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Page 1
Bioassay for carcinogenicity of 3,2'-dimethyl-4-nitrosobiphenyl, O-nitrosotoluene, nitrosobenzene and the corresponding amines in Syrian golden hamsters.
Hecht SS, El-Bayoumy K, Rivenson A, Fiala ES. Hecht SS, et al. Cancer Lett. 1983 Oct;20(3):349-54. doi: 10.1016/0304-3835(83)90034-4. Cancer Lett. 1983. PMID: 6627231
3,2'-Dimethyl-4-aminobiphenyl and 3,2'-dimethyl-4-nitrosobiphenyl were administered by subcutaneous injection in peanut oil to 2 groups of 15 male and 15 female Syrian golden hamsters. ...In the group treated with 3,2'-dimethyl-4-aminobiphenyl, 24 animals had bladde …
3,2'-Dimethyl-4-aminobiphenyl and 3,2'-dimethyl-4-nitrosobiphenyl were administered by subcutaneous injection in peanut oil to …
Isoform-selective inactivation of human arylamine N-acetyltransferases by reactive metabolites of carcinogenic arylamines.
Liu L, Wagner CR, Hanna PE. Liu L, et al. Chem Res Toxicol. 2009 Dec;22(12):1962-74. doi: 10.1021/tx9002676. Chem Res Toxicol. 2009. PMID: 19842618
Nitrosoarenes are the electrophilic products responsible for NAT inactivation upon interaction of the enzymes with N-arylhydroxamic acids, as well as being metabolic products of arylamine oxidation. Treatment of recombinant NAT2 with the nitrosoarenes, 4-nitrosobiphenyl …
Nitrosoarenes are the electrophilic products responsible for NAT inactivation upon interaction of the enzymes with N-arylhydroxamic acids, a …
Studies on the nitroso-glyoxylate reaction. Relative hydroxamic acid production by glyoxylate, pyruvate, and formaldehyde in reactions with 4-nitrosobiphenyl.
Corbett MD, Corbett BR. Corbett MD, et al. Chem Res Toxicol. 1993 Jan-Feb;6(1):82-90. doi: 10.1021/tx00031a013. Chem Res Toxicol. 1993. PMID: 8448355
The pH rate profiles for the reactions of 4-nitrosobiphenyl with three carbonyl substrates in aqueous buffers were determined by use of chromatographic and spectrophotometric methods. Glyoxylate and formaldehyde caused the conversion of 4-nitrosobiphenyl …
The pH rate profiles for the reactions of 4-nitrosobiphenyl with three carbonyl substrates in aqueous buffers were determined …
Carcinogens as frameshift mutagens: metabolites and derivatives of 2-acetylaminofluorene and other aromatic amine carcinogens.
Ames BN, Gurney EG, Miller JA, Bartsch H. Ames BN, et al. Proc Natl Acad Sci U S A. 1972 Nov;69(11):3128-32. doi: 10.1073/pnas.69.11.3128. Proc Natl Acad Sci U S A. 1972. PMID: 4564203 Free PMC article.
Several carcinogenic metabolites of the carcinogen 2-acetyl-aminofluorene, especially 2-nitrosofluorene and N-hydroxy-2-aminofluorene, are potent frameshift mutagens for Salmonella typhimurium. 2-Nitrosonaphthalene, 2-nitrosophenanthrene, 4-nitroso-trans-stilbene, 4-nit …
Several carcinogenic metabolites of the carcinogen 2-acetyl-aminofluorene, especially 2-nitrosofluorene and N-hydroxy-2-aminofluorene, are p …
Human arylamine N-acetyltransferase 1: in vitro and intracellular inactivation by nitrosoarene metabolites of toxic and carcinogenic arylamines.
Liu L, Wagner CR, Hanna PE. Liu L, et al. Chem Res Toxicol. 2008 Oct;21(10):2005-16. doi: 10.1021/tx800215h. Epub 2008 Aug 30. Chem Res Toxicol. 2008. PMID: 18759501
The arylamine N-acetyltransferases, NAT1 and NAT2, catalyze N-acetylation of arylamines and play central roles in their detoxification. We hypothesized that 4-nitrosobiphenyl (4-NO-BP) and 2-nitrosofluorene (2-NO-F), which are nitroso metabolites of arylamines that …
The arylamine N-acetyltransferases, NAT1 and NAT2, catalyze N-acetylation of arylamines and play central roles in their detoxification. We h …
Irreversible inactivation of arylamine N-acetyltransferases in the presence of N-hydroxy-4-acetylaminobiphenyl: a comparison of human and hamster enzymes.
