Intramolecular triplex formation of the purine.purine.pyrimidine type.
Identifieur interne : 000739 ( Ncbi/Curation ); précédent : 000738; suivant : 000740Intramolecular triplex formation of the purine.purine.pyrimidine type.
Auteurs : F M ChenSource :
- Biochemistry [ 0006-2960 ] ; 1991.
Descripteurs français
- KwdFr :
- ADN (), Chlorure de magnésium (pharmacologie), Chromomycine A3 (pharmacologie), Composition en bases nucléiques, Conformation d'acide nucléique (), Dactinomycine (pharmacologie), Dichroïsme circulaire, Dimères de pyrimidine, Données de séquences moléculaires, Purines (), Pyrimidines (), Sites de fixation, Spectrométrie de fluorescence, Séquence nucléotidique, Éthidium (pharmacologie).
- MESH :
- pharmacologie : Chlorure de magnésium, Chromomycine A3, Dactinomycine, Éthidium.
- ADN, Composition en bases nucléiques, Conformation d'acide nucléique, Dichroïsme circulaire, Dimères de pyrimidine, Données de séquences moléculaires, Purines, Pyrimidines, Sites de fixation, Spectrométrie de fluorescence, Séquence nucléotidique.
English descriptors
- KwdEn :
- Base Composition, Base Sequence, Binding Sites, Chromomycin A3 (pharmacology), Circular Dichroism, DNA (chemistry), DNA (drug effects), Dactinomycin (pharmacology), Ethidium (pharmacology), Magnesium Chloride (pharmacology), Molecular Sequence Data, Nucleic Acid Conformation (drug effects), Purines (chemistry), Pyrimidine Dimers, Pyrimidines (chemistry), Spectrometry, Fluorescence.
- MESH :
- chemical , chemistry : DNA, Purines, Pyrimidines.
- chemical , drug effects : DNA.
- chemical , pharmacology : Chromomycin A3, Dactinomycin, Ethidium, Magnesium Chloride.
- drug effects : Nucleic Acid Conformation.
- Base Composition, Base Sequence, Binding Sites, Circular Dichroism, Molecular Sequence Data, Pyrimidine Dimers, Spectrometry, Fluorescence.
Abstract
Six octadecamers with hairpin motifs have been synthesized and investigated for possible intramolecular triplex formation. Electrophoretic, hypochromic, and CD evidence suggest that d(CCCCTTTGGGGTTTGGGG) and d(GGGGTTTGGGGTTTCCCC) can form G.G.C intramolecular triplexes via double hairpin formation in neutral solutions, presumably with the terminal G tract folding back along the groove of the hairpin duplex. In contrast, d(GGGGTTTCCCCTTTGGGG) and the three corresponding 18-mers containing one G and two C tracts each forms a single hairpin duplex with a dangling single strand. The design of the sequences has led to the conclusion that the two G tracts are antiparallel to each other in such a triplex. Magnesium chloride titrations indicate that Mg2+ is not essential for such an intramolecular triplex formation. The main advantage of our constructs when compared to the intermolecular triplex formation is that the shorter triplex stem can be formed in a much lower DNA concentration. The merit of G.G.C triplex, in contrast to that of C+.G.C, lies in the fact that acidic condition is not required in its formation and will, thus, greatly expand our repertoire in the triplex strategy for the recognition and cleavage of duplex DNA. Spectral binding studies with actinomycin D (ACTD) and chromomycin A3 (CHR) as well as fluorescence lifetime measurements with ethidium bromide (EB) suggest that although hairpin duplexes bind these drugs quite well, the intramolecular triplexes bind poorly. Interestingly, the binding densities for the strong-binding hairpins obtained from Scatchard plots are about one ACTD molecule per oligomeric strand, whereas more than two drug molecules are found in the case of CHR, in agreement with the recent NMR studies indicating that CHR binds to DNA in the form of a dimer.
