| Entry |
|
|---|
| Name |
soluble epoxide hydrolase;
epoxide hydrase (ambiguous);
epoxide hydratase (ambiguous);
arene-oxide hydratase (ambiguous);
aryl epoxide hydrase (ambiguous);
trans-stilbene oxide hydrolase;
sEH;
cytosolic epoxide hydrolase |
|---|
| Class |
Hydrolases;
Acting on ether bonds;
Ether hydrolases
 |
|---|
| Sysname |
epoxide hydrolase |
|---|
| Reaction(IUBMB) |
an epoxide + H2O = a glycol [RN:R02822] |
|---|
| Reaction(KEGG) |
R02822 > R05842 R07108 R07109 R07110 R07111
 |
|---|
| Substrate |
epoxide [CPD:C00722];
H2O [CPD:C00001] |
|---|
| Product |
glycol [CPD:C15588] |
|---|
| Comment |
Catalyses the hydrolysis of trans-substituted epoxides, such as
trans-stilbene oxide, as well as various aliphatic epoxides derived
from fatty-acid metabolism [7]. It is involved in the metabolism of
arachidonic epoxides (epoxyicosatrienoic acids; EETs) and linoleic
acid epoxides. The EETs, which are endogenous chemical mediators,
act at the vascular, renal and cardiac levels to regulate blood
pressure [4,5]. The enzyme from mammals is a bifunctional enzyme:
the C-terminal domain exhibits epoxide-hydrolase activity and the
N-terminal domain has the activity of EC 3.1.3.76, lipid-phosphate
phosphatase [1,2]. Like EC 3.3.2.9, microsomal epoxide hydrolase, it
is probable that the reaction involves the formation of an
hydroxyalkyl---enzyme intermediate [4,6]. The enzyme can also use
leukotriene A4, the substrate of EC 3.3.2.6, leukotriene-A4
hydrolase, but it forms 5,6-dihydroxy-7,9,11,14-icosatetraenoic acid
rather than leukotriene B4 as the product [9,10]. 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) [7]. |
|---|
| Pathway |
PATH: ec00590 Arachidonic acid metabolism
PATH: ec00625 Tetrachloroethene degradation
PATH: ec01100 Metabolic pathways |
|---|
| Orthology |
KO: K08726 soluble epoxide hydrolase |
|---|
| Genes |
HSA: 2053(EPHX2)
PTR: 464074(EPHX2)
MCC: 712926
MMU: 13850(Ephx2)
RNO: 65030(Ephx2)
CFA: 477373(EPHX2)
BTA: 511716(EPHX2)
SSC: 414425
ECB: 100060414
MDO: 100030580
OAA: 100093187
GGA: 421999(EPHX2)
XLA: 447032(ephx2)
XTR: 448759(ephx2)
DRE: 494099(ephx2)
CIN: 100180417
SPU: 590472(EH1)
NVE: NEMVE_v1g237970
TAD: TRIADDRAFT_64238
YLI: YALI0E19899g
NCR: NCU02924
MGR: MGG_05826
UMA: UM04063.1
 |
|---|
| Structures |
PDB: 3CXU 3I1Y 3I28 |
|---|
Reference
Authors
Title
Journal
Organism
|
1 [PMID:12574510]
Newman JW, Morisseau C, Harris TR, Hammock BD.
The soluble epoxide hydrolase encoded by EPXH2 is a bifunctional
enzyme with novel lipid phosphate phosphatase activity.
Proc. Natl. Acad. Sci. U. S. A. 100 (2003) 1558-63.
Homo sapiens [GN:hsa] |
|---|
Reference
Authors
Title
Journal
Organism
|
2 [PMID:12574508]
Cronin A, Mowbray S, Durk H, Homburg S, Fleming I, Fisslthaler B,
Oesch F, Arand M.
The N-terminal domain of mammalian soluble epoxide hydrolase is a
phosphatase.
Proc. Natl. Acad. Sci. U. S. A. 100 (2003) 1552-7.
Homo sapiens [GN:hsa], Mus musculus [GN:mmu] |
|---|
Reference
Authors
Title
Journal
Organism
|
3 [PMID:4584115]
Oesch F.
