纳夫他林,费南特林和皮林作为DNA基类相似物:DNA中的合成,结构和光
Rex X-F Ren1, Narayan C Chaudhuri, Pamela L Paris
1Contribution from the Department of Chemistry, University of Rochester, Rochester, New York 14627.
Journal of the American Chemical Society
|September 25, 2010
概括
我们合成了新型的脱氧核化物与多环芳化合物作为DNA基 analog. 这些化合物,包括纳,,和衍生物,可以纳入DNA并表现出光,作为潜在的生物物理探针.
科学领域:
- 有机化学 有机化学
- 生物化学 生物化学
- 分子生物学分子生物学
背景情况:
- 脱氧核化物是DNA的基本构建块.
- 多环芳 (PAH) 以其独特的电子和光物理特性而闻名.
- 开发新型核酸相似物对于扩大DNA的功能能力至关重要.
研究的目的:
- 合成和描述具有PAH基类同类的新型脱氧核化物.
- 研究这些改性核酸在DNA寡核酸中融入的过程.
- 探索这些类似物作为DNA的生物物理和结构探针的潜力.
主要方法:
- 通过使用有机试剂形成C-糖键,合成PAH-脱氧核化物.
- 酸催化表皮化,以获得α-和β-异常体.
- 使用胺酸化学方法将其纳入DNA寡核酸.
- 使用NMR光谱学和X射线晶体学进行表征.
- 评估DNA中的光特性.
主要成果:
- 成功合成了1-纳,2-纳,9-,和1-pyrenyl脱氧核化物.
- 建立了合成α-和β-异构体的高效方法.
- 实现了将氨基和氨基衍生物纳入DNA寡核酸中.
- 这些结合的核酸在DNA序列中表现出光.
结论:
- 一个新的类型的脱氧核酸衍生物与PAH基已经创建.
- 开发的合成方法扩大了C-葡萄糖酸合和体合成的范围.
- 这些光核酸相似物显示出作为生物物理探针研究DNA结构和像π-stacking这样的非共价相互作用的前景.
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