| Entry |
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| Name |
cholesterol-5,6-oxide hydrolase;
cholesterol-epoxide hydrolase;
ChEH
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| Class |
Hydrolases;
Acting on ether bonds;
Ether hydrolases
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| Sysname |
5,6alpha-epoxy-5alpha-cholestan-3beta-ol hydrolase
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| Reaction(IUBMB) |
(1) 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol [RN: R07597];
(2) 5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol [RN: R04792]
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| Reaction(KEGG) |
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| Substrate |
5,6alpha-epoxy-5alpha-cholestan-3beta-ol [CPD: C15992];
H2O [CPD: C00001];
5,6beta-epoxy-5beta-cholestan-3beta-ol [CPD: C05418]
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| Product |
5alpha-cholestane-3beta,5alpha,6beta-triol
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| Comment |
The enzyme appears to work equally well with either epoxide as substrate [3]. The product is a competitive inhibitor of the reaction. In vertebrates, five epoxide-hydrolase enzymes have been identified to date: EC 3.3.2.6 (leukotriene-A4 hydrolase), EC 3.3.2.7 (hepoxilin-epoxide hydrolase), EC 3.3.2.9 (microsomal epoxide hydrolase), EC 3.3.2.10 (soluble epoxide hydrolase) and EC 3.3.2.11 (cholesterol 5,6-oxide hydrolase) [3].
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| Reference |
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| Authors |
Levin W, Michaud DP, Thomas PE, Jerina DM. |
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| Title |
Distinct rat hepatic microsomal epoxide hydrolases catalyze the hydration of cholesterol 5,6 alpha-oxide and certain xenobiotic alkene and arene oxides. |
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| Journal |
Arch. Biochem. Biophys. 220 (1983) 485-94. |
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| Organism |
Rattus norvegicus [GN: rno] |
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| Reference |
|
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| Authors |
Oesch F, Timms CW, Walker CH, Guenthner TM, Sparrow A, Watabe T, Wolf CR. |
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| Title |
Existence of multiple forms of microsomal epoxide hydrolases with radically different substrate specificities. |
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| Journal |
Carcinogenesis. 5 (1984) 7-9. |
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| Organism |
Rattus norvegicus [GN: rno], Oryctolagus cuniculus |
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| Reference |
|
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| Authors |
Sevanian A, McLeod LL. |
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| Title |
Catalytic properties and inhibition of hepatic cholesterol-epoxide hydrolase. |
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| Journal |
J. Biol. Chem. 261 (1986) 54-9. |
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| Organism |
Rattus norvegicus [GN: rno] |
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| Reference |
|
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| Authors |
Fretland AJ, Omiecinski CJ. |
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| Title |
Epoxide hydrolases: biochemistry and molecular biology. |
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| Journal |
Chem. Biol. Interact. 129 (2000) 41-59. |
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| Organism |
Rattus norvegicus [GN: rno] |
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| Reference |
|
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| Authors |
Newman JW, Morisseau C, Hammock BD. |
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| Title |
Epoxide hydrolases: their roles and interactions with lipid metabolism. |
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| Journal |
Prog. Lipid. Res. 44 (2005) 1-51. |
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| Organism |
Oryctolagus cuniculus |
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| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: BRENDA, the Enzyme Database: |
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