Polymerase Blockage and Misincorporation of dNTPs Opposite the Ethylene Dibromide-Derived DNA Adducts S-[2-(N7-Guanyl)ethyl]glutathione, S-[2-(N2-Guanyl)ethyl]glutathione, and S-[2-(O6-Guanyl)ethyl]glutathione†
Identifieur interne : 003A46 ( Main/Exploration ); précédent : 003A45; suivant : 003A47Polymerase Blockage and Misincorporation of dNTPs Opposite the Ethylene Dibromide-Derived DNA Adducts S-[2-(N7-Guanyl)ethyl]glutathione, S-[2-(N2-Guanyl)ethyl]glutathione, and S-[2-(O6-Guanyl)ethyl]glutathione†
Auteurs : Mi-Sook Kim [États-Unis] ; F. Peter Guengerich [États-Unis]Source :
- Chemical Research in Toxicology [ 0893-228x ] ; 1998.
Abstract
The carcinogen ethylene dibromide (EDB) has been shown to cause glutathione (GSH)-dependent base-substitution mutations, especially GC to AT transitions, in a variety of bacterial and eukaryotic systems. The known DNA adducts S-[2-(N7-guanyl)ethyl]GSH, S-[2-(N2-guanyl)ethyl]GSH, and S-[2-(O6-guanyl)ethyl]GSH were individually placed at a site in a single oligonucleotide. Polymerase extension studies were carried out using Escherichia coli polymerase I exo- (Klenow fragment, Kf-) and polymerase II exo- (pol II-), bacteriophage T7 polymerase exo-, and human immunodeficiency virus-1 reverse transcriptase in order to characterize misincorporation events. Even though extension was not as efficient as with the nonadducted template, some fully extended primers were observed with the template containing S-[2-(N7-guanyl)ethyl]GSH using all of these polymerases. dCTP was the most preferred nucleotide incorporated opposite S-[2-(N7-guanyl)ethyl]GSH by most of polymerases examined; however, dTTP incorporation was observed opposite S-[2-(N7-guanyl)ethyl]GSH with pol II-. Both S-[2-(N2-guanyl)ethyl]GSH and S-[2-(O6-guanyl)ethyl]GSH strongly blocked replication by all polymerases. Only dATP and dGTP were incorporated opposite S-[2-(N2-guanyl)ethyl]GSH by both Kf- and pol II-. S-[2-(O6-Guanyl)ethyl]GSH was shown to strongly code for dATP incorporation by Kf-. With pol II-, dTTP was incorporated opposite S-[2-(O6-guanyl)ethyl]GSH. In conclusion, all three GSH-guanyl adducts derived from the carcinogen EDB blocked the polymerases and were capable of miscoding.
Url:
DOI: 10.1021/tx970206m
Affiliations:
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<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title>Polymerase Blockage and Misincorporation of dNTPs Opposite the Ethylene Dibromide-Derived DNA Adducts S-[2-(N7-Guanyl)ethyl]glutathione, S-[2-(N2-Guanyl)ethyl]glutathione, and S-[2-(O6-Guanyl)ethyl]glutathione†</title><author><name sortKey="Kim, Mi Sook" sort="Kim, Mi Sook" uniqKey="Kim M" first="Mi-Sook" last="Kim">Mi-Sook Kim</name></author><author><name sortKey="Guengerich, F Peter" sort="Guengerich, F Peter" uniqKey="Guengerich F" first="F. Peter" last="Guengerich">F. Peter Guengerich</name></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:B587D6D00D21F938208F695EFBADD5C3568FA782</idno><date when="1998" year="1998">1998</date><idno type="doi">10.1021/tx970206m</idno><idno type="url">https://api.istex.fr/ark:/67375/TPS-QTD464B6-M/fulltext.pdf</idno><idno type="wicri:Area/Istex/Corpus">000D73</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">000D73</idno><idno type="wicri:Area/Istex/Curation">000D73</idno><idno type="wicri:Area/Istex/Checkpoint">001254</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Checkpoint">001254</idno><idno type="wicri:doubleKey">0893-228x:1998:Kim M:polymerase:blockage:and</idno><idno type="wicri:Area/Main/Merge">003A95</idno><idno type="wicri:Area/Main/Curation">003A46</idno><idno type="wicri:Area/Main/Exploration">003A46</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a" type="main">Polymerase Blockage and Misincorporation of dNTPs
Opposite the Ethylene Dibromide-Derived DNA Adducts
<hi rend="italic">S</hi>-[2-(<hi rend="italic">N</hi><hi rend="superscript">7</hi>-Guanyl)ethyl]glutathione,
<hi rend="italic">S</hi>-[2-(<hi rend="italic">N</hi><hi rend="superscript">2</hi>-Guanyl)ethyl]glutathione, and
