Biotransformation of L-cysteine S-conjugates and N-acetyl-L-cysteine S-conjugates of the sevoflurane degradation product fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vlnyl ether (compound A) in human kidney in vitro: Interindividual variability in N-acetylation, N-deacetylation, and Β-lyase-catalyzed metabolism

Drug Metabolism and Disposition

Volumn 30, Issue 2, 2002, Pages 148-154

  Altuntas, T Gul ^a   Kharasch, Evan D ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,2 DIFLUORO 1 (TRIFLUOROMETHYL)VINYL FLUOROMETHYL ETHER; 6 MERCAPTOPURINE DERIVATIVE; ALKENE DERIVATIVE; ANESTHETIC AGENT; CYSTEINE; CYSTEINE DERIVATIVE; GLUTATHIONE PEROXIDASE; HALOOLEFIN; LYASE; SEVOFLURANE;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; DEACETYLATION; DRUG ACETYLATION; DRUG DEGRADATION; DRUG METABOLISM; DRUG TRANSFORMATION; GENETIC VARIABILITY; HUMAN; HUMAN TISSUE; KIDNEY METABOLISM; NEPHROTOXICITY; NONHUMAN; PRIORITY JOURNAL; RAT;

ACETYLATION; ACETYLCYSTEINE; ANESTHETICS, INHALATION; BIOTRANSFORMATION; CYSTEINE; ETHERS; FREE RADICAL SCAVENGERS; HUMANS; HYDROCARBONS, FLUORINATED; KIDNEY; LYASES; METHYL ETHERS;

ANIMALIA;

EID: 0036148606     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: 10.1124/dmd.30.2.148     Document Type: Article

References (39)

1. A nonradioactive assay for microsomal cysteine-S-conjugate N-acetyltransferase activity by high-pressure liquid chromatography
2. Biotransformation of trichloroethene: Dose-dependent excretion of 2,2,2-trichloro-metabolites and mercapturic acids in rats and humans after inhalation
3. Biotransformation, excretion and nephrotoxicity of haloalkene-derived cysteine S-conjugates
4. N-acetyl-S-(1,2,2- trichlorovinyl)-L-cysteine and 2,2,2-trichloroethanol. Two novel metabolites of tetrachloroethene in humans after occupational exposure
5. 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 exposure
6. Closed-circuit anesthesia with sevoflurane in humans: Effects on renal and hepatic function and concentrations of breakdown products with soda lime in the circuit
7. Toxicity of the cysteine-S-conjugates and mercapturic acids of four structurally related difluoroethylenes in isolated proximal tubular cells from rat kidney. Uptake of the conjugates and activation to toxic metabolites
8. Acute intoxication with trichloroethene: Clinical symptoms, toxicokinetics, metabolism, and development of biochemical parameters for renal damage
9. Nephrotoxicity of mercapturic acids of three structurally related 2,2-difluoroethylenes in rat
10. Metabolism of L-cysteine S-conjugates and N-(trideuteroacetyl)-L-cysteine S-conjugates of four fluoroethylenes in rat. Role of balance of deacetylation and acetylation in relation to the nephrotoxicity of mercapturic acids
11. Bioactivation of tetrachloroethylene. Role of glutathione S-transferase-catalyzed conjugation versus cytochrome P450-dependent phospholipid alkylation
12. Thioketene formation from α-haloalkenyl 2-nitrophenyl disulfides: Models for biological reactive intermediates of cytotoxic S-conjugates
13. Formation and fate of nephrotoxic and cyloloxic glulathione-S-conjugates: Cysteine conjugate β-lyase pathway
14. Nephrotoxicity of the glulathione and cysteine conjugates of 2-bromo-2-chloro-1,1-difluoroethene
15. Cysleine conjugate β-lyase-catalyzed bioactivation of bromine-containing cysteine S-conjugales: Stoichiometry and formation of 2.2-difluoro-3-halothiiranes
16. 2 absorbents during low-flow anesthesia in surgical patients
17. The role of glutathione conjugation in the development of kidney tumors in rats exposed to trichloroethylene
18. Decomposition of sevoflurane by soda lime
19. Cysteine conjugate β-lyase-dependent biotransformation of the cysteine S-conjugates of the sevoflurane degradation product compound A in human, nonhuman primate, and rat kidney cytosol and mitochondria
20. Cysteine conjugate β-lyase-dependent biotransformation of the cysteine S-conjugates of the sevoflurane degradation product 2-(fluoromethoxy)-1,1,3,3,3-pentafluoro-1-propene (compound A)
21. Nephrotoxicity of the glutathione and cysteine S-conjugates of the sevoflurane degradation product 2-(fluoromethoxy)-1,1,3,3,3-pentafluoro-1-propene (compound A) in male Fischer-344 rats
22. Cysteine conjugate β-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
23. Nephrotoxicity of sevoflurane compound A [fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether] in rats: Evidence for glutathione and cysteine conjugate formation and the role of renal cysteine conjugate, β-lyase
24. Identification in rat bile of glutathione conjugates of fluoromethyl 2,2-difluoro-1- (trifluoromethyl)vinyl ether, a nephro-toxic degradate of the anesthetic agent sevoflurane
25. Inhalation toxicology study of a haloalkene degradant of sevoflurane, compound A (PIFE), in Sprague-Dawley rats
26. Human kidney methoxyflurane and sevoflurane metabolism: Intrarenal fluoride production as a possible mechanism of methoxyflurane nephrotoxicity
27. Role of the renal cysteine conjugate β-lyase pathway in inhaled compound A nephrotoxicity in rats
28. Compound A uptake and metabolism to mercapturic acids and 3,3,3-trifluoro-2-fluoromethoxypropanoic acid during low-flow sevoflurane anesthesia. Biomarkers for exposure, risk assessment, and interspecies comparison
29. Dose-dependent metabolism of fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether (compound A), an anesthetic degradation product, to mercapturic acids and 3,3,3-trifluoro-2-fluoromethoxypropanoic acid in rats
30. Role of renal cysteine conjugate β-lyase in the mechanism of compound A nephrotoxicity in rats
31. Identification of cytochrome P450 2E1 as the predominant enzyme catalyzing human liver microsomal defluorination of sevoflurane, isoflurane and methoxyflurane
32. Porcine kidney microsomal cysteine S-conjugate N-acetyltransferase-catalyzed N-acetylation of haloalkene-derived cysteine S-conjugates
33. Glutathione conjugation of trichloroethylene in human liver and kidney: Kinetics and individual variation
34. Protein measurement with the Folin phenol reagent
35. Reaction of sevoflurane and its degradation products with soda lime. Toxicity of the byproducts
36. Evidence for the metabolism of fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether (compound A), by cysteine conjugate β-lyase in rats
37. Dose-dependent protein adduct formation in kidney, liver and blood of rats and human blood after perchloroethene inhalation
38. Fate and toxicity of 2-(fluoromethoxy)-1,1,3,3,3-pentafluoro-1-propene (compound A)-derived mercapturales in male. Fischer-344 rats
39. Biotransformation of perchloroethene: Dose-dependent excretion of Irichloroacetic acid, dichloroacetic acid, and N-acetyl-S-(trichlorovinyl)-L-cysteine in rats and humans after inhalation