Carcinogenicity and DNA adduct formation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1 …

S Balbo, CS Johnson, RC Kovi, SA James-Yi… - …, 2014 - academic.oup.com
(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is metabolized to enantiomers of 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), found in the urine of virtually all people …

Formation and metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol enantiomers in vitro in mouse, rat and human tissues

P Upadhyaya, SG Carmella, FP Guengerich… - …, 2000 - academic.oup.com
(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) is a major metabolite of the tobacco-
specific lung carcino-gen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). NNAL has …

Formation and accumulation of pyridyloxobutyl DNA adducts in F344 rats chronically treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of …

Y Lao, N Yu, F Kassie, PW Villalta… - Chemical research in …, 2007 - ACS Publications
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK, 1) and its metabolite, 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL, 2) are both potent pulmonary …

Analysis of pyridyloxobutyl and pyridylhydroxybutyl DNA adducts in extrahepatic tissues of F344 rats treated chronically with 4-(methylnitrosamino)-1-(3-pyridyl)-1 …

S Zhang, M Wang, PW Villalta… - Chemical research in …, 2009 - ACS Publications
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and
its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) are potent pulmonary …

Pyridylhydroxybutyl and pyridyloxobutyl DNA phosphate adduct formation in rats treated chronically with enantiomers of the tobacco-specific nitrosamine metabolite 4 …

B Ma, AT Zarth, ES Carlson, PW Villalta… - …, 2017 - academic.oup.com
The tobacco-specific lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
is metabolically converted to 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in a …

Effects of deuterium substitution on the tumorigenicity of 4-(metlhylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in A/J mice

SS Hecht, KG Jordan, CI Choi, N Trushin - Carcinogenesis, 1990 - academic.oup.com
Bioassays and DNA-binding studies of 4-(methylnitros-amino)-1-(3-pyridyl)-1-butanone
(NNK) and its analogs with deuterium substitution at the positions α to the nitrosamino group …

Quantitation of pyridylhydroxybutyl-DNA adducts in liver and lung of F-344 rats treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its …

P Upadhyaya, S Kalscheuer, JB Hochalter… - Chemical research in …, 2008 - ACS Publications
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a
potent pulmonary carcinogen in rats and is believed to be one cause of lung cancer in …

Tumorigenicity and metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol enantiomers and metabolites in the A/J mouse

P Upadhyaya, PMJ Kenney, JB Hochalter… - …, 1999 - academic.oup.com
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), a major metabolite of the tobacco-
specific pulmonary carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), has a …

Stereoselective metabolism and tissue retention in rats of the individual enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), metabolites of the …

CL Zimmerman, Z Wu, P Upadhyaya… - …, 2004 - academic.oup.com
(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is reduced to its main metabolite, 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in a reaction that is both stereoselective …

Identification of 4-(methylnitrosamino)-1-[3-(6-hydroxy) pyridyl]-1-butanone as a urinary metabolite of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in rodents

D Desai, SS Kagan, S Amin, SG Carmella… - Chemical research in …, 1993 - ACS Publications
4-(Methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK)* 1 is likely to be important in
theetiology of cancers of the lung, oral cavity, and pancreas in people who use tobacco …