6533b81ffe1ef96bd1277039

RESEARCH PRODUCT

Interactions of diaryl-polyamines with nucleic acids. Allosteric effects with dinuclear copper complexes

Eliso GogritchianiEnrique García-españaMa Teresa AlbeldaNino LomadzeSantiago V. LuisJuan A. AguilarHans-jörg Schneider

subject

StereochemistryOrganic ChemistryAllosteric regulationIntercalation (chemistry)RNAEthylenediamineBiochemistrychemistry.chemical_compoundchemistryDrug DiscoveryNucleic acidNucleic acid structureNucleic acid analogueDNA

description

Abstract A series of α,ω-diarylamines with a variable number of ethylenediamine units between terminal naphthylrings shows dramatic affinity changes towards double-stranded nucleic acids, particularly upon complexation with Cu(II) ions. Metal salts alone have under the applied conditions only a negligible effect. The affinity of the metal-free ligands towards nucleic acids shows significant differences to those of the underlying polyamines, with a reversed stabilization of DNA instead of the usually observed preference for RNA. The affinity changes and preliminary NMR studies are in line with intercalation of naphthylrings into the double-stranded nucleic acid, which is hampered by complex formation with Cu(II).

https://doi.org/10.1016/s0040-4039(02)01765-3