改性核酸寡酸盐的合成简化:快速,纯,无保护组
Jyoti Singh1, Alexander Ripp1,2, Thomas M Haas1
1Institute of Organic Chemistry , University of Freiburg , D-79104 Freiburg , Germany.
Journal of the American Chemical Society
|September 13, 2019
概括
改性循环三酸盐提供了一个可扩展和高效的方法来合成核酸三酸盐和类似物,而无需保护组,从而使以前难以获得的化合物.
科学领域:
- 有机化学
- 医学化学
- 生物化学
背景情况:
- 核酸三酸是必不可少的生物分子.
- 目前修改核酸三酸盐的合成方法往往复杂且低效.
- 通常需要保护组,增加步骤并降低整体产量.
研究的目的:
- 为核酸三酸盐和类似物开发一种通用且节省步骤的合成方法.
- 提供快速获取一系列改性核酸寡酸盐.
- 通过酸盐骨干中的替代物来探索新的类似物.
主要方法:
- 使用修饰的环三酸盐的胺类同类.
- 在不需要保护组的情况下进行反应.
- 使用密度函数理论 (DFT) 计算来阐明反应机制.
主要成果:
- 实现了核酸三酸盐和类似物的可扩展和节省步骤的合成.
- 快速获得纯核酸寡酸.
- 具有各种骨干修饰 (例如,NH,CH2,CCl2,CF2) 和剩余组 (基,基化物,基化物,基化物) 的合成类似物.
结论:
- 环三酸盐的胺类类似物是核酸三酸盐合成的多功能平台.
- 这种方法规避了保护群体的需要,简化了这一过程.
- DFT的计算证实了循环三酸盐开放的选择性.
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