NDLI: Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays

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Contents and Chemical Biology

Integrative Biology issue 1 contents pages

Shedding light on the efficacy of laboratory evolution based on iterative saturation mutagenesis

Assessment of the CFTR and ENaC association

Predicting protein evolution in vitro by phage escape technology

Metallo-complex activation of neuroprotective signalling pathways as a therapeutic treatment for Alzheimer’s disease

MAR elements regulate the probability of epigenetic switching between active and inactive gene expression

The use of cyan fluorescent protein variants with a distinctive lifetime signature

Transcript stability in the protein interaction network of Escherichia coli

Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays

A comparative evolutionary study of transcription networks. The global role of feedback and hierachical structures

Identification of metabolites in human hepatic bile using 800 MHz ¹H NMR spectroscopy, HPLC-NMR/MS and UPLC-MS

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Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays

Content Provider	Royal Society of Chemistry (RSC)
Author	Krishnan, Sadagopan Schenkman, John B. Hvastkovs, Eli G. Rusling, James F. Bajrami, Besnik
Copyright Year	2009
Abstract	Electrochemiluminescent (ECL) arrays containing polymer ([Ru(bpy)2(PVP)10]2+, PVP = polyvinylpyridine), DNA, and selected enzymes were employed to elucidate cytochrome (cyt) P450 dependent metabolism of the tobacco specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Bioactivated NNKmetabolites formed upon H2O2-enzymatic activation were captured as DNAadducts and detected simultaneously from 36 spot arrays by capturing and quantifying emitted ECL with an overhead CCD camera. Increased ECL emission was dependent on NNK exposure time. Of the enzymes tested, the activity toward NNK bioactivation was cyt P450 1A2 > 2E1 > 1B1 ≈ chloroperoxidase (CPO) > myoglobin (Mb) in accordance with reported in vivo studies. Cyt P450/polyion films were also immobilized on 500 nm diameter silica nanospheres for product analysis by LC-MS. Analysis of the nanosphere film reaction media provided ECL array validation and quantitation of the bioactivated NNK hydrolysis product 4-hydroxy-1-(3-pyridyl)-1-butanone (HPB) confirming production of reactive metabolites in the films. Chemical screening in this fashion allows rapid clarification of enzymes responsible for genotoxic activation as well as offering insight into cyt P450-related toxicity and mechanisms.
Starting Page	163
Ending Page	169
Page Count	7
File Format	HTM / HTML PDF
ISSN	1742206X
Volume Number	5
Issue Number	2
Journal	Molecular BioSystems
DOI	10.1039/b815910f
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Myoglobin Hydrogen peroxide Cytochrome P450 Genotoxicity Polymer PVP Silicon dioxide ECL Hydrolysis Carcinogen Charge-coupled device Chloride peroxidase Tobacco DNA Drug metabolism Butanone
Content Type	Text
Resource Type	Article
Subject	Molecular Biology Biotechnology

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Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays†

Racial differences in exposure and glucuronidation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK).

Metabolism of 4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK), a tobacco-specific carcinogen, by rabbit nasal microsomes

Comparative metabolism of the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol by rat cytochrome P450 2A3 and human cytochrome P450 2A13.

Identification of cytochrome P450 enzymes critical for lung tumorigenesis by the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK): insights from a novel Cyp2abfgs-null mouse

Biotransformation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in freshly isolated human lung cells

Teratogenic Impacts of Tobacco Specific Carcinogen 4-(Methylnitrosamino)-1-(3-Pyridyl)-1-Butanone (NNK) in Swiss Albino Mice Exposed during Gestational Period

NNK, a Tobacco-Specific Carcinogen, Inhibits the Expression of Lysyl Oxidase, a Tumor Suppressor

Metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) by human cytochrome P450 1A2 and its inhibition by phenethyl isothiocyanate

Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays

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Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays†

Racial differences in exposure and glucuronidation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK).

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