Microsomal epoxide hydrolase properties, regulation and function
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Abstract
References (206)
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1973 • 115 citations
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1981 • 111 citations
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1980 • 107 citations
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1979 • 105 citations
Solubilization, purification, and properties of a hepatic epoxide hydrase
1971 • 105 citations
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1977 • 101 citations
Substrate specificity of hepatic epoxide hydrase in microsomes and in a purified preparation: Evidence for homologous enzymes
1971 • 100 citations
Liver microsomal epoxide hydrase.
1977 • 99 citations
The hepatic microsomal biotransformation of delta 5-steroids to 5 alpha, 6 beta-glycols via alpha- and beta-epoxides.
1981 • 98 citations
Formation of a Carcinogen in Human Skin irradiated with Ultraviolet Light
1971 • 96 citations
Continuous fluorometric assay of epoxide hydrase activity
1979 • 96 citations
Mutagenicity and cytotoxicity of benz[ a ]anthracene diol epoxides and tetrahydro-epoxides: Exceptional activity of the bay region 1,2-epoxides
1977 • 93 citations
Alkylation by propylene oxide of deoxyribonucleic acid, adenine, guanosine and deoxyguanylic acid
1972 • 89 citations
Formation oftrans‐12,13‐epoxy‐9‐hydroperoxy‐trans‐10‐octadecenoic acid from 13‐L‐hydroperoxy‐cis‐9,trans‐11‐octadecadienoic acid catalyzed by either a soybean extract or cysteine‐FeC13
1978 • 89 citations
Inactivation of electrophilic metabolites by glutathione S-transferases and limitation of the system due to subcellular localization
1977 • 89 citations
Distribution of enzymes involved in metabolism of polycyclic aromatic hydrocarbons among rat liver endomembranes and plasma membranes.
1980 • 84 citations
Enhancement of liver microsome epoxide hydratase activity in rodents by treatment with 2(3)-tert-butyl-4-hydroxyanisole.
1978 • 83 citations
Epoxides Derived from Various Polycyclic Hydrocarbons as Substrates of Homogeneous and Microsome‐Bound Epoxide Hydratase
1976 • 82 citations
Hepatic microsomal epoxide hydrase. Involvement of a histidine at the active site suggests a nucleophilic mechanism.
1978 • 80 citations
Hydration of cis- and trans-epoxymethyl stearates by the cytosolic epoxide hydrase of mouse liver
1979 • 80 citations
Stereospecificity of microsomal and purified epoxide hydrase from rat liver. Hydration of arene oxides of polycyclic hydrocarbons.
1977 • 79 citations
Mammalian Metabolism and Environmental Degradation of the Juvenoid 1-(4'-Ethylphenoxy)-3,7-dimethyl-6,7-epoxy-
1974 • 76 citations
Tumor inhibitors. XXIX. Crotepoxide, a novel cyclohexane diepoxide tumor inhibitor from croton macrostachys
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Arene Oxides-Oxepins
1973 • 74 citations
Enzymic hydration of [18O]epoxides. Role of nucleophilic mechanisms
1976 • 73 citations
Metabolism of Drugs and Toxic Substances
1964 • 73 citations
Formation in isolated rat liver microsomes and nuclei of benzo(a)pyrene metabolites that bind to DNA.
1976 • 70 citations
Effects of iron overload on lipid peroxide formation and oxidative demethylation by the liver endoplasmic reticulum
1972 • 69 citations
Phylogenetic distribution of epoxide hydratase in different vertebrate species, strains and tissues measured using three substrates
1978 • 69 citations
Trans-stilbene oxide: a selective inducer of rat liver epoxide hydratase.
1978 • 69 citations
Cytosolic and microsomal epoxide hydrolases are immunologically distinguishable from each other in the rat and mouse.
1981 • 68 citations
Biosynthesis of hydroxyfatty acid polymers
1975 • 67 citations
High mutagenicity of metabolically activated chrysene 1,2 dihydrodiol: Evidence for bay region activation of chrysene
1977 • 66 citations
Characterization of rat lung epoxide (styrene oxide) hydrase with a modified radioactive assay of improved sensitivity.
