Identification of adducts formed by pyridyloxobutylation of deoxyguanosine and DNA by 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone, a chemically activated …

M Wang, G Cheng, SJ Sturla, Y Shi… - Chemical research in …, 2003 - ACS Publications
The tobacco specific carcinogens 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
and N '-nitrosonornicotine (NNN) are metabolically activated to 4-oxo-4-(3-pyridyl)-1 …

Identification of O2-Substituted Pyrimidine Adducts Formed in Reactions of 4-(Acetoxymethylnitrosamino)- 1-(3-pyridyl)-1-butanone and 4-(Acetoxymethylnitros …

SS Hecht, PW Villalta, SJ Sturla, G Cheng… - Chemical research in …, 2004 - ACS Publications
Metabolic hydroxylation of the methyl group of the tobacco specific carcinogen 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and its metabolite 4 …

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 …

The Pyridyloxobutyl DNA Adduct, O6-[4-Oxo-4-(3-pyridyl)butyl]guanine, Is Detected in Tissues from 4-(Methylnitrosamino)- 1-(3-pyridyl)-1-butanone-treated A/J Mice

NM Thomson, PM Kenney… - Chemical research in …, 2003 - ACS Publications
The tobacco-specific nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), is
a potent pulmonary carcinogen. This unsymmetric nitrosamine can be metabolically …

Identification of adducts produced by the reaction of 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanol with deoxyguanosine and DNA

P Upadhyaya, SJ Sturla, N Tretyakova… - Chemical research in …, 2003 - ACS Publications
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) is a metabolite of the tobacco specific
carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). NNAL is present 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 …

Development of a quantitative liquid chromatography/electrospray mass spectrometric assay for a mutagenic tobacco specific nitrosamine-derived DNA adduct, O 6-[4 …

NM Thomson, RS Mijal, R Ziegel… - Chemical research in …, 2004 - ACS Publications
Liquid chromatography with electrospray tandem mass spectrometry (LC/ESI-MS/MS) was
employed to quantify O 6-[4-oxo-4-(3-pyridyl) butyl]-2 '-deoxyguanosine (O 6-pobdG), a …

The influence of repair pathways on the cytotoxicity and mutagenicity induced by the pyridyloxobutylation pathway of tobacco-specific nitrosamines

L Li, J Perdigao, AE Pegg, Y Lao… - Chemical research in …, 2009 - ACS Publications
Tobacco-specific nitrosamines, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N′-
nitrosonornicotine, are considered to be human carcinogens. Both compounds are …

Synthesis of DNA Oligonucleotides Containing Site-Specifically Incorporated O6-[4-Oxo-4-(3-pyridyl)butyl]guanine and Their Reaction with O6-Alkylguanine-DNA …

L Wang, TE Spratt, AE Pegg… - Chemical research in …, 1999 - ACS Publications
DNA pyridyloxobutylation occurs during the metabolic activation of the tobacco-specific
nitrosamines, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and N ' …

Analysis for N2-(pyridyloxobutyl) deoxyguanosine adducts in DNA of tissues exposed to tritium labeled 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N' …

TE Spratt, N Trushin, D Lin… - Chemical research in …, 1989 - ACS Publications
The tobacco-specific carcinogens 4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK) and-
nitrosonornicotine (NNN) are metabolically activated to DNA binding intermediates, partially …