Wang H, Wagner CR, Hanna PE. Wang H, et al. Chem Res Toxicol. 2005 Feb;18(2):183-97. doi: 10.1021/tx049801w. Chem Res Toxicol. 2005. PMID: 15720122
These results support the proposal that the mechanism of inactivation of NATs by N-OH-4-AABP involves initial deacetylation to produce N-OH-4-aminobiphenyl, which after oxidative conversion to 4-nitrosobiphenyl reacts with Cys68 to form a sulfinamide. The relatively …
These results support the proposal that the mechanism of inactivation of NATs by N-OH-4-AABP involves initial deacetylation to produce N-OH- …
Charge-shift strategy for isolation of hemoglobin-carcinogen adducts formed at the beta 93 cysteine sulfhydryl groups.
Haugen DA. Haugen DA. Chem Res Toxicol. 1989 Nov-Dec;2(6):379-85. doi: 10.1021/tx00012a005. Chem Res Toxicol. 1989. PMID: 2519727
Using 4-(iodoacetamido)-salicylic acid as the charge-shift reagent, we applied the strategy to the isolation of chromatographically similar adducts with either 4-nitrosobiphenyl or [3H]-N-ethylmaleimide. The strategy was effective for adduct concentrations less than …
Using 4-(iodoacetamido)-salicylic acid as the charge-shift reagent, we applied the strategy to the isolation of chromatographically similar …
Comparative adduct formation of 4-aminobiphenyl and 2-aminofluorene derivatives with macromolecules of isolated liver parenchymal cells.
King CM, Traub NR, Cardona RA, Howard RB. King CM, et al. Cancer Res. 1976 Jul;36(7 PT 1):2374-81. Cancer Res. 1976. PMID: 1277141
The structural requirements for binding and the nature of the bound derivatives are consistent with the activation of N-hydroxy-N-4-acetylaminobiphenyl by N leads to O acyltransfer. Approximately equal quantities of 4-nitrosobiphenyl and the hydroxamic acid were bou …
The structural requirements for binding and the nature of the bound derivatives are consistent with the activation of N-hydroxy-N-4-acetylam …
Mutagenic activity of possible metabolites of 4-nitrobiphenyl ether.
Miyauchi M, Takou Y, Watanabe M, Uematsu T. Miyauchi M, et al. Chem Biol Interact. 1984 Sep 1;51(1):49-62. doi: 10.1016/0009-2797(84)90019-x. Chem Biol Interact. 1984. PMID: 6378413
A series of possible metabolites--4-nitrosobiphenyl ether (4-NO), 4-hydroxylaminobiphenyl ether (4-NHOH), 4-aminobiphenyl ether (4-NH2), 4-hydroxyacetylaminobiphenyl ether (4-N(OH)Ac), 4-acetoxyacetylaminobiphenyl ether (4-N(OAc)Ac)involved in the toxic effects of 4 …
A series of possible metabolites--4-nitrosobiphenyl ether (4-NO), 4-hydroxylaminobiphenyl ether (4-NHOH), 4-aminobiphenyl ethe …
Monitoring exposure to 4-aminobiphenyl via blood protein adducts.
Skipper PL, Green LC, Bryant MS, Tannenbaum SR, Kadlubar FF. Skipper PL, et al. IARC Sci Publ. 1984;(59):143-50. IARC Sci Publ. 1984. PMID: 6545277
Treatment of adducted haemoglobin, with 0.1 N hydrochloric acid in acetone, caused hydrolysis and release of 4-ABP. The formation of the haemoglobin adduct involves 4-nitrosobiphenyl as an intermediate product and, by implication, 4-hydroxyaminobiphenyl. ...
Treatment of adducted haemoglobin, with 0.1 N hydrochloric acid in acetone, caused hydrolysis and release of 4-ABP. The formation of the hae …
16 results