Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry

In general, over 70% absorbed nicotine is metabolized to cotinine and trans-3′-hydroxycotinine by cytochrome oxidase P450, and nicotine is also a major addictive and the psychoactive component in cigarettes. As a xenobiotic metabolism, hydrophobic compounds are usually converted into more hydrophili...

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Main Authors: Shih-Shin Liang, Yow-Ling Shiue, Chao-Jen Kuo, Su-Er Guo, Wei-Ting Liao, Eing-Mei Tsai
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:The Scientific World Journal
Online Access:http://dx.doi.org/10.1155/2013/189162
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author Shih-Shin Liang
Yow-Ling Shiue
Chao-Jen Kuo
Su-Er Guo
Wei-Ting Liao
Eing-Mei Tsai
author_facet Shih-Shin Liang
Yow-Ling Shiue
Chao-Jen Kuo
Su-Er Guo
Wei-Ting Liao
Eing-Mei Tsai
author_sort Shih-Shin Liang
collection DOAJ
description In general, over 70% absorbed nicotine is metabolized to cotinine and trans-3′-hydroxycotinine by cytochrome oxidase P450, and nicotine is also a major addictive and the psychoactive component in cigarettes. As a xenobiotic metabolism, hydrophobic compounds are usually converted into more hydrophilic products through enzyme systems such as cytochrome oxidase P450, sulfotransferases, and UDP-glucuronosyltransferases to deliver drug metabolites out of the cell during the drug metabolic process. In this study, an electrodeless electrochemical oxidation (EEO) reaction via Fenton reaction by producing free radical to react with nicotine to immediately monitor the oxidative products and metabolic derivatives of nicotine by tandem mass spectrometer (MS) is done. Fenton reaction generates free radicals via ferrous ion (Fe2+) and hydrogen peroxide (H2O2) to oxidize DNA and to degrade proteins in cells. In the EEO method, the oxidative products of nicotine including cotinine, cotinine-N-oxide, trans-3′-hydroxycotinine, nornicotine, norcotinine, 4-oxo-4-(3-pyridyl)-butanoic acid, 4-hydroxy-4-(3-pyridyl)-butanoic acid, and nicotine-N′-oxide were detected by tandem mass spectrometer to simulate the changes of nicotine and its derivatives in a time-dependent manner.
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institution Kabale University
issn 1537-744X
language English
publishDate 2013-01-01
publisher Wiley
record_format Article
series The Scientific World Journal
spelling doaj-art-9e235f3a7c7c4ab0a65e35de46e8145b2025-02-03T01:28:47ZengWileyThe Scientific World Journal1537-744X2013-01-01201310.1155/2013/189162189162Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass SpectrometryShih-Shin Liang0Yow-Ling Shiue1Chao-Jen Kuo2Su-Er Guo3Wei-Ting Liao4Eing-Mei Tsai5Center for Resources, Research and Development, Kaohsiung Medical University, 100 Shih-Chuan 1st Road, Kaohsiung 80708, TaiwanInstitute of Biomedical Science, National Sun Yat-Sen University, 70 Lienhai Road, Kaohsiung 80424, TaiwanGraduate Institute of Medicine, Kaohsiung Medical University, 100 Shih-Chuan 1st Road, Kaohsiung 80708, TaiwanDepartment of Nursing, Chang Gung University of Science and Technology, 2 Chia-Pu Road, Chiayi 61363, TaiwanDepartment of Biotechnology, College of Life Science, Kaohsiung Medical University, 100 Shih-Chuan 1st Road, Kaohsiung 80708, TaiwanCenter for Resources, Research and Development, Kaohsiung Medical University, 100 Shih-Chuan 1st Road, Kaohsiung 80708, TaiwanIn general, over 70% absorbed nicotine is metabolized to cotinine and trans-3′-hydroxycotinine by cytochrome oxidase P450, and nicotine is also a major addictive and the psychoactive component in cigarettes. As a xenobiotic metabolism, hydrophobic compounds are usually converted into more hydrophilic products through enzyme systems such as cytochrome oxidase P450, sulfotransferases, and UDP-glucuronosyltransferases to deliver drug metabolites out of the cell during the drug metabolic process. In this study, an electrodeless electrochemical oxidation (EEO) reaction via Fenton reaction by producing free radical to react with nicotine to immediately monitor the oxidative products and metabolic derivatives of nicotine by tandem mass spectrometer (MS) is done. Fenton reaction generates free radicals via ferrous ion (Fe2+) and hydrogen peroxide (H2O2) to oxidize DNA and to degrade proteins in cells. In the EEO method, the oxidative products of nicotine including cotinine, cotinine-N-oxide, trans-3′-hydroxycotinine, nornicotine, norcotinine, 4-oxo-4-(3-pyridyl)-butanoic acid, 4-hydroxy-4-(3-pyridyl)-butanoic acid, and nicotine-N′-oxide were detected by tandem mass spectrometer to simulate the changes of nicotine and its derivatives in a time-dependent manner.http://dx.doi.org/10.1155/2013/189162
spellingShingle Shih-Shin Liang
Yow-Ling Shiue
Chao-Jen Kuo
Su-Er Guo
Wei-Ting Liao
Eing-Mei Tsai
Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry
The Scientific World Journal
title Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry
title_full Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry
title_fullStr Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry
title_full_unstemmed Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry
title_short Online Monitoring Oxidative Products and Metabolites of Nicotine by Free Radicals Generation with Fenton Reaction in Tandem Mass Spectrometry
title_sort online monitoring oxidative products and metabolites of nicotine by free radicals generation with fenton reaction in tandem mass spectrometry
url http://dx.doi.org/10.1155/2013/189162
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