the enzyme is highly substrate specific Rattus norvegicus cholestane-3beta,5alpha,6beta-triol
-
 ?
3.3.2.11 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O the enzyme is highly substrate-specific Rattus norvegicus cholestane-3beta,5alpha,6beta-triol i.e. 5,6-glycol ?
3.3.2.11 additional information the enzyme is distinct from the microsomal epoxide hydrolase EC 3.3.2.9, which shows a wider xenobiotic substrate specificity Rattus norvegicus ?
-
 ?
3.3.2.11 additional information no activity with xenobiotic alkene oxides and arene oxides, e.g. octene 1,2-oxide or benz[a]anthracene 5,6-oxide Rattus norvegicus ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.3.2.9 microsomal xenobiotic epoxide hydrolase
-
 Rattus norvegicus
3.3.2.9 xenobiotic epoxide hydrolase
-
 Rattus norvegicus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.3.2.9 37
-
 assay at Rattus norvegicus
3.3.2.11 37
-
 assay at Rattus norvegicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.3.2.9 9
-
-
 Rattus norvegicus
3.3.2.11 7.4
-
-
 Rattus norvegicus

pH Range

EC Number pH Minimum pH Maximum Comment Organism
3.3.2.11 6.8 9 80-90% of maximal activity at pH 6.8 and pH 7.7, 33% at pH 9.0 Rattus norvegicus