DOI: 10.1021/bi00232a014
PubMed: 2021637
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F M Chen<affiliation><nlm:affiliation>Department of Chemistry, Tennessee State University, Nashville 37209-1561.</nlm:affiliation>
<wicri:noCountry code="subField">Nashville 37209-1561</wicri:noCountry>
</affiliation>
Le document en format XML
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<series><title level="j">Biochemistry</title>
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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Base Composition</term>
<term>Base Sequence</term>
<term>Binding Sites</term>
<term>Chromomycin A3 (pharmacology)</term>
<term>Circular Dichroism</term>
<term>DNA (chemistry)</term>
<term>DNA (drug effects)</term>
<term>Dactinomycin (pharmacology)</term>
<term>Ethidium (pharmacology)</term>
<term>Magnesium Chloride (pharmacology)</term>
<term>Molecular Sequence Data</term>
<term>Nucleic Acid Conformation (drug effects)</term>
<term>Purines (chemistry)</term>
<term>Pyrimidine Dimers</term>
<term>Pyrimidines (chemistry)</term>
<term>Spectrometry, Fluorescence</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr"><term>ADN ()</term>
<term>Chlorure de magnésium (pharmacologie)</term>
<term>Chromomycine A3 (pharmacologie)</term>
<term>Composition en bases nucléiques</term>
<term>Conformation d'acide nucléique ()</term>
<term>Dactinomycine (pharmacologie)</term>
<term>Dichroïsme circulaire</term>
<term>Dimères de pyrimidine</term>
<term>Données de séquences moléculaires</term>
<term>Purines ()</term>
<term>Pyrimidines ()</term>
<term>Sites de fixation</term>
<term>Spectrométrie de fluorescence</term>
<term>Séquence nucléotidique</term>
<term>Éthidium (pharmacologie)</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>DNA</term>
<term>Purines</term>
<term>Pyrimidines</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="drug effects" xml:lang="en"><term>DNA</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Chromomycin A3</term>
<term>Dactinomycin</term>
<term>Ethidium</term>
<term>Magnesium Chloride</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Nucleic Acid Conformation</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Chlorure de magnésium</term>
<term>Chromomycine A3</term>
<term>Dactinomycine</term>
<term>Éthidium</term>
</keywords>
<keywords scheme="MESH" xml:lang="en"><term>Base Composition</term>
<term>Base Sequence</term>
<term>Binding Sites</term>
<term>Circular Dichroism</term>
<term>Molecular Sequence Data</term>
<term>Pyrimidine Dimers</term>
<term>Spectrometry, Fluorescence</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr"><term>ADN</term>
<term>Composition en bases nucléiques</term>
<term>Conformation d'acide nucléique</term>
<term>Dichroïsme circulaire</term>
<term>Dimères de pyrimidine</term>
<term>Données de séquences moléculaires</term>
<term>Purines</term>
<term>Pyrimidines</term>
<term>Sites de fixation</term>
<term>Spectrométrie de fluorescence</term>
<term>Séquence nucléotidique</term>
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<front><div type="abstract" xml:lang="en">Six octadecamers with hairpin motifs have been synthesized and investigated for possible intramolecular triplex formation. Electrophoretic, hypochromic, and CD evidence suggest that d(CCCCTTTGGGGTTTGGGG) and d(GGGGTTTGGGGTTTCCCC) can form G.G.C intramolecular triplexes via double hairpin formation in neutral solutions, presumably with the terminal G tract folding back along the groove of the hairpin duplex. In contrast, d(GGGGTTTCCCCTTTGGGG) and the three corresponding 18-mers containing one G and two C tracts each forms a single hairpin duplex with a dangling single strand. The design of the sequences has led to the conclusion that the two G tracts are antiparallel to each other in such a triplex. Magnesium chloride titrations indicate that Mg2+ is not essential for such an intramolecular triplex formation. The main advantage of our constructs when compared to the intermolecular triplex formation is that the shorter triplex stem can be formed in a much lower DNA concentration. The merit of G.G.C triplex, in contrast to that of C+.G.C, lies in the fact that acidic condition is not required in its formation and will, thus, greatly expand our repertoire in the triplex strategy for the recognition and cleavage of duplex DNA. Spectral binding studies with actinomycin D (ACTD) and chromomycin A3 (CHR) as well as fluorescence lifetime measurements with ethidium bromide (EB) suggest that although hairpin duplexes bind these drugs quite well, the intramolecular triplexes bind poorly. Interestingly, the binding densities for the strong-binding hairpins obtained from Scatchard plots are about one ACTD molecule per oligomeric strand, whereas more than two drug molecules are found in the case of CHR, in agreement with the recent NMR studies indicating that CHR binds to DNA in the form of a dimer.</div>
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