1977 • 65 citations
Mechanism of the aromatization of arene oxides
1972 • 64 citations
Autoxidation of fatty acid monolayers adsorbed on silica gel: II. Rates and products
1977 • 64 citations
Metabolism of juvenile hormone I by microsomal oxidase, esterase, and epoxide hydrase of Musca domestica and some comparisons with Phormia regina and Sarcophaga bullata
1978 • 64 citations
Photometric assay of hepatic epoxide hydrolase activity with safrole oxide (SAFO) as substrate
1974 • 63 citations
A specific gas chromatographic method for the determination of microsomal styrene monooxygenase and styrene epoxide hydratase activities
1976 • 62 citations
Stereochemical course in reactions between nucleophiles and arene oxides
1974 • 62 citations
Trans-stilbene oxide: A new type of iducer of drug-metabolizing enzymes
1979 • 61 citations
Specificity of mouse liver cytosolic epoxide hydrolase for K-region epoxides derived from polycyclic aromatic hydrocarbons
1980 • 60 citations
Antibodies against homogeneous epoxide hydratase provide evidence for a single enzyme hydrating styrene oxide and benz(a)pyrene 4,5-oxide
1976 • 57 citations
Epoxide hydrolase activity in the mitochondrial and submitochondrial fractions of mouse liver
1981 • 56 citations
Effect of enzyme inducers on substrate specificity of the cytochrome P-450's.
1973 • 56 citations
A simple method for purification of epoxide hydratase from rat liver
1977 • 55 citations
Biosynthesis of the C18 family of cutin acids. ι-Hydroxyoleic acid, ι-hydroxy-9,10-epoxystearic acid, 9,10,18-trihydroxystearic acid, and their Δ12-unsaturated analogs
1973 • 55 citations
Insect Epoxide Hydrase Inhibition by Juvenile Hormone Analogues and Metabolic Inhibitors
1973 • 55 citations
Epoxide hydrase in human liver biopsy specimens: Assay and properties
1974 • 55 citations
Hepatic and extrahepatic formation and hydration of styrene oxide in vitro in animals of different species and sex
1978 • 54 citations
trans-Stilbene oxide: An inducer of rat hepatic microsomal and nuclear epoxide hydrase and mixed-function oxidase activities
1978 • 53 citations
Biosynthesis of hydroxy fatty acid polymers. Enzymic synthesis of cutin from monomer acids by cell-free preparations from the epidermis of Vicia faba leaves
1974 • 53 citations
The formation and hydrolysis of 16α, 17α-epoxy-oestratriene-3-ol by rat-liver tissue
1961 • 53 citations
Inactivation of a Diol Epoxide by Dihydrodiol Dehydrogenase But Not by Two Epoxide Hydrolases
1982 • 52 citations
Microsomal mixed-function oxidases and epoxide hydratase convert benzo[a]pyrene stereospecifically to optically active dihydroxydihydrobenzo[a]pyrenes
1976 • 52 citations
A rapid radiometric assay for mammalian cytosolic epoxide hydrolase
1980 • 51 citations
Initial characterization of drug-metabolizing systems in the liver of the Northern pike, Esox lucius.
1980 • 51 citations
Hepatic cytochrome P-448 and epoxide hydrase: Enzymes of nuclear origin are immunochemically identical with those of microsomal origin
1979 • 50 citations
Liver microsomal epoxide hydrase: activation, inhibition, and immunological properties of the purified enzyme.
1978 • 49 citations
Effect of phenobarbital and 3-methylcholanthrene administration on epoxide hydrase levels in liver microsomes
1977 • 48 citations
A partition assay for epoxide hydrases acting on insect juvenile hormone and an epoxide-containing juvenoid
1979 • 47 citations
Rat and human microsomal epoxide hydratase. Immunological characterization of various forms of the enzyme.
