3.3.2.9: microsomal epoxide hydrolase
This is an abbreviated version!
For detailed information about microsomal epoxide hydrolase, go to the full flat file.
Word Map on EC 3.3.2.9
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3.3.2.9
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phenobarbital
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cholesterol
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phospholipid
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hepatocytes
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monooxygenase
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hydroxylase
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triglyceride
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xenobiotics
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steroid
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nadph-cytochrome
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thyroid
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isozymes
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lipoprotein
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s-transferase
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testosterone
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aniline
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benzoapyrene
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phosphatidylcholine
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glucuronidation
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3-methylcholanthrene
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bile
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drug-metabolizing
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arachidonic
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prostaglandin
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acyltransferase
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heme
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hepatotoxicity
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nadph-dependent
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cyp2e1
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gsh
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autoimmune
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apolipoprotein
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cyp1a2
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autoantibody
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biphenyls
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polycyclic
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udp-glucuronosyltransferase
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monoxide
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glucose-6-phosphatase
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tetrachloride
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polychlorinated
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thyroglobulin
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ketoconazole
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demethylase
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ccl4
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desaturation
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n-oxide
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androstenedione
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beta-hydroxysteroid
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21-hydroxylase
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synthesis
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medicine
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drug development
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analysis
- 3.3.2.9
- phenobarbital
- cholesterol
- phospholipid
- hepatocytes
- monooxygenase
- hydroxylase
- triglyceride
- xenobiotics
- steroid
-
nadph-cytochrome
- thyroid
- isozymes
- lipoprotein
- s-transferase
- testosterone
- aniline
-
benzoapyrene
- phosphatidylcholine
-
glucuronidation
- 3-methylcholanthrene
- bile
-
drug-metabolizing
-
arachidonic
- prostaglandin
- acyltransferase
- heme
-
hepatotoxicity
-
nadph-dependent
- cyp2e1
- gsh
- autoimmune
-
apolipoprotein
- cyp1a2
- autoantibody
- biphenyls
-
polycyclic
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udp-glucuronosyltransferase
- monoxide
- glucose-6-phosphatase
-
tetrachloride
-
polychlorinated
- thyroglobulin
- ketoconazole
- demethylase
- ccl4
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desaturation
- n-oxide
- androstenedione
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beta-hydroxysteroid
- 21-hydroxylase
- synthesis
- medicine
- drug development
- analysis
Reaction
Synonyms
alpha,beta fold epoxide hydrolase, alpha,beta-fold type EH, E1-b', EC 3.3.2.3, EC 4.2.1.63, EC 4.2.1.64, EH1, EH2, Eha, EHb, EPHX, EPHX 1, EPHX1, EPOX, epoxide hydrolase, HYL1, JH epoxide hydrolase, JHEH, juvenile hormone epoxide hydrolase, mEH, mEH-like protein, mEH1, mEPHX, microsomal, microsomal EH, microsomal EPHX1, Microsomal epoxide hydrolase, microsomal epoxide hydrolase 1, microsomal epoxide hydrolase-like protein, microsomal xenobiotic epoxide hydrolase, More, PNSO hydrolase, SEH, styrene-epoxide hydrolase, Tcjheh-r1, Tcjheh-r3, XEHase, xenobiotic epoxide hydrolase
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Application
Application on EC 3.3.2.9 - microsomal epoxide hydrolase
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analysis
drug development
medicine
synthesis
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development of a fluorescence-based assay using substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate and application as a useful tool for the discovery of structure-activity relationships among mEH inhibitors and for the screening chemical library with high accuracy and with a Z' value of approximately 0.7
analysis
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development of a fluorescence-based assay using substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate and application as a useful tool for the discovery of structure-activity relationships among mEH inhibitors and for the screening chemical library with high accuracy and with a Z' value of approximately 0.7
