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...
| Autores: | , , , |
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| 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 |
| 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. |
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