Analysis and identification of 2′-deoxyadenosine-derived adducts in lung and liver DNA of F-344 rats treated with the tobacco-specific carcinogen 4 …

ES Carlson, P Upadhyaya, PW Villalta… - Chemical research in …, 2018 - ACS Publications
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and its metabolite 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) are carcinogenic in animal models and …

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 …

Comparative levels of O6-methylguanine, pyridyloxobutyl-, and pyridylhydroxybutyl-DNA adducts in lung and liver of rats treated chronically with the tobacco-specific …

P Upadhyaya, BR Lindgren, SS Hecht - Drug Metabolism and Disposition, 2009 - ASPET
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a
lung carcinogen in rats and may be a cause of lung cancer in smokers. NNK is metabolized …

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 …

Context matters: contribution of specific DNA adducts to the genotoxic properties of the tobacco-specific nitrosamine NNK

LA Peterson - Chemical research in toxicology, 2017 - ACS Publications
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a
potent pulmonary carcinogen in laboratory animals. It is classified as a Group 1 human …

Identification of 4-(3-pyridyl)-4-oxobutyl-2′-deoxycytidine adducts formed in the reaction of DNA with 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone: A …

AK Michel, AT Zarth, P Upadhyaya, SS Hecht - ACS omega, 2017 - ACS Publications
Metabolic activation of the carcinogenic tobacco-specific nitrosamines 4-(methylnitrosamino)-
1-(3-pyridyl)-1-butanone (NNK, 1) and N′-nitrosonornicotine (NNN, 2) results in the …

Quantitation of pyridyloxobutyl DNA adducts of tobacco-specific nitrosamines in rat tissue DNA by high-performance liquid chromatography− electrospray ionization …

Y Lao, PW Villalta, SJ Sturla, M Wang… - Chemical research in …, 2006 - ACS Publications
The tobacco-specific nitrosamines N '-nitrosonornicotine (NNN, 1) and 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK, 2) are potent carcinogens in rodents …

Mass spectrometric analysis of relative levels of pyridyloxobutylation adducts formed in the reaction of DNA with a chemically activated form of the tobacco-specific …

SJ Sturla, J Scott, Y Lao, SS Hecht… - Chemical research in …, 2005 - ACS Publications
Exposure to the tobacco-related nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-
butanone (NNK) and N '-nitrosonornicotine is carcinogenic to humans. Metabolic activation …

K-ras Gene Sequence Effects on the Formation of 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)−DNA Adducts

R Ziegel, A Shallop, R Jones… - Chemical research in …, 2003 - ACS Publications
The tobacco specific pulmonary carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
(NNK) is metabolically activated to electrophilic species that form methyl and pyridyloxobutyl …

Recent studies on mechanisms of bioactivation and detoxification of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), a tobacco-specific lung carcinogen

SS Hecht - Tobacco-Specific N-Nitrosamines Recent …, 2017 - api.taylorfrancis.com
This article reviews recent advances in the biochemistry and molecular biology of 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), a tobacco-specific pulmonary car …