drug development
the enzyme is an important therapeutic target for chronic diseases such as hypertension, diabetes and inflammation
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high EPHX1 activity is associated with an increased risk for lifetime asthma, which varies by glutathione S-transferase P1 Ile105Val genotype and by residential proximity to major roads. Among children with glutathione S-transferase P1 105Val/Val genotype, those who have high EPHX1 phenotype have a fourfold increased risk of lifetime asthma. Among children living within 75 metres of a major road, those with high EPHX1 activity had a 3.2-fold higher lifetime asthma risk. The results are similar for current, early persistent and late onset asthma
medicine
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incubation of ovaries in a neonatal mouse ovarian culture system in presence of 7,12-dimethylbenz[a]anthracene. At 1 mM 7,12-dimethylbenz[a]anthracene, follicle loss and increased microsomal epoxide hydrolase protein are measured by 6 h. mRNA encoding epoxide hydrolase markedly increases after 2 days of incubation, and this increase precedes accelerated follicle loss at 4 days
medicine
investigation on the expression and genetic polymorphism of microsomal epoxide hydrolase in non-small cell lung cancer patients. Enzyme is expressed in 83% of biopsies analyzed, and the major allelic expression pattern is fast type (Tyr113) in exon 3 (90.3%) and slow type (His139) in exon 4 (100%). A significant difference in patient survival is found when enzyme expression and adriamycin-containing chemotherapy are used to group patients. With respect to cancer risk and disease progression, the expression level of enzyme seems as important as genetic polymorphism
medicine
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investigation on the influence of single nucleotide polymorphisms in EPHX1 on well characterized chronic obstructive pulmonary disease and intermediate phenotypes. The EPHX1 exon 3 polymorphism is not associated with an increased risk of chronic obstructive pulmonary disease, nor is the EPHX1 exon 4 polymorphism. In addition, none of the EPHX1 haplotypes are associated with an increased risk of any chronic obstructive pulmonary disease phenotype
medicine
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significant association of prostate cancer risk with exon 3 variant genotypes of microsomal epoxide hydrolase alone or in combination with tobacco users, whereas in exon 4 genotypes, no association is observed. T/C polymorphism of CYPA1 gene is an additional predisposing factor
medicine
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study on polymorphisms of microsomal epoxide hydrolase. Genotype frequencies of exon 3 are Tyr113Tyr 50.4%, Tyr113His 42.1%, His113His 7.5%, and on exon 4 His139His 69.2%, His139Arg 28.6%, Arg133Arg 2.2%
medicine
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study on the effect of enzyme genotype on risk of myocardial infarction of smokers and non-smokers among patients with a first acute non-fatal myocardial infarction. EPHX1 genotype is not associated with risk of myocardial infarction, regardless of smoking status, and does not play a significant role in the development of coronary heart disease
medicine
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EPHX1 does not play a role in the initiation of pancreatic inflammation or cancer
medicine
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genetic mEPHX variants are positively associated with viral-related hepatocellular carcinoma risk
medicine
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patients with exon 3 genotypes (Tyr113His, His113His) and 113His allele are at risk of squamous cell esophageal cancer, none of haplotype combinations of exon 3 (Y113H) and exon 4 (H139R) polymorphisms show modulation of risk for squamous cell esophageal cancer
medicine
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polymorphisms in the microsomal epoxide hydrolase gene (EPHX1 His113-His113 genotype) are associated with chronic obstructive pulmonary disease
medicine
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the exon 3 His genotype of the mEH gene polymorphism alone or in combination with tobacco-users are significantly associated with the risk of sporadic bladder cancer
medicine
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there is no association of EPHX1 gene variation with susceptibility to chronic obstructive pulmonary disease or disease severity
medicine
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there is no risk-modifying effect of genetic polymorphisms in microsomal epoxide hydrolase on head and neck carcinogenesis, except for the predicted high activity variant H139R in patients with hypopharyngeal carcinoma
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the enantioselective enzyme is useful in production of chiral substances, e.g. production of (2R,3S)-ethyl 3-phenylglycidate with 95% enantiomeric excess and 26% yield in 12 h from 0.2% (w/v) of the racemat by whole cells of Pseudomonas sp. strain BZS21, maximal activity with dimethyl formamide as co-solvent
synthesis
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the purified recombinant enzyme can be used as biocatalyst for kinetic resolution of racemic styrene oxide with the result of over 99% enantiopure (S)-styrene oxide in 23,5% yield
synthesis
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enzyme prefers (R)-styrene oxide. Production of enantiopure (S)-styrene oxide by use of enzyme in batch kinetic resolution of racemic styrene oxide
synthesis
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highly enantioselective synthesis of chiral 1,2 diols from epoxides in ionic liquid [bmim][PF6] or [bmim][Tf2N] in presence of 10% water
synthesis
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the enantioselective enzyme is useful in production of chiral substances, e.g. production of (2R,3S)-ethyl 3-phenylglycidate with 95% enantiomeric excess and 26% yield in 12 h from 0.2% (w/v) of the racemat by whole cells of Pseudomonas sp. strain BZS21, maximal activity with dimethyl formamide as co-solvent
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