Metabolism of trichloroethylene

scientific article

Metabolism of trichloroethylene is …
instance of (P31):
review articleQ7318358
scholarly articleQ13442814

External links are
P356DOI10.1289/EHP.00108S2177
P932PMC publication ID1637769
P698PubMed publication ID10807551
P5875ResearchGate publication ID12509373

P2093author name stringFisher JW
Lash LH
Lipscomb JC
Parker JC
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Roles of cysteine conjugate beta-lyase and S-oxidase in nephrotoxicity: studies with S-(1,2-dichlorovinyl)-L-cysteine and S-(1,2-dichlorovinyl)-L-cysteine sulfoxideQ72389973
Kinetics of interactions of para-aminohippurate, probenecid, cysteine conjugates and N-acetyl cysteine conjugates with basolateral organic anion transporter in isolated rabbit proximal renal tubulesQ72538347
Cloning and characterization of a soluble kynurenine aminotransferase from rat brain: identity with kidney cysteine conjugate beta-lyaseQ72632363
Cleavage of S-(1,2-dichlorovinyl)-l-cysteine by an enzyme of bovine originQ72645037
Oxidation of cysteine S-conjugates by rabbit liver microsomes and cDNA-expressed flavin-containing mono-oxygenases: studies with S-(1,2-dichlorovinyl)-L-cysteine, S-(1,2,2-trichlorovinyl)-L-cysteine, S-allyl-L-cysteine, and S-benzyl-L-cysteineQ73128226
Kinetic analysis of the primary active transport of conjugated metabolites across the bile canalicular membrane: comparative study of S-(2,4-dinitrophenyl)-glutathione and 6-hydroxy-5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)benzothiazole glucuroQ73599227
Glutathione-dependent conversion to glyoxylate, a major pathway of dichloroacetate biotransformation in hepatic cytosol from humans and rats, is reduced in dichloroacetate-treated ratsQ73833558
Na-dependent transport of S-(1,2-dichlorovinyl)-L-cysteine by renal brush-border membrane vesiclesQ74424803
1,1-Dichloroethylene-induced Clara cell damage is associated with in situ formation of the reactive epoxide. Immunohistochemical detection of its glutathione conjugateQ77788898
Renal cellular transport of exogenous glutathione: heterogeneity at physiological and pharmacological concentrationsQ78130874
In vivo formation and localization of 1,1-dichloroethylene epoxide in murine liver: identification of its glutathione conjugate 2-S-glutathionyl acetateQ78149419
Isolation and characterization of a rat liver enzyme with both cysteine conjugate beta-lyase and kynureninase activityQ93575714
Cysteine conjugate beta-lyase activities in rat kidney cortex: subcellular localization and relationship to the hepatic enzymeQ93590785
Cytochrome P450-dependent metabolism of trichloroethylene: interindividual differences in humansQ23915079
Glutathione transferase zeta catalyses the oxygenation of the carcinogen dichloroacetic acid to glyoxylic acidQ24530743
Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspectsQ28322217
A comparative study on the contribution of cytochrome P450 isozymes to metabolism of benzene, toluene and trichloroethylene in rat liverQ28324626
Cysteine conjugate beta-lyase in rat liver. A novel enzyme catalyzing formation of thiol-containing metabolites of drugsQ28327924
Purification and characterization of human hepatic cysteine-conjugate beta-lyaseQ28362067
Identification of a mitochondrial form of kynurenine aminotransferase/glutamine transaminase K from rat brainQ28569431
Glutamine transaminase K and cysteine S-conjugate β-lyase activity stainsQ28581333
Translocation of intracellular glutathione to membrane-bound γ-glutamyl transpeptidase as a discrete step in the γ-glutamyl cycle: Glutathionuria after inhibition of transpeptidaseQ28646487
Extrapolation of in vitro enzyme induction data to humans in vivoQ32174139
