Human Telomeric G-Quadruplex DNA interactions of N-phenanthroline glycosylamine copper(II) complexes

We report in this article the interactions of five N-(1,10-phenanthrolin-5-yl)-beta-glycopyranosylamine copper(II) complexes with G-quadruplex DNA. Specifically, the interactions of these compounds with a human telomeric oligonucleotide have been assessed by fluorescence-based assays (FRET melting a...

Descripción completa

Detalles Bibliográficos
Autores: Duskova, Katerina|||0000-0003-4500-186X, Sierra Tornero, Sara, Arias Pérez, María Selma|||0000-0002-0384-7990, Gude Rodríguez, Lourdes|||0000-0002-0220-3755
Tipo de recurso: artículo
Fecha de publicación:2016
País:España
Institución:Universidad de Alcalá (UAH)
Repositorio:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglés
OAI Identifier:oai:ebuah.uah.es:10017/65001
Acceso en línea:http://hdl.handle.net/10017/65001
https://dx.doi.org/10.1016/j.bmc.2015.11.037
Access Level:acceso abierto
Palabra clave:G-quadruplex DNA
DNA interactions
1,10-Phenanthroline
Copper(II) complexes
Glycosylamines
Química
Chemistry
Descripción
Sumario:We report in this article the interactions of five N-(1,10-phenanthrolin-5-yl)-beta-glycopyranosylamine copper(II) complexes with G-quadruplex DNA. Specifically, the interactions of these compounds with a human telomeric oligonucleotide have been assessed by fluorescence-based assays (FRET melting and G4-FID), circular dichroism and competitive equilibrium dialysis experiments. The metal complexes bind and stabilize G-quadruplex DNA structures with apparent association constants in the order of 10(4)-10(5) M-1 and the affinity observed is dependent on the ionic conditions utilized and the specific nature of the carbohydrate moiety tethered to the 1,10-phenanthroline system. The compounds showed only a slight preference to bind G-quadruplex DNA over duplex DNA when the quadruplex DNA was folded in sodium ionic conditions. However, the binding affinity and selectivity, although modest, were notably increased when the G-quadruplex DNA was folded in the presence of potassium metal ions. Moreover, the study points towards a significant contribution of groove and/or loop binding in the recognition mode of quadruplex structures by these non-classical quadruplex ligands. The results reported herein highlight the potential and the versatility of carbohydrate bis-phenanthroline metal-complex conjugates to recognize G-quadruplex DNA structures. (C) 2015 Elsevier Ltd. All rights reserved.