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Literature summary for 3.3.2.10 extracted from

  • Yamanashi, H.; Boeglin, W.E.; Morisseau, C.; Davis, R.W.; Sulikowski, G.A.; Hammock, B.D.; Brash, A.R.
    Catalytic activities of mammalian epoxide hydrolases with cis and trans fatty acid epoxides relevant to skin barrier function (2018), J. Lipid Res., 59, 684-695 .
    View publication on PubMedView publication on EuropePMC

Protein Variants

Protein Variants Comment Organism
additional information construction of N-truncated murine EH3 and N-truncated+7aa-insert murine EH3 mutants Mus musculus

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
Homo sapiens 5829
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
9R,10R-trans-epoxy-13R-hydroxy-11E-octadecenoic acid + H2O Homo sapiens
-
(9R,10S,13R)-trihydroxy-11E-octadecenoic acid
-
?
9R,10R-trans-epoxy-13R-hydroxy-11E-octadecenoic acid + H2O Mus musculus
-
(9R,10S,13R)-trihydroxy-11E-octadecenoic acid
-
?
9R,10S-cis-epoxy-13R-hydroxy-11E-octadecenoic acid Homo sapiens
-
(9R,10R,13R)-trihydroxy-11E-octadecenoic acid
-
?
cis-14,15-epoxyeicosatrienoic acid + H2O Homo sapiens
-
cis-14,15-dihydroxyeicosatrienoic acid
-
?
cis-14,15-epoxyeicosatrienoic acid + H2O Mus musculus
-
cis-14,15-dihydroxyeicosatrienoic acid
-
?
additional information Homo sapiens the enzyme converts epoxyalcohols into linoleate triols ?
-
?
additional information Mus musculus the enzyme converts epoxyalcohols into linoleate triols ?
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens P34913
-
-
Homo sapiens Q9H6B9
-
-
Mus musculus Q3V1F8
-
-

Source Tissue

Source Tissue Comment Organism Textmining
epidermis
-
Homo sapiens
-
epidermis
-
Mus musculus
-
skin EH3 is highly expressed in the skin, the highest expression of EH3 mRNA is in the outer epidermis where the water permeability barrier is formed Homo sapiens
-
skin EH3 is highly expressed in the skin, the highest expression of EH3 mRNA is in the outer epidermis where the water permeability barrier is formed Mus musculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
12,13-cis-epoxy-octadeca-9E-enoic acid + H2O
-
Homo sapiens ?
-
?
12,13-trans-epoxy-octadeca-9E-enoic acid + H2O
-
Homo sapiens ?
-
?
9R,10R-trans-epoxy-13R-hydroxy-11E-octadecenoic acid + H2O
-
Homo sapiens (9R,10S,13R)-trihydroxy-11E-octadecenoic acid
-
?
9R,10R-trans-epoxy-13R-hydroxy-11E-octadecenoic acid + H2O
-
Mus musculus (9R,10S,13R)-trihydroxy-11E-octadecenoic acid
-
?
9R,10S-cis-epoxy-13R-hydroxy-11E-octadecenoic acid
-
Homo sapiens (9R,10R,13R)-trihydroxy-11E-octadecenoic acid
-
?
9R,10S-cis-epoxy-13R-hydroxy-11E-octadecenoic acid + H2O
-
Homo sapiens (9R,10R,13R)-trihydroxy-11E-octadecenoic acid
-
?
cis-14,15-epoxyeicosatrienoic acid + H2O
-
Homo sapiens cis-14,15-dihydroxyeicosatrienoic acid
-
?
cis-14,15-epoxyeicosatrienoic acid + H2O
-
Mus musculus cis-14,15-dihydroxyeicosatrienoic acid
-
?
additional information the enzyme converts epoxyalcohols into linoleate triols Homo sapiens ?
-
?
additional information the enzyme converts epoxyalcohols into linoleate triols Mus musculus ?
-
?
additional information human soluble EH (sEH or EPHX2) and human or murine epoxide hydrolase-3 (EH3 or EPHX3) hydrolyze cis or trans allylic epoxides to single diastereomers, identical to the major isomers detected in epidermis. Microsomal EH (mEH or EPHX1, EC 3.3.2.9) is inactive with these substrates. 12,13-trans-Epoxy-octadeca-9E-enoic acid is completely hydrolyzed by human sEH, human EH3, and N-truncated murine EH3 and mostly hydrolyzed using the N-truncated+7aa-insert murine EH3. 12,13-cis-Epoxy-octadeca-9E-enoic acid is hardly hydrolyzed by human EH3, N-truncated murine EH3, and the N-truncated+7aa-insert murine EH3, and 30% hydrolysis is observed using human sEH. At low substrate concentrations, EPHX2 hydrolyzes 14,15-epoxyeicosatrienoic acid (EET) at twice the rate of the epidermal epoxyalcohol, 9R,10R-trans-epoxy-11E-13R-hydroxy-octadecenoic acid, whereas human or murine EPHX3 hydrolyze the allylic epoxyalcohol at 31fold and 39fold higher rates, respectively Homo sapiens ?
-
?
additional information human soluble EH (sEH or EPHX2) and human or murine epoxide hydrolase-3 (EH3 or EPHX3) hydrolyze cis or trans allylic epoxides to single diastereomers, identical to the major isomers detected in epidermis. Microsomal EH (mEH or EPHX1, EC 3.3.2.9) is inactive with these substrates. 12,13-trans-Epoxy-octadeca-9E-enoic acid is completely hydrolyzed by human sEH, human EH3, and N-truncated murine EH3 and mostly hydrolyzed using the N-truncated+7aa-insert murine EH3. 12,13-cis-Epoxy-octadeca-9E-enoic acid is hardly hydrolyzed by human EH3, N-truncated murine EH3, and the N-truncated+7aa-insert murine EH3, and 30% hydrolysis is observed using human sEH. At low substrate concentrations, EPHX2 hydrolyzes 14,15-epoxyeicosatrienoic acid (EET) at twice the rate of the epidermal epoxyalcohol, 9R,10R-trans-epoxy-11E-13R-hydroxy-octadecenoic acid, whereas human or murine EPHX3 hydrolyze the allylic epoxyalcohol at 31fold and 39fold higher rates, respectively Mus musculus ?
-
?

