6533b861fe1ef96bd12c437c

RESEARCH PRODUCT

Binding Mode and Selectivity of a Scorpiand-Like Polyamine Ligand to Single- and Double-Stranded DNA and RNA: Metal- and pH-Driven Modulation

Mario InclánFrancisca OrvayEnrique García-españaLluis GuijarroM. Teresa AlbeldaJuan C. FríasCarmen RotgerIsabel PontAntoni Costa

subject

StereochemistryIntercalation (chemistry)DNA Single-Stranded010402 general chemistryLigands01 natural sciencesCatalysissupramolecular chemistryNucleobaseMolecular recognitionCoordination Complexesfluorescent probesBathochromic shiftPolyaminesFluorescent DyesQuenching (fluorescence)010405 organic chemistryChemistryLigandOrganic ChemistryGeneral ChemistryDNAHydrogen-Ion ConcentrationnucleobasesFluorescenceIntercalating Agents0104 chemical sciencesSpectrometry FluorescencePolynucleotideRNASpectrophotometry Ultravioletmolecular recognition

description

The interaction of a polyazacyclophane ligand having an ethylamine pendant arm functionalized with an anthryl group (L), with the single-stranded polynucleotides polyA, polyG, polyU, and polyC as well as with the double-stranded polynucleotides polyA-polyU, poly(dAT)(2), and poly(dGC)(2) has been followed by UV/Vis titration, steady state fluorescence spectroscopy, and thermal denaturation measurements. In the case of the single-stranded polynucleotides, the UV/Vis and fluorescence titrations permit to distinguish between sequences containing purine and pyrimidine bases. For the double-stranded polynucleotides the UV/Vis measurements show for all of them hypochromicity and bathochromic shifts. However, the fluorescence studies reveal that both polyA-polyU and poly(dAT)(2) induce a twofold increase in the fluorescence, whereas interaction of poly(dGC)(2) with the ligand L induces a quenching of the fluorescence. Cu2+ modulates the interaction with the double-stranded polynucleotides due to the conformation changes that its coordination induces in compound L. In general, the spectroscopic studies show that intercalation seems to be blocked by the formation of the metal complex. All these features suggest the possibility of using compound L as a sequence-selective fluorescence probe.

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