THE METABOLISM OF 36C1-LABELLED TRICHLOROETHYLENE AND TETRACHLOROETHYLENE IN THE RAT.Q33191469
Dichloroacetic acid: metabolism in cytosol.Q33485661
Modes of action of trichloroethylene for kidney tumorigenesisQ33916696
Mode of action of liver tumor induction by trichloroethylene and its metabolites, trichloroacetate and dichloroacetateQ33916701
Development of a physiologically based pharmacokinetic model of trichloroethylene and its metabolites for use in risk assessmentQ33916714
Exposure assessment of trichloroethyleneQ33916728
Purification and characterization of human kidney cytosolic cysteine conjugate beta-lyase activityQ34170358
Cysteine S-conjugate N-acetyltransferase from rat kidney microsomes.Q34272900
Isolation from rat kidney of a cytosolic high molecular weight cysteine-S-conjugate beta-lyase with activity toward leukotriene E4.Q34315433
Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: studies with liver microsomes of 30 Japanese and 30 Caucasians.Q34330493
Bioactivation mechanism of the cytotoxic and nephrotoxic S-conjugate S-(2-chloro-1,1,2-trifluoroethyl)-L-cysteineQ34357210
Nephrotoxic and genotoxic N-acetyl-S-dichlorovinyl-L-cysteine is a urinary metabolite after occupational 1,1,2-trichloroethene exposure in humans: implications for the risk of trichloroethene exposureQ35031501
The human hepatic cytochromes P450 involved in drug metabolismQ36258518
Isolation and expression of a cDNA coding for rat kidney cytosolic cysteine conjugate beta-lyaseQ36783923
Consideration of the Target Organ Toxicity of Trichloroethylene in Terms of Metabolite Toxicity and PharmacokineticsQ37008371
Oxidation of toxic and carcinogenic chemicals by human cytochrome P-450 enzymesQ37362341
Immunochemical evidence for induction of the alcohol-oxidizing cytochrome P-450 of rabbit liver microsomes by diverse agents: ethanol, imidazole, trichloroethylene, acetone, pyrazole, and isoniazidQ37691571
Alteration of the enzymology of chloral hydrate reduction in the presence of ethanolQ39299687
Biotransformation of halogenated solventsQ39835955
Metabolism and kinetics of trichloroethylene in relation to toxicity and carcinogenicity. Relevance of the mercapturic acid pathway.Q40498461
Evaluating human variability in chemical risk assessment: hazard identification and dose-response assessment for noncancer oral toxicity of trichloroethyleneQ41035617
A mechanism for the development of Clara cell lesions in the mouse lung after exposure to trichloroethyleneQ51685214
Species differences in the metabolism of trichloroethylene to the carcinogenic metabolites trichloroacetate and dichloroacetateQ51685443
Sex-, age- and pregnancy-induced changes in the metabolism of toluene and trichloroethylene in rat liver in relation to the regulation of cytochrome P450IIE1 and P450IIC11 contentQ51689748
Identification of N-acetyl(2,2-dichlorovinyl)- and N-acetyl(1,2-dichlorovinyl)-L-cysteine as two regioisomeric mercapturic acids of trichloroethylene in the rat.Q51736177
Metabolism of trichloroethene--in vivo and in vitro evidence for activation by glutathione conjugation.Q51741878
Physiologically based pharmacokinetic modeling of the pregnant rat: a multiroute exposure model for trichloroethylene and its metabolite, trichloroacetic acid.Q51751604
Pulmonary toxicity of trichloroethylene in mice. Covalent binding and morphological manifestations.Q51761130
Identification of S-1,2-dichlorovinyl-N-acetyl-cysteine as a urinary metabolite of trichloroethylene: a possible explanation for its nephrocarcinogenicity in male rats.Q51805205
Absorption, elimination and metabolism of trichloroethylene: a quantitative comparison between rats and mice.Q51813418
Species differences in response to trichloroethylene. I. Pharmacokinetics in rats and mice.Q51824802
