Hepoxilin-epoxide hydrolase
| hepoxilin-epoxide hydrolase | |||||||||
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| Identifiers | |||||||||
| EC number | 3.3.2.7 | ||||||||
| CAS number | 122096-98-4 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| Gene Ontology | AmiGO / QuickGO | ||||||||
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| Search | |
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| PMC | articles |
| PubMed | articles |
| NCBI | proteins |
In enzymology, a hepoxilin-epoxide hydrolase (EC 3.3.2.7) is an enzyme that catalyzes the conversion of the epoxyalcohol metabolites arachidonic acid, hepoxilin A3 and hepoxilin B3 to their tri-hydroxyl products, trioxolin A3 and trioxilin B3, respectively. These reactions in general inactivate the two biologically active hepoxilins.
Hepoxilin-epoxide hydrolase coverts the epoxide residue in hepoxilins A3 and B3 to Vicinal (chemistry) diols as exemplified in the following enzyme reaction for the metabolism of hepoxilin A3 to trioxilin A3:
8-hydroxy-11S,12Sepoxy-(5Z,8Z,14Z)-eicosatrienoic acid + H2O 8,11,12-trihydroxy-(5Z,9E,14Z)-eicosatrienoic acid
The substrates of this enzyme are 8-hydroxy-11S,12Sepoxy-(5Z,8Z,14Z)-eicosatrienoic acid, i.e. hepoxilin A3 and H2O, whereas its product is 8,11,12-trihydroxy-(5Z,9E,14Z)-eicosatrienoic acid, i.e. the triol, trioxilin A3.
Epoxide hydrolases represent a group of enzymes that convert various types of epoxides to vicinal diols. Several members of this group have this metabolic activity on fatty acid epoxides including microsomal epoxide hydrolase (i.e. epoxide hydrolase 1 or EH1), soluble epoxide hydrolase (i.e. epoxide hydrolase 2 or EH2), epoxide hydrolase 3 (EH3), epoxide hydrolase 4 (EH4), and leukotriene A4 hydrolase (see epoxide hydrolase). The systematic name of this enzyme class is (5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoat e hydrolase. Other names in common use include hepoxilin epoxide hydrolase, hepoxylin hydrolase, and hepoxilin A3 hydrolase. Since the hepoxilins are metabolites of arachidonic acid, hepoxilin-epoxide hydrolase participates in arachidonic acid metabolism.
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