title: Dramatic effect of furanose C2' substitution on structure and stability: directing the folding of the human telomeric quadruplex with a single fluorine atom.
abstract: 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.
authors.affiliation: Instituto de Química Física Rocasolano, CSIC, Serrano 119, 28006 Madrid, Spain.
authors.forename: Nerea
authors.initials: N
authors.lastname: Martín-Pintado
authors.forename: Maryam
authors.initials: M
authors.lastname: Yahyaee-Anzahaee
authors.forename: Glen F
authors.initials: GF
authors.lastname: Deleavey
authors.forename: Guillem
authors.initials: G
authors.lastname: Portella
authors.forename: Modesto
authors.initials: M
authors.lastname: Orozco
authors.forename: Masad J
authors.initials: MJ
authors.lastname: Damha
authors.forename: Carlos
authors.initials: C
authors.lastname: González
mesh_terms: D001089:Arabinose / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D054856:G-Quadruplexes; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D017510:Protein Folding; D016615:Telomere / Q000737:chemistry*
chemical_list: D005461:Fluorine; D004247:DNA; D001089:Arabinose