<hi rend="italic">S</hi>-[2-(<hi rend="italic">O</hi><hi rend="superscript">6</hi>-Guanyl)ethyl]glutathione<ref type="bib" target="#tx970206mAF2"><hi rend="superscript">†</hi></ref></title><author><name sortKey="Kim, Mi Sook" sort="Kim, Mi Sook" uniqKey="Kim M" first="Mi-Sook" last="Kim">Mi-Sook Kim</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><placeName><region type="state">Tennessee</region></placeName><wicri:cityArea>Department of Biochemistry and Center in Molecular Toxicology, Vanderbilt University School ofMedicine, Nashville</wicri:cityArea></affiliation><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><placeName><region type="state">New Jersey</region></placeName><wicri:cityArea> Current address: Merck & Company, P.O. Box 2000,126 EastLincoln Ave., Rahway</wicri:cityArea></affiliation></author><author><name sortKey="Guengerich, F Peter" sort="Guengerich, F Peter" uniqKey="Guengerich F" first="F. Peter" last="Guengerich">F. Peter Guengerich</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><placeName><region type="state">Tennessee</region></placeName><wicri:cityArea>Department of Biochemistry and Center in Molecular Toxicology, Vanderbilt University School ofMedicine, Nashville</wicri:cityArea></affiliation><affiliation wicri:level="1"><country wicri:rule="url">États-Unis</country></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Chemical Research in Toxicology</title><title level="j" type="abbrev">Chem. Res. Toxicol.</title><idno type="ISSN">0893-228x</idno><idno type="eISSN">1520-5010</idno><imprint><publisher>American Chemical Society</publisher><date type="e-published">1998</date><date type="published">1998</date><biblScope unit="vol">11</biblScope><biblScope unit="issue">4</biblScope><biblScope unit="page" from="311">311</biblScope><biblScope unit="page" to="316">316</biblScope></imprint><idno type="ISSN">0893-228x</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0893-228x</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract">The carcinogen ethylene dibromide (EDB) has been shown to cause glutathione (GSH)-dependent base-substitution mutations, especially GC to AT transitions, in a variety of bacterial and eukaryotic systems. The known DNA adducts S-[2-(N7-guanyl)ethyl]GSH, S-[2-(N2-guanyl)ethyl]GSH, and S-[2-(O6-guanyl)ethyl]GSH were individually placed at a site in a single oligonucleotide. Polymerase extension studies were carried out using Escherichia coli polymerase I exo- (Klenow fragment, Kf-) and polymerase II exo- (pol II-), bacteriophage T7 polymerase exo-, and human immunodeficiency virus-1 reverse transcriptase in order to characterize misincorporation events. Even though extension was not as efficient as with the nonadducted template, some fully extended primers were observed with the template containing S-[2-(N7-guanyl)ethyl]GSH using all of these polymerases. dCTP was the most preferred nucleotide incorporated opposite S-[2-(N7-guanyl)ethyl]GSH by most of polymerases examined; however, dTTP incorporation was observed opposite S-[2-(N7-guanyl)ethyl]GSH with pol II-. Both S-[2-(N2-guanyl)ethyl]GSH and S-[2-(O6-guanyl)ethyl]GSH strongly blocked replication by all polymerases. Only dATP and dGTP were incorporated opposite S-[2-(N2-guanyl)ethyl]GSH by both Kf- and pol II-. S-[2-(O6-Guanyl)ethyl]GSH was shown to strongly code for dATP incorporation by Kf-. With pol II-, dTTP was incorporated opposite S-[2-(O6-guanyl)ethyl]GSH. In conclusion, all three GSH-guanyl adducts derived from the carcinogen EDB blocked the polymerases and were capable of miscoding.</div></front></TEI><affiliations><list><country><li>États-Unis</li></country><region><li>New Jersey</li><li>Tennessee</li></region></list><tree><country name="États-Unis"><region name="Tennessee"><name sortKey="Kim, Mi Sook" sort="Kim, Mi Sook" uniqKey="Kim M" first="Mi-Sook" last="Kim">Mi-Sook Kim</name></region><name sortKey="Guengerich, F Peter" sort="Guengerich, F Peter" uniqKey="Guengerich F" first="F. Peter" last="Guengerich">F. Peter Guengerich</name><name sortKey="Guengerich, F Peter" sort="Guengerich, F Peter" uniqKey="Guengerich F" first="F. Peter" last="Guengerich">F. Peter Guengerich</name><name sortKey="Kim, Mi Sook" sort="Kim, Mi Sook" uniqKey="Kim M" first="Mi-Sook" last="Kim">Mi-Sook Kim</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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