1979 • 47 citations
Gas Chromatographic Assay of Epoxide Hydrase Activity with 3-Methylcholanthrene-11,12-Oxide
1973 • 47 citations
Mechanism of catalysis for the hydration of substituted styrene oxides by hepatic epoxide hydrase
1978 • 46 citations
Properties and amino acid composition of pure epoxide hydratase
1975 • 45 citations
Fate of naturally occurring epoxy acids: A soluble epoxide hydrase, which catalyzes cis hydration, from Fusarium solani pisi
1975 • 45 citations
Evidence for the involvement of cytochrome P-450 in reduction of benzo(a)pyrene 4,5-oxide by rat liver microsomes
1976 • 45 citations
A convenient reverse-phase liquid chromatographic assay for epoxide hydrase
1980 • 43 citations
An immunohistochemical study on the localization and distribution of NADPH-cytochrome c (P-450) reductase in rat liver.
1980 • 42 citations
Assay and partial purification of epoxide hydrase from rat liver microsomes
1974 • 40 citations
Studies on enzymatic hydrolysis of aziridines—I. The conversion of 2β,3β-imino-5α-cholestane into 2β-amino-3α-hydroxy-5α-cholestane by liver microsomes
1971 • 39 citations
Benzo(a)pyrene-4,5-oxide hydratase: Assay, properties, and induction
1975 • 38 citations
Differentiation between the concerted and stepwise mechanisms for aromatization (NIH-shift) of arene epoxides
1972 • 38 citations
Epoxide hydrolase activity in the mitochondrial fraction of mouse liver
1981 • 38 citations
Stereoselective hydrolysis of cis- and trans-stilbene oxides by hepatic microsomal epoxide hydrolase
1971 • 37 citations
Hepatic microsomal epoxide hydrase. Chemical evidence for a single polypeptide chain.
1979 • 37 citations
Purification and quantitation of preneoplastic antigen from hyperplastic nodules and normal liver.
1978 • 37 citations
New potent modifiers of liver microsomal drug metabolism: 1-arylimidazoles.
1973 • 37 citations
Oxygenated fatty acids of oil from sunflower seeds after prolonged storage
1968 • 36 citations
The epoxide hydrolase catalyzed hydrolysis of trans-3-bromo-1,2-epoxycyclohexane. A direct proof for a general base catalyzed mechanism of the enzymatic hydration
1981 • 35 citations
Cholesterol α- and β-epoxides as obligatory intermediates in the hepatic microsomal metabolism of cholesterol to cholestanetriol
1980 • 35 citations
A rapid and sensitive liquid chromatographic assay for epoxide hydrase
1975 • 34 citations
Stereoselectivity in the epoxide hydrolase catalyzed hydrolysis of the stereoisomeric 3-tert-butyl-1,2-epoxycyclohexanes. Further evidence for the topology of the enzyme active site
1982 • 34 citations
Lipid epoxide hydrolase in rat lung preparations
1980 • 34 citations
Steroid epoxides in biologic systems: A review
1978 • 34 citations
Characterization of the induction of drug-metabolizing enzymes by 2-acetylaminofluorene
1981 • 33 citations
Effects of phenobarbital, pregnenolone-16 alpha-carbonitrile, and 3-methylcholanthrene pretreatments on the distribution of NADPH-cytochrome c (P-450) reductase within the liver lobule.