Mammalian epoxide hydrases: inducible enzymes catalysing the
inactivation of carcinogenic and cytotoxic metabolites derived from
aromatic and olefinic compounds.
Xenobiotica. 3 (1973) 305-40.
Homo sapiens [GN:hsa], Macaca mulatta [GN:mcc], Mus musculus
[GN:mmu], Rattus norvegicus [GN:rno], Sus scofa [GN:ssc], Cavia
porcellus, Oryctolagus cuniculus |
|---|
Reference
Authors
Title
Journal
Organism
|
4 [PMID:15822179]
Morisseau C, Hammock BD.
Epoxide hydrolases: mechanisms, inhibitor designs, and biological
roles.
Annu. Rev. Pharmacol. Toxicol. 45 (2005) 311-33.
Homo sapiens [GN:hsa], Mus musculus [GN:mmu], Rattus norvegicus
[GN:rno] |
|---|
Reference
Authors
Title
Journal
Organism
|
5 [PMID:11090543]
Yu Z, Xu F, Huse LM, Morisseau C, Draper AJ, Newman JW, Parker C,
Graham L, Engler MM, Hammock BD, Zeldin DC, Kroetz DL.
Soluble epoxide hydrolase regulates hydrolysis of vasoactive
epoxyeicosatrienoic acids.
Circ. Res. 87 (2000) 992-8.
Homo sapiens [GN:hsa], Mus musculus [GN:mmu], Rattus norvegicus
[GN:rno] |
|---|
Reference
Authors
Title
Journal
|
6
Lacourciere, G.M. and Armstrong, R.N.
The catalytic mechanism of microsomal epoxide hydrolase involves an
ester intermediate.
J. Am. Chem. Soc. 115 (1993) 10466-10456. |
|---|
Reference
Authors
Title
Journal
Organism
|
7 [PMID:11154734]
Fretland AJ, Omiecinski CJ.
Epoxide hydrolases: biochemistry and molecular biology.
Chem. Biol. Interact. 129 (2000) 41-59.
Rattus norvegicus [GN:rno] |
|---|
Reference
Authors
Title
Journal
Organism
|
8 [PMID:7840649]
Zeldin DC, Wei S, Falck JR, Hammock BD, Snapper JR, Capdevila JH.
Metabolism of epoxyeicosatrienoic acids by cytosolic epoxide
hydrolase: substrate structural determinants of asymmetric
catalysis.
Arch. Biochem. Biophys. 316 (1995) 443-51.
Rattus norvegicus [GN:rno] |
|---|
Reference
Authors
Title
Journal
Organism
|
9 [PMID:3009453]
Haeggstrom J, Meijer J, Radmark O.
Leukotriene A4. Enzymatic conversion into
5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid by mouse liver
cytosolic epoxide hydrolase.
J. Biol. Chem. 261 (1986) 6332-7.
Mus musculus [GN:mmu] |
|---|
Reference
Authors
Title
Journal
Organism
|
10 [PMID:15748653]
Newman JW, Morisseau C, Hammock BD.
Epoxide hydrolases: their roles and interactions with lipid
metabolism.
Prog. Lipid. Res. 44 (2005) 1-51.
Homo sapiens [GN:hsa], Macaca mulatta [GN:mcc], Mus musculus
[GN:mmu], Rattus norvegicus [GN:rno], Sus scofa [GN:ssc], Equus
caballus [GN:ecb], Arabidopsis thaliana [GN:ath], Zea mays [GN:zma],
Ananas comosus, Euphorbia lagascae, Oryctolagus cuniculus,
Mesocricetus sp., Papio sp., Glycine max, Nicotiana tabacum,
Brassica napus, Oryza sativa, Solanum tuberosum, Triticum aestivum,
Citrus jambhiri, Spinacia oleracea, Malus pumila, Ricinus communis,
Vicia sativa, Apium graveolens, Oncorhynchus mykiss, Oryzias
latipes, Pimphales promelas, Stenotomus chrysops |
|---|
| Other DBs |
ExplorEnz - The Enzyme Database: 3.3.2.10
IUBMB Enzyme Nomenclature: 3.3.2.10
ExPASy - ENZYME nomenclature database: 3.3.2.10
BRENDA, the Enzyme Database: 3.3.2.10
CAS: 9048-63-9 |
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