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Título: | Dramatic effect of furanose C2′ substitution on structure and stability: Directing the folding of the human telomeric quadruplex with a single fluorine atom |
Autor: | Martín-Pintado, N. CSIC; Yahyaee-Anzahaee, M.; Deleavey, G.F.; Portella, G.; Orozco, Modesto; Damha, Masad J.; González, Carlos CSIC | Fecha de publicación: | 2013 | Editor: | American Chemical Society | Citación: | Journal of the American Chemical Society 135: 5344- 5347 (2013) | Resumen: | Human telomeric DNA quadruplexes can adopt different conformations in solution. We have found that arabinose, 2′F-arabinose, and ribose substitutions stabilize the propeller parallel G-quadruplex form over competing conformers, allowing NMR structural determination of this particularly significant nucleic acid structure. 2′F-arabinose substitution provides the greatest stabilization as a result of electrostatic (F-CH - -O4′) and pseudo-hydrogen-bond (F - -H8) stabilizing interactions. In contrast, 2′F-rG substitution provokes a dramatic destabilization of the quadruplex structure due to unfavorable electrostatic repulsion between the phosphate and the 2′-F. © 2013 American Chemical Society. | URI: | http://hdl.handle.net/10261/169317 | DOI: | 10.1021/ja401954t | Identificadores: | doi: 10.1021/ja401954t issn: 0002-7863 |
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