Synonyms

Synonyms Comment Organism
EH3
-
Homo sapiens
EH3
-
Mus musculus
EPHX2
-
Homo sapiens
EPHX3
-
Homo sapiens
EPHX3
-
Mus musculus
epoxide hydrolase-3
-
Homo sapiens
epoxide hydrolase-3
-
Mus musculus
SEH
-
Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Homo sapiens
37
-
assay at Mus musculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5
-
with allylic epoxyalcohols as substrates Homo sapiens
5
-
with allylic epoxyalcohols as substrates Mus musculus

pH Range

pH Minimum pH Maximum Comment Organism
5 6 maximal activity at pH 5.0, 70% of maximal activity at pH 6.0, no activity at pH 7.0-8.0, with allylic epoxyalcohols as substrates Homo sapiens
5 6 maximal activity at pH 5.0, 70% of maximal activity at pH 6.0, no activity at pH 7.0-8.0, with allylic epoxyalcohols as substrates Mus musculus

General Information

General Information Comment Organism
additional information evaluation of different epoxide hydrolase (EH) enzymes in the hydrolysis of skin-relevant fatty acid epoxides and comparison to the products to those of acid-catalyzed hydrolysis Homo sapiens
additional information evaluation of different epoxide hydrolase (EH) enzymes in the hydrolysis of skin-relevant fatty acid epoxides and comparison to the products to those of acid-catalyzed hydrolysis Mus musculus
physiological function activities of EPHX2 and EPHX3 in production of the linoleate triols detected as end products of the 12R-lipoxygenase pathway in the epidermis and functioning in formation of the mammalian water permeability barrier Homo sapiens
physiological function activities of EPHX2 and EPHX3 in production of the linoleate triols detected as end products of the 12R-lipoxygenase pathway in the epidermis and functioning in formation of the mammalian water permeability barrier Mus musculus
physiological function activities of EPHX2 and EPHX3 in production of the linoleate triols detected as end products of the 12R-LOX pathway in the epidermis and functioning in formation of the mammalian water permeability barrier Homo sapiens