Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines

The tobacco-specific <i>N</i>-nitrosamines 4-(<i>N</i>-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) and <i>N</i>′-nitrosonornicotine (NNN) always occur together and exclusively in tobacco products or in environments contaminated by tobacco smoke. They have b...

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Main Authors: Yupeng Li, Stephen S. Hecht
Format: Article
Language:English
Published: MDPI AG 2022-05-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/23/9/5109
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author Yupeng Li
Stephen S. Hecht
author_facet Yupeng Li
Stephen S. Hecht
author_sort Yupeng Li
collection DOAJ
description The tobacco-specific <i>N</i>-nitrosamines 4-(<i>N</i>-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) and <i>N</i>′-nitrosonornicotine (NNN) always occur together and exclusively in tobacco products or in environments contaminated by tobacco smoke. They have been classified as “carcinogenic to humans” by the International Agency for Research on Cancer. In 1998, we published a review of the biochemistry, biology and carcinogenicity of tobacco-specific nitrosamines. Over the past 20 years, considerable progress has been made in our understanding of the mechanisms of metabolism and DNA adduct formation by these two important carcinogens, along with progress on their carcinogenicity and mutagenicity. In this review, we aim to provide an update on the carcinogenicity and mechanisms of the metabolism and DNA interactions of NNK and NNN.
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spelling doaj.art-3b2bbb436922441b870617350421c63c2023-11-23T08:27:14ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672022-05-01239510910.3390/ijms23095109Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-NitrosaminesYupeng Li0Stephen S. Hecht1Masonic Cancer Center, University of Minnesota, Minneapolis, MN 55455, USAMasonic Cancer Center, University of Minnesota, Minneapolis, MN 55455, USAThe tobacco-specific <i>N</i>-nitrosamines 4-(<i>N</i>-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) and <i>N</i>′-nitrosonornicotine (NNN) always occur together and exclusively in tobacco products or in environments contaminated by tobacco smoke. They have been classified as “carcinogenic to humans” by the International Agency for Research on Cancer. In 1998, we published a review of the biochemistry, biology and carcinogenicity of tobacco-specific nitrosamines. Over the past 20 years, considerable progress has been made in our understanding of the mechanisms of metabolism and DNA adduct formation by these two important carcinogens, along with progress on their carcinogenicity and mutagenicity. In this review, we aim to provide an update on the carcinogenicity and mechanisms of the metabolism and DNA interactions of NNK and NNN.https://www.mdpi.com/1422-0067/23/9/5109metabolismDNA adductstobacco-specific <i>N</i>-nitrosaminesNNKNNN
spellingShingle Yupeng Li
Stephen S. Hecht
Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines
International Journal of Molecular Sciences
metabolism
DNA adducts
tobacco-specific <i>N</i>-nitrosamines
NNK
NNN
title Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines
title_full Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines
title_fullStr Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines
title_full_unstemmed Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines
title_short Metabolism and DNA Adduct Formation of Tobacco-Specific <i>N</i>-Nitrosamines
title_sort metabolism and dna adduct formation of tobacco specific i n i nitrosamines
topic metabolism
DNA adducts
tobacco-specific <i>N</i>-nitrosamines
NNK
NNN
url https://www.mdpi.com/1422-0067/23/9/5109
work_keys_str_mv AT yupengli metabolismanddnaadductformationoftobaccospecificininitrosamines
AT stephenshecht metabolismanddnaadductformationoftobaccospecificininitrosamines