Cholesterol-5,6-oxide hydrolase

Cholesterol-5,6-oxide hydrolase
Identifiers
EC number 3.3.2.11
Databases
IntEnz IntEnz view
BRENDA BRENDA entry
ExPASy NiceZyme view
KEGG KEGG entry
MetaCyc metabolic pathway
PRIAM profile
PDB structures RCSB PDB PDBe PDBsum

Cholesterol-5,6-oxide hydrolase (EC 3.3.2.11, cholesterol-epoxide hydrolase, ChEH) is an enzyme with systematic name 5,6alpha-epoxy-5alpha-cholestan-3beta-ol hydrolase.[1][2][3][4][5] This enzyme catalyses the following chemical reaction

(1) 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O \rightleftharpoons 5alpha-cholestane-3beta,5alpha,6beta-triol
(2) 5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O \rightleftharpoons 5alpha-cholestane-3beta,5alpha,6beta-triol

The enzyme works equally well with either epoxide as substrate.

References

  1. Levin, W., Michaud, D.P., Thomas, P.E. and Jerina, D.M. (1983). "Distinct rat hepatic microsomal epoxide hydrolases catalyze the hydration of cholesterol 5,6 α-oxide and certain xenobiotic alkene and arene oxides". Arch. Biochem. Biophys. 220: 485–494. doi:10.1016/0003-9861(83)90439-3. PMID 6401984.
  2. Oesch, F., Timms, C.W., Walker, C.H., Guenthner, T.M., Sparrow, A., Watabe, T. and Wolf, C.R. (1984). "Existence of multiple forms of microsomal epoxide hydrolases with radically different substrate specificities". Carcinogenesis 5: 7–9. doi:10.1093/carcin/5.1.7. PMID 6690087.
  3. Sevanian, A. and McLeod, L.L. (1986). "Catalytic properties and inhibition of hepatic cholesterol-epoxide hydrolase". J. Biol. Chem. 261: 54–59. PMID 3941086.
  4. Fretland, A.J. and Omiecinski, C.J. (2000). "Epoxide hydrolases: biochemistry and molecular biology". Chem. Biol. Interact. 129: 41–59. doi:10.1016/S0009-2797(00)00197-6. PMID 11154734.
  5. Newman, J.W., Morisseau, C. and Hammock, B.D. (2005). "Epoxide hydrolases: their roles and interactions with lipid metabolism". Prog. Lipid Res. 44: 1–51. doi:10.1016/j.plipres.2004.10.001. PMID 15748653.

External links

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