Mutagenic potential of guanine N2 adducts of butadiene mono- and diolepoxide.
Identifieur interne : 003621 ( Main/Curation ); précédent : 003620; suivant : 003622Mutagenic potential of guanine N2 adducts of butadiene mono- and diolepoxide.
Auteurs : J R Carmical [États-Unis] ; M. Zhang ; L. Nechev ; C M Harris ; T M Harris ; R S LloydSource :
- Chemical research in toxicology [ 0893-228X ] ; 2000.
Descripteurs français
- KwdFr :
- ADN circulaire (métabolisme), Adduits à l'ADN (génétique), Butadiènes (métabolisme), Butadiènes (toxicité), Codon, Composés époxy (métabolisme), Composés époxy (toxicité), DNA-directed DNA polymerase (métabolisme), Données de séquences moléculaires, Escherichia coli (enzymologie), Escherichia coli (génétique), Escherichia coli (métabolisme), Glycols, Guanine (analogues et dérivés), Guanine (toxicité), Gènes ras, Matrices (génétique), Mutagènes (métabolisme), Mutagènes (toxicité), Oligonucléotides (métabolisme), Oligonucléotides (synthèse chimique), Réplication de l'ADN, Stéréoisomérie, Séquence nucléotidique, Transfection.
- MESH :
- analogues et dérivés : Guanine.
- enzymologie : Escherichia coli.
- génétique : Adduits à l'ADN, Escherichia coli.
- métabolisme : ADN circulaire, Butadiènes, Composés époxy, DNA-directed DNA polymerase, Escherichia coli, Mutagènes, Oligonucléotides.
- synthèse chimique : Oligonucléotides.
- toxicité : Butadiènes, Composés époxy, Guanine, Mutagènes.
- Codon, Données de séquences moléculaires, Glycols, Gènes ras, Matrices (génétique), Réplication de l'ADN, Stéréoisomérie, Séquence nucléotidique, Transfection.
English descriptors
- KwdEn :
- Base Sequence, Butadienes (metabolism), Butadienes (toxicity), Codon, DNA Adducts (genetics), DNA Replication, DNA, Circular (metabolism), DNA-Directed DNA Polymerase (metabolism), Epoxy Compounds (metabolism), Epoxy Compounds (toxicity), Escherichia coli (enzymology), Escherichia coli (genetics), Escherichia coli (metabolism), Genes, ras, Glycols, Guanine (analogs & derivatives), Guanine (toxicity), Molecular Sequence Data, Mutagens (metabolism), Mutagens (toxicity), Oligonucleotides (chemical synthesis), Oligonucleotides (metabolism), Stereoisomerism, Templates, Genetic, Transfection.
- MESH :
- chemical , analogs & derivatives : Guanine.
- chemical , chemical synthesis : Oligonucleotides.
- chemical , genetics : DNA Adducts.
- chemical , metabolism : Butadienes, DNA, Circular, DNA-Directed DNA Polymerase, Epoxy Compounds, Mutagens, Oligonucleotides.
- chemical , toxicity : Butadienes, Epoxy Compounds, Guanine, Mutagens.
- enzymology : Escherichia coli.
- genetics : Escherichia coli.
- metabolism : Escherichia coli.
- Base Sequence, Codon, DNA Replication, Genes, ras, Glycols, Molecular Sequence Data, Stereoisomerism, Templates, Genetic, Transfection.
Abstract
To explore the role of guanine N(2) adducts of stereoisomeric butadiene metabolites in butadiene-induced mutagenesis, 11-mer deoxyoligonucleotides were prepared containing adducts of (R)- and (S)-monoepoxide and (R,R)- and (S,S)-diolepoxide. These adducted oligonucleotides were utilized in both in vivo and in vitro experiments designed to examine the mutagenic potency of each and their replication by Escherichia coli polymerases. Each of the four adducted deoxyoligonucleotides was ligated into a single-stranded M13mp7L2 vector and transfected into E. coli. The resulting plaques were screened for misincorporation at position 2 of the N-ras 12 codon. Although the mutagenic frequencies were low, different relative mutagenicities of the various stereoisomers were discernible. In addition, the biological effects of each adduct on the three major E. coli polymerases were determined via primer extension assays. The adducted 11-mers were ligated into a 60-mer linear DNA molecule to provide a sufficiently long template for primer elongation. All four guanine adducts were determined to be blocking to each of the three polymerases via primer extension assays.
