Oxidation of 2,6-dimethylaniline by recombinant human cytochrome P450s and human liver microsomes

Chemical Research in Toxicology

Volumn 14, Issue 6, 2001, Pages 672-677

  Gan, J ^a   Skipper, P L ^a   Tannenbaum, S R ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIMETHYLANILINE; 4 AMINO 3,5 DIMETHYLPHENOL; ANILINE DERIVATIVE; CYTOCHROME P450; CYTOCHROME P450 2A6; CYTOCHROME P450 2E1; HEMOGLOBIN; HYDROXYLAMINE; IRON; MONOCLONAL ANTIBODY; N (2,6 DIMETHYLPHENYL)HYROXYLAMINE; OXYGEN 18; PHENOL DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CONCENTRATION RESPONSE; CONTROLLED STUDY; ENZYME INHIBITION; HUMAN; HYDROXYLATION; IN VITRO STUDY; LIVER MICROSOME; METABOLITE; OXIDATION;

EID: 0034968763     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx000181i     Document Type: Article

References (31)

1. 2,6-Dimethylaniline (2,6-xylidine)
2. Quantification of lidocaine and several metabolites utilizing chemical-ionization mass spectrometry and stable isotope labeling
3. Identification of 2,6-xylidine as a major lidocaine metabolite in human liver slices
4. 2,6-Dimethylaniline-hemoglobin adducts from lidocaine in humans
5. 2,6-Xylidine-induced nasal cancer in rats
6. Formation and persistence of arylamine DNA adducts in vivo
7. Effect of substitution site upon the oxidation potentials of alkylanilines, the mutagenicities of N-hydroxyalkylanilines, and the conformations of alkylaniline-DNA adducts
8. Hemoglobin adducts of aromatic amines: Associations with smoking status and type of tobacco
9. The in vivo oxidative metabolism of 2,4- and 2,6-dimethylaniline in the dog and rat
10. Kinetics and mechanisms of the Bamberger rearrangement. Part 4. Rearrangement of sterially Hindered Phenylhydroxylamines to 4-aminophenols in aqueous sulphuric acid solution
11. Azide ion trapping of the intermediate in the Bamberger rearrangement. Lifetime of a free nitrenium ion in aqueous solution
12. Mutagenicity of p-aminophenol in E. coli WP2uvrA/pKM101 and its relevance to oxidative DNA damage
13. Dialkylquinoneimine metabolites of chloroacetanilide herbicides induce sister chromatid exchanges in cultured human lymphocytes
14. Dialkylquinonimines validated as in vivo metabolites of alachlor, acetochlor, and metolachlor herbicides in rats
15. Characterization of human cytochrome P450 enzymes
16. Concise review of the cytochrome P450s and their roles in toxicology
17. β-phenylhydroxylamine
18. Uber die reduktion von nitro-arylen und die einwirkung von alkoholischem kali auf aryl-hydroxylamine
19. Some new amino alkylphenols
20. Untersuchungen über 4,5-benzo-1,3-thiazine
21. Oxidation of 9-alkylanthracenes by cytochrome P450 2B1, Horseradish Peroxidase, and Iron Tetraphenylporphine/Iodosylbenzene Systems: Anaerobic and aerobic mechanisms
22. Enzymic hydroxylation of aromatic compounds III. Studies on the mechanism of microsomal hydroxylation
23. Orphenadrine and methimazole inhibit multiple cytochrome P450 enzymes in human liver microsomes
24. Sequence analysis and initial characterization of two isozymes of hydroxylaminobenzene mutase from Pseudomonas pseudoalcaligenes JS45
25. Alcohol dehydrogenase-dependent reduction of 2-nitrosoflurene and rearrangement of N-hydroxy-2-aminofluorene
26. The conversion of the carcinogen N-hydroxy-2-fluorenylacetamide to o-amidophenols by rat liver in vitro
27. The conversion of the carcinogen N-hydroxy-2-fluorenylacetamide to o-amidophenols by rat liver in vitro. An unducible enzymatic reaction
28. Partitioning between N-dealkylation and N-oxygenation in the oxidation of N,N-dialkylarylamines catalyzed by cytochrome P450 2B1
29. Mechanism of cytochrome P450 catalysis. Mechanism of N-alkylation and amine oxide deoxygenation
30. CAM
31. The CYP2A subfamily: Function, expression and genetic polymorphism