Species differences in response to trichloroethylene. II. Biotransformation in rats and mice.Q51825256
Novel metabolites of trichloroethylene through dechlorination reactions in rats, mice and humans.Q51841182
Metabolism of trichloroethylene in isolated hepatocytes, microsomes, and reconstituted enzyme systems containing cytochrome P-450.Q51855315
Gas-chromatographic method for the halothane metabolites, trifluoroacetic acid and bromide, in biological fluids.Q51874262
Metabolism and lipoperoxidative activity of trichloroacetate and dichloroacetate in rats and miceQ52416376
Trichloroethylene exposure and trichloroethylene metabolites in urine and blood.Q52735956
Trichloroethylene toxicity; report of five fatal cases.Q52777381
In vivo and in vitro studies of perchloroethylene metabolism for physiologically based pharmacokinetic modeling in rats, mice, and humans.Q53456953
Interaction of chloral hydrate and ethanol in man: I. MetabolismQ53834457
Diminished CYP2E1 expression and formation of 2-S-glutathionyl acetate, a glutathione conjugate derived from 1,1-dichloroethylene epoxide, in murine lung tumors.Q54109263
Further characterization and purification of the flavin-dependent S-benzyl-L-cysteine S-oxidase activities of rat liver and kidney microsomes.Q54543528
Kinetics and Metabolism of Chloral Hydrate in Children: Identification of Dichloroacetate as a MetaboliteQ59400108
Hydroxylation of chlorzoxazone as a specific probe for human liver cytochrome P-450IIE1Q67260608
L-cysteine and S-(1,2-dichlorovinyl)-L-cysteine transport in rat liver canalicular membrane vesicles: potential reabsorption mechanisms for biliary metabolites of glutathione and its S-conjugatesQ68048159
Perchloroethylene-induced rat kidney tumors: an investigation of the mechanisms involved and their relevance to humansQ68084880
Metabolism of hexafluoropropene. Evidence for bioactivation by glutathione conjugate formation in the kidneyQ68168372
The role of mitochondrial matrix enzymes in the metabolism and toxicity of cysteine conjugatesQ68268542
Metabolism of chloral hydrate in the anoxic perfused liverQ68302391
Mechanism of glutathione S-conjugate transport in canalicular and basolateral rat liver plasma membranesQ68775325
Mechanism of transport for toxic cysteine conjugates in rat kidney cortex membrane vesiclesQ69157270
Renal cysteine conjugate beta-lyase. Bioactivation of nephrotoxic cysteine S-conjugates in mitochondrial outer membraneQ69491628
Transport and activation of S-(1,2-dichlorovinyl)-L-cysteine and N-acetyl-S-(1,2-dichlorovinyl)-L-cysteine in rat kidney proximal tubulesQ69687543
Alpha-ketoacids stimulate rat renal cysteine conjugate beta-lyase activity and potentiate the cytotoxicity of S-(1,2-dichlorovinyl)-L-cysteineQ69732740
N-acetyl S-(1,2-dichlorovinyl)-L-cysteine produces a similar toxicity to S-(1,2-dichlorovinyl)-L-cysteine in rabbit renal slices: differential transport and metabolismQ69798166
Direct evidence for the role of the membrane potential in glutathione transport by renal brush-border membranesQ69855933
Cytotoxicity of S-(1,2-dichlorovinyl)glutathione and S-(1,2-dichlorovinyl)-L-cysteine in isolated rat kidney cellsQ69887175
Cysteine conjugate beta-lyase in the gastrointestinal bacterium Eubacterium limosumQ70006651
ATP-dependent S-(2,4-dinitrophenyl)glutathione transport in canalicular plasma membrane vesicles from rat liverQ70231814
Assay of cysteine conjugate beta-lyase activity with S-(2-benzothiazolyl)cysteine as the substrateQ70390013
Dose-dependent induction or depression of cysteine conjugate beta-lyase in rat kidney by N-acetyl-S-(1,2,3,4,4-pentachloro-1,3-butadienyl)-L-cysteineQ70581988
Comparative subcellular distribution of aldehyde dehydrogenase in rat, mouse and rabbit liverQ70667391
Renal processing of glutathione conjugates. Role in nephrotoxicityQ70702534