DOI: 10.1021/tx9901332
PubMed: 10649962
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pubmed:10649962Le document en format XML
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Zhang</name></author><author><name sortKey="Nechev, L" sort="Nechev, L" uniqKey="Nechev L" first="L" last="Nechev">L. 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Zhang</name></author><author><name sortKey="Nechev, L" sort="Nechev, L" uniqKey="Nechev L" first="L" last="Nechev">L. Nechev</name></author><author><name sortKey="Harris, C M" sort="Harris, C M" uniqKey="Harris C" first="C M" last="Harris">C M Harris</name></author><author><name sortKey="Harris, T M" sort="Harris, T M" uniqKey="Harris T" first="T M" last="Harris">T M Harris</name></author><author><name sortKey="Lloyd, R S" sort="Lloyd, R S" uniqKey="Lloyd R" first="R S" last="Lloyd">R S Lloyd</name></author></analytic><series><title level="j">Chemical research in toxicology</title><idno type="ISSN">0893-228X</idno><imprint><date when="2000" type="published">2000</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Base Sequence</term><term>Butadienes (metabolism)</term><term>Butadienes (toxicity)</term><term>Codon</term><term>DNA Adducts (genetics)</term><term>DNA Replication</term><term>DNA, Circular (metabolism)</term><term>DNA-Directed DNA Polymerase (metabolism)</term><term>Epoxy Compounds (metabolism)</term><term>Epoxy Compounds (toxicity)</term><term>Escherichia coli (enzymology)</term><term>Escherichia coli (genetics)</term><term>Escherichia coli (metabolism)</term><term>Genes, ras</term><term>Glycols</term><term>Guanine (analogs & derivatives)</term><term>Guanine (toxicity)</term><term>Molecular Sequence Data</term><term>Mutagens (metabolism)</term><term>Mutagens (toxicity)</term><term>Oligonucleotides (chemical synthesis)</term><term>Oligonucleotides (metabolism)</term><term>Stereoisomerism</term><term>Templates, Genetic</term><term>Transfection</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>ADN circulaire (métabolisme)</term><term>Adduits à l'ADN (génétique)</term><term>Butadiènes (métabolisme)</term><term>Butadiènes (toxicité)</term><term>Codon</term><term>Composés époxy (métabolisme)</term><term>Composés époxy (toxicité)</term><term>DNA-directed DNA polymerase (métabolisme)</term><term>Données de séquences moléculaires</term><term>Escherichia coli 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coli</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>ADN circulaire</term><term>Butadiènes</term><term>Composés époxy</term><term>DNA-directed DNA polymerase</term><term>Escherichia coli</term><term>Mutagènes</term><term>Oligonucléotides</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Oligonucléotides</term></keywords><keywords scheme="MESH" qualifier="toxicité" xml:lang="fr"><term>Butadiènes</term><term>Composés époxy</term><term>Guanine</term><term>Mutagènes</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Base Sequence</term><term>Codon</term><term>DNA Replication</term><term>Genes, ras</term><term>Glycols</term><term>Molecular Sequence Data</term><term>Stereoisomerism</term><term>Templates, Genetic</term><term>Transfection</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Codon</term><term>Données de séquences moléculaires</term><term>Glycols</term><term>Gènes ras</term><term>Matrices (génétique)</term><term>Réplication de l'ADN</term><term>Stéréoisomérie</term><term>Séquence nucléotidique</term><term>Transfection</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">To explore the role of guanine N(2) adducts of stereoisomeric butadiene metabolites in butadiene-induced mutagenesis, 11-mer deoxyoligonucleotides were prepared containing adducts of (R)- and (S)-monoepoxide and (R,R)- and (S,S)-diolepoxide. These adducted oligonucleotides were utilized in both in vivo and in vitro experiments designed to examine the mutagenic potency of each and their replication by Escherichia coli polymerases. Each of the four adducted deoxyoligonucleotides was ligated into a single-stranded M13mp7L2 vector and transfected into E. coli. The resulting plaques were screened for misincorporation at position 2 of the N-ras 12 codon. Although the mutagenic frequencies were low, different relative mutagenicities of the various stereoisomers were discernible. In addition, the biological effects of each adduct on the three major E. coli polymerases were determined via primer extension assays. The adducted 11-mers were ligated into a 60-mer linear DNA molecule to provide a sufficiently long template for primer elongation. All four guanine adducts were determined to be blocking to each of the three polymerases via primer extension assays.</div></front></TEI></record>Pour manipuler ce document sous Unix (Dilib)
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