1980 • 33 citations
Endogenous Role of Epoxide Hydratase. Development of a Steroid Epoxide-Hydratase Assay and Properties of the Enzyme
1979 • 32 citations
Microsomal epoxidation of cis-stilbene: Decrease in epoxidase activity related to lipid peroxidation
1974 • 31 citations
Immunochemical localization of epoxide hydratase in rat liver: Effects of 2-acetylaminofluorene
1979 • 31 citations
Latency of epoxide hydratase and its relationship to that of udpglucuronyltransferase
1976 • 29 citations
Determination of oxide synthetase and hydratase activities by a new highly sensitive gas chromatographic method using styrene and styrene oxide as substrates
1978 • 28 citations
Naturally occurring epoxy oils1
1968 • 28 citations
Simplified liquid chromatographic assay for epoxide hydrolase
1980 • 28 citations
Induction of durg-metabolizing systems and related enzymes with metabolites and structural analogues of stilbene
1981 • 27 citations
Etiologic Related Studies of Ultraviolet Light-Mediated Carcinogenesis
1976 • 27 citations
Interaction of epoxide hydrolase with itself and other microsomal proteins
1982 • 27 citations
Alcohol dehydrogenase-coupled spectrophotometric assay of epoxide hydratase activity
1980 • 27 citations
Enzymatic hydration of cis-9, 10-epoxyoctadecanoic acid by cell-free extracts of germinating flax rust uredospores
1963 • 27 citations
Effect of inducers of drug-metabolizing enzymes on glutathione reductase and glutathione peroxidase in rat liver
1981 • 26 citations
Metabolic fate of epoxycholesterol in the rat
1970 • 26 citations
An immunohistochemical study on the localization and distribution of epoxide hydrolase within livers of untreated rats.
1981 • 25 citations
Epoxide hydrase: structure-activity relationships of in vitro stimulators of the microsomal activity
1978 • 24 citations
Direct evidence for the involvement of epoxide intermediates in the biosynthesis of the C18 family of cutin acids
1974 • 24 citations
Epoxide hydrase activity and its relationship to development in the southern armyworm, Prodenia eridania
1976 • 22 citations
Oxidative cleavage of the ethylenic linkage of stilbene by rabbit liver microsomes
1975 • 21 citations
A quantitative, batch hydroxyapatite method for analyzing native and denatured DNA at room temperature
1975 • 21 citations
Synthesis of epoxides with electronegative substituents. Photometric substrates for epoxide hydrase
1978 • 21 citations
Comparison of nuclear and microsomal epoxide hydrase from rat liver
1979 • 21 citations
Improved gas chromatographic method for measuring phenylethylene glycol
1980 • 21 citations
The formation of 16,17-dihydroxylated C19 steroids from 10-dehydro C19 steroids in liver microsomes from male and female rats
1973 • 21 citations
Stereoselective hydrolysis of 2,3-epoxysteroids by hepatic microsomal epoxide hydrolase
1971 • 21 citations
Epoxide hydrase activity in liver nuclei: Hydration of benzo[a]pyrene-4,5-oxide and styrene oxide
1978 • 20 citations
Hepatic microsomal biotransformation of 1,3,5(10),16-estratetraen-3-o1 to 16,17-epiestriol and estriol via 16 alpha,17 alpha- and 16 beta,17 beta-epoxy-1,3,5(10)-estratrien-3-ols.
1979 • 20 citations
Studies on enzymatic hydrolysis of aziridines — II. Stereoselective hydrolysis of N-substituted 2β,3β-imino-5α-cholestanes by hepatic microsomal aziridine hydrolase
1972 • 20 citations
Stimulation of mammalian epoxide hydrase activity by flavones
1980 • 19 citations
Identification of 18‐oxo‐9,10‐epoxystearic acid, a novel compound in the cutin of young apple fruits
1973 • 19 citations
Formation of a 16,17‐trans‐glycolic metabolite from a 16‐dehydro‐androgen in human fetal liver microsomes
1973 • 19 citations
Solubilization of Epoxide Hydrolase from Liver Microsomes
1970 • 19 citations
The topology of epoxide hydratase and benzpyrene monooxygenase in the endoplasmic reticulum of rat liver
1978 • 19 citations
Juvenile hormone epoxide hydrase in house flies, flesh flies and blow flies
1978 • 19 citations
Differential inducibility of nuclear envelope epoxide hydratase by trans-stilbene oxide and phenobarbital.
1982 • 19 citations
Enzymic hydration of benzene oxide: Assay and properties
1980 • 18 citations
Hepatic microsomal conversion of pregnenolone to 3β,5,6β-trihydroxy-5α-pregnan-20-one via pregnenolone α- and β-epoxides
1980 • 18 citations
New heterocyclic stimulators of hepatic epoxide hydrolase
1981 • 17 citations
A sensitive fluorometric assay for epoxide hydratase
1982 • 17 citations
Immunohistochemical localization of epoxide hydratase in rat liver
1980 • 16 citations
[Biogenesis of estratetraenol in man].