Antagonism of acute alcohol intoxication by naloxoneQ70800464
Effect of vehicle on the pharmacokinetics and uptake of four halogenated hydrocarbons from the gastrointestinal tract of the ratQ71169672
CYP2E1-dependent bioactivation of 1,1-dichloroethylene in murine lung: formation of reactive intermediates and glutathione conjugatesQ71206037
Purification and characterization of C-S lyase from Fusobacterium varium. A C-S cleavage enzyme of cysteine conjugates and some S-containing amino acidsQ71275777
Biliary transport of glutathione S-conjugate by rat liver canalicular membrane vesiclesQ71327317
Conversion of trichloroacetic acid to dichloroacetic acid in biological samplesQ71603357
A species comparison of chloral hydrate metabolism in blood and liverQ71700657
Cysteine conjugate beta-lyaseQ71773691
Formation of dichloroacetic acid by rat and mouse gut microflora, an in vitro studyQ71783606
Pharmacokinetic analysis of chloral hydrate and its metabolism in B6C3F1 miceQ71909427
Bioactivation mechanism of cytotoxic homocysteine S-conjugatesQ41199096
Mouse liver microsomal metabolism of chloral hydrate, trichloroacetic acid, and trichloroethanol leading to induction of lipid peroxidation via a free radical mechanism.Q41248586
Effect of ethanol on the metabolism of trichloroethyleneQ41282755
Immunohistochemical localization of glutamine transaminase K, a rat kidney cysteine conjugate beta-lyase, and the relationship to the segment specificity of cysteine conjugate nephrotoxicityQ41404719
A pharmacokinetic model to study the excretion of trichloroethylene and its metabolites after an inhalation exposureQ41407249
Differences following skin or inhalation exposure in the absorption and excretion kinetics of trichloroethylene and tolueneQ41419082
Glutathione S-conjugate transport by cultured human cellsQ41429577
Cysteine conjugate beta-lyase of rat kidney cytosol: characterization, immunocytochemical localization, and correlation with hexachlorobutadiene nephrotoxicityQ41949313
Quantitation of multiple pathways for the metabolism of nephrotoxic cysteine conjugates using selective inhibitors of L-alpha-hydroxy acid oxidase (L-amino acid oxidase) and cysteine conjugate beta-lyaseQ42046069
Mechanism of S-(1,2-dichlorovinyl)glutathione-induced nephrotoxicityQ42201459
Uptake of nephrotoxic S-conjugates by isolated rat renal proximal tubular cellsQ42203092
Thioacylating intermediates as metabolites of S-(1,2-dichlorovinyl)-L-cysteine and S-(1,2,2-trichlorovinyl)-L-cysteine formed by cysteine conjugate beta-lyaseQ42204614
A purified cysteine conjugate beta-lyase from rat kidney cytosol. Requirement for an alpha-keto acid or an amino acid oxidase for activity and identity with soluble glutamine transaminase K.Q42222923
Renal glutathione transport. Characteristics of the sodium-dependent system in the basal-lateral membrane.Q42458545
Transport of glutathione by renal basal-lateral membrane vesiclesQ42464602
Uptake of the glutathione conjugate S-(1,2-dichlorovinyl)glutathione by renal basal-lateral membrane vesicles and isolated kidney cellsQ42526873
Influence of polymorphisms of GSTM1 and GSTT1 for risk of renal cell cancer in workers with long-term high occupational exposure to trichloroetheneQ42547835
Cytochrome P450-related differences between rats and mice in the metabolism of benzene, toluene and trichloroethylene in liver microsomesQ42558794
Glutathione-degrading capacities of liver and kidney in different speciesQ43566361
Cysteine conjugate S-oxidase. Characterization of a novel enzymatic activity in rat hepatic and renal microsomes.Q43728130
Ethanol-induced enhancement of trichloroethylene metabolism and hepatotoxicity: difference from the effect of phenobarbitalQ43918493
