在水中具有重要的能量C-H··F-C伪结合:证据和应用到具有高结合亲和度的寡核酸的合理设计
Maryam Yahyaee Anzahaee1, Jonathan K Watts, Nageswara R Alla
1Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, QC, Canada H3A 2K6.
Journal of the American Chemical Society
|December 22, 2010
概括
有机可以在DNA中形成强大的伪键,增强结合亲和力. 这一发现提供了一种新的策略,通过战略性地放置2'F-ANA修饰来设计有效的反意义寡核酸.
科学领域:
- 生物化学 生物化学
- 有机化学 有机化学
- 分子生物学分子生物学
背景情况:
- 有机在水性环境中形成键的作用仍在争论中.
- 以前的研究表明,2'F-ANA具有很高的结合亲和力,可能是由于C-H··F-C伪键.
研究的目的:
- 调查和证实介导核酸双重体中的伪联结的存在和能量重要性.
- 探索这种相互作用的潜力,以增强反意义寡核酸的结合亲和力.
主要方法:
- 核磁共振 (NMR) 谱学用于分析分子相互作用.
- 分子建模以模拟和理解结合机制.
- 具有不同序列的DNA复合体的融化温度比较.
主要成果:
- 证实了在2'F-ANA修改序列中的pyrimidine-purine步骤中形成能量重要的C-H···F-C伪键.
- 证明核基的2'-位置的能显著激活H-键供体 (纯H8).
- 融研究证实了在稳定双重形成中的作用.
结论:
- 以为媒介的伪结合是改性核酸结合亲和力的重要因素.
- 在pyrimidine-purine步骤中对2'F-ANA修饰的战略性放置可以合理地增加反感 oligonucleotides 的结合亲和力.
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