1963 • 15 citations
Benzil, a Potent Activator of Microsomal Epoxide Hydrolase in vitro
1980 • 15 citations
Chemical reactivity and metabolism of norethindrone-4β,5β-epoxide by rat liver microsomes in vitro
1980 • 14 citations
Human hepatic microsomal epoxide hydrolase. A structural comparison with the rat enzyme.
1982 • 14 citations
Accumulation of an epoxy intermediate during the hepatic microsomal metabolism of cis-stilbene to threo-stilbene glycol due to the inhibition of epoxide hydrolase by trans-stilbenimine
1974 • 13 citations
Reconstitution of benzo[a] pyrene 4,5‐oxide reductase activity by purified cytochrome P‐450
1978 • 12 citations
Stoffwechsel von Δ1.3.5(10).16-Östratetraenol-(3), 16α. 17α- und 16β.17ß-Epoxy-Δ1.3.5(10)-östratrienol-(3) beim Menschen
1962 • 12 citations
Ligand binding to dopamine-receptors: Analysis & interpretation
1978 • 12 citations
BIOGENESE VON ÖSTRATETRAENOL BEIM MENSCHEN
1963 • 11 citations
A practical radiochromatographic assay for cholesterol epoxide hydrase
1979 • 10 citations
Gas chromatographic and mass fragmentographic assays of carcinogenic polycyclic hydrocarbon epoxide hydratase activity
1977 • 10 citations
Immuno-electron-microscopic studies on the subcellular distribution of rat liver epoxide hydrolase and the effect of phenobarbitone and 2-acetamidofluorene treatment
1982 • 10 citations
Monooxygenase and epoxide hydratase analysis by high-performance liquid chromatography
1978 • 10 citations
Norethisterone-4β,5-oxide and laevonorgestrel-4β,5-oxide: Formation in rat liver microsomal incubations and interference with microsomal epoxide hydrolase and cytoplasmic glutathione S-transferase
1981 • 9 citations
trans-Stilbene oxide: A new inducer of rat liver microsomal UDP-glucuronyltransferase
1979 • 9 citations
Induction of hepatic cytosolic DT diaphorase in rats treated with trans—stilbene oxide
1980 • 9 citations
Bleaching of vegetable oils. II. Conversions of methyl oleate and linoleate
1973 • 7 citations
Inhibition of rat hepatic microsomal styrene oxide hydration by mercury and zincin vitro
1980 • 7 citations
A highly sensitive assay for epoxide hydrolase using an endogenous epoxide as substrate: 16α, 17α-epoxyandrost-4-en-3-one
1981 • 6 citations
Topology of Epoxide Hydrolase in the Membrane of the Endoplasmic Reticulum.
1982 • 6 citations
The effect of trans-stilbene oxide and other structurally related inducers of drug-metabolizing enzymes on the pentose phosphate pathway and other enzymes of carbohydrate metabolism
1982 • 6 citations
The effect of trans-stilbene oxide and other structurally related inducers of drug-metabolizing enzymes on glucuronidation
1982 • 5 citations
Hepatic microsomal epoxide hydratase of bluegill
1979 • 5 citations
The Formation of Phenylethane-1,2-diol 2-Acetate in the Metabolism of Styrene Oxide by Rabbit Liver Microsomesin vitro
1979 • 4 citations
A Very Sensitive Gas Chromatographic Method for the Evaluation of Styrene Oxidase and Styrene Oxide Hydratase Activities
1978 • 4 citations
Improved syntheses of substrates for radiometric assays of microsomal monooxygenase (arylhydrocarbon hydroxylase) and epoxide hydratase
1977 • 3 citations
Kinetics of the inhibition of styrene oxide and hydration in rat liver microsomes by cadmium
1980 • 3 citations