Metabolism of trichloroethylene in man. III. Interaction of trichloroethylene and ethanolQ43986487
Comparative metabolism of chloral hydrate and triclofosQ44079130
Reactivity of cysteine S-conjugate sulfoxides: formation of S-[1-chloro-2-(S-glutathionyl)vinyl]-L-cysteine sulfoxide by the reaction of S-(1,2-dichlorovinyl)-L-cysteine sulfoxide with glutathioneQ44094789
Three forms of trichloroethylene-metabolizing enzymes in rat liver induced by ethanol, phenobarbital, and 3-methylcholanthreneQ44303078
In vivo metabolites of S-(2-benzothiazolyl)-L-cysteine as markers of in vivo cysteine conjugate beta-lyase and thiol glucuronosyl transferase activitiesQ44557089
Physiologically based pharmacokinetic modeling with trichloroethylene and its metabolite, trichloroacetic acid, in the rat and mouseQ45139104
Physiological pharmacokinetic modeling of inhaled trichloroethylene in ratsQ45184528
Dermal absorption of dilute aqueous chloroform, trichloroethylene, and tetrachloroethylene in hairless guinea pigsQ45939156
Metabolism as a determinant of species susceptibility to 2,3,5-(triglutathion-S-yl)hydroquinone-mediated nephrotoxicity. The role of N-acetylation and N-deacetylationQ46780695
Glutamine transaminase K is not a major cysteine S-conjugate beta-lyase of rat kidney mitochondria: evidence that a high-molecular weight enzyme fulfills this role.Q47345181
Identification of S-(1,2-dichlorovinyl)glutathione in the blood of human volunteers exposed to trichloroethylene.Q50537438
A human physiologically based pharmacokinetic model for trichloroethylene and its metabolites, trichloroacetic acid and free trichloroethanol.Q50852848
Species- and sex-related differences in metabolism of trichloroethylene to yield chloral and trichloroethanol in mouse, rat, and human liver microsomes.Q50871170
Glutathione conjugation of trichloroethylene in rats and mice: sex-, species-, and tissue-dependent differences.Q50911622
Glutathione conjugation of trichloroethylene in human liver and kidney: kinetics and individual variation.Q51472165
In vitro to in vivo extrapolation for trichloroethylene metabolism in humans.Q51485962
Acute intoxication with trichloroethene: clinical symptoms, toxicokinetics, metabolism, and development of biochemical parameters for renal damage.Q51519597
Cysteine conjugate beta-lyase-dependent metabolism of compound A (2-[fluoromethoxy]-1,1,3,3,3-pentafluoro-1-propene) in human subjects anesthetized with sevoflurane and in rats given compound A.Q51527147
The role of mouse intestinal microflora in the metabolism of trichloroethylene, an in vivo study.Q51532107
A physiologically based pharmacokinetic model for trichloroethylene and its metabolites, chloral hydrate, trichloroacetate, dichloroacetate, trichloroethanol, and trichloroethanol glucuronide in B6C3F1 mice.Q51534555
Scaling factors to relate drug metabolic clearance in hepatic microsomes, isolated hepatocytes, and the intact liver: studies with induced livers involving diazepam.Q51538005
The role of glutathione conjugation in the development of kidney tumours in rats exposed to trichloroethylene.Q51538850
Trichloroethylene-induced mouse lung tumors: studies of the mode of action and comparisons between species.Q51541042
Characterization of presystemic elimination of trichloroethylene and its nonlinear kinetics in rats.Q51565734
Biotransformation of trichloroethene: dose-dependent excretion of 2,2,2-trichloro-metabolites and mercapturic acids in rats and humans after inhalation.Q51580920
Sulfoxidation of mercapturic acids derived from tri- and tetrachloroethene by cytochromes P450 3A: a bioactivation reaction in addition to deacetylation and cysteine conjugate beta-lyase mediated cleavage.Q51581218
