Dramatic Effect of Furanose C2鈥?Substitution on Structure and Stability: Directing the Folding of the Human Telomeric Quadruplex with a Single Fluorine Atom
详细信息 查看全文
- 作者：Nerea Mart铆n-Pintado ; Maryam Yahyaee-Anzahaee ; Glen F. Deleavey ; Guillem Portella ; Modesto Orozco ; Masad J. Damha ; Carlos Gonz谩lez
- 刊名：The Journal of the American Chemical Society
- 出版年：2013
- 出版时间：April 10, 2013
- 年：2013
- 卷：135
- 期：14
- 页码：5344-5347
- 全文大小：297K
- 年卷期：v.135,no.14(April 10, 2013)
- ISSN：1520-5126
文摘
Human telomeric DNA quadruplexes can adopt different conformations in solution. We have found that arabinose, 2鈥睩-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鈥睩-arabinose substitution provides the greatest stabilization as a result of electrostatic (F鈥揅H---O4鈥? and pseudo-hydrogen-bond (F---H8) stabilizing interactions. In contrast, 2鈥睩-rG substitution provokes a dramatic destabilization of the quadruplex structure due to unfavorable electrostatic repulsion between the phosphate and the 2鈥?F.