Renal activation of trichloroethene and S-(1,2-dichlorovinyl)-L-cysteine and cell proliferative responses in the kidneys of F344 rats and B6C3F1 mice.Q51587808
Acid-labile adducts to protein can be used as indicators of the cysteine S-conjugate pathway of trichloroethene metabolism.Q51587816
Glutathione-dependent metabolism of trichloroethylene in isolated liver and kidney cells of rats and its role in mitochondrial and cellular toxicity.Q51598546
Factors affecting species differences in the kinetics of metabolites of trichloroethylene.Q51607142
Oral and intravenous trichloroethylene pharmacokinetics in the rat.Q51639524
Relative formation of dichloroacetate and trichloroacetate from trichloroethylene in male B6C3F1 mice.Q51651749
Pharmacokinetic modeling of trichloroethylene and trichloroacetic acid in humans.Q51672021
P921main subjecthazardous substancesQ757138
hydrocarbonQ43648
P1104number of pages24
P304page(s)177-200
P577publication date2000-05-01
P1433published inEnvironmental Health PerspectivesQ1345904
P1476titleMetabolism of trichloroethylene
P478volume108 Suppl 2

Reverse relations

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Q33908478The effects of mixtures of dichloroacetate and trichloroacetate on induction of oxidative stress in livers of mice after subchronic exposure
Q37835918The impact of CYP2E1 genetic variability on risk assessment of VOC mixtures
Q28393746The trichloroethylene metabolite S-(1,2-dichlorovinyl)-l-cysteine but not trichloroacetate inhibits pathogen-stimulated TNF-α in human extraplacental membranes in vitro
Q42730153The use of in vitro metabolic parameters and physiologically based pharmacokinetic (PBPK) modeling to explore the risk assessment of trichloroethylene.
Q35299803Toxic nephropathy: environmental chemicals
Q46751128Trace level determination of trichloroethylene in biological samples by headspace solid-phase microextraction gas chromatography/negative chemical ionization mass spectrometry
Q46287515Trichloroethylene Does Not Accelerate Autoimmune Diabetes in NOD Mice
Q28547560Trichloroethylene Hypersensitivity Syndrome Is Potentially Mediated through Its Metabolite Chloral Hydrate
Q36102340Trichloroethylene and Its Oxidative Metabolites Enhance the Activated State and Th1 Cytokine Gene Expression in Jurkat Cells
Q37091908Trichloroethylene and ocular malformations: analysis of extant literature
Q34626393Trichloroethylene biotransformation and its role in mutagenicity, carcinogenicity and target organ toxicity
Q38771837Trichloroethylene exposure aggravates behavioral abnormalities in mice that are deficient in superoxide dismutase
Q24671489Trichloroethylene health risks--state of the science
Q36502955Trichloroethylene induces dopaminergic neurodegeneration in Fisher 344 rats
Q36158485Trichloroethylene metabolism in the rat ovary reduces oocyte fertilizability
Q43813891Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway.
Q37620349Trichloroethylene risk assessment: a review and commentary
Q43839136Trichloroethylene, trichloroacetic acid, and dichloroacetic acid: do they affect fetal rat heart development?
Q56895359Trichloroethylene-induced hypersensitivity dermatitis was associated with hepatic metabolic enzyme genes and immune-related genes
Q37402279Trichloroethylene: Mechanistic, epidemiologic and other supporting evidence of carcinogenic hazard
Q48450744USE OF NATIVE PLANTS FOR REMEDIATION OF TRICHLOROETHYLENE: II. CONIFEROUS TREES.
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Q34495354Xenobiotic exposure and autoimmune hepatitis
Q53490330[Health evaluation of trichloroethylene in indoor air : communication from the German ad-hoc working group on indoor guidelines of the Indoor Air Hygiene Committee and of the states' supreme health authorities].

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