在生物催化不对称减少中诱导的轴性性
Rubén Agudo1, Gheorghe-Doru Roiban, Manfred T Reetz
1Department of Chemistry, Philipps-Universität Marburg, Hans-Meerwein Str., 35032 Marburg, Germany.
Journal of the American Chemical Society
|October 19, 2012
概括
酒精脱酶催化了酸的不对称降解到奇拉性酒精,超过过渡金属催化剂的性能. 定向进化使得对合成有价值的性构建块的酶选择性逆转成为可能.
科学领域:
- 有机化学 有机化学
- 生物催化剂是一种生物催化剂.
- 不对称的合成方法
背景情况:
- 醇是制药和精细化学品中至关重要的构建块.
- 不对称的减少的前性是合成性酒精的一个关键转换.
- 开发有效和有选择性的催化剂来实现这种减排仍然是一个重大挑战.
研究的目的:
- 为了实现催化不对称的降解4-基利丁环松到R-配置的酒精.
- 探索定向进化的潜力,以逆转enantioselectivity. 为了探索定向进化的潜力,逆转enantioselectivity.
- 在随后的催化反应中利用合成的醇.
主要方法:
- 使用酒精脱酶的酶降解.
- 通过和突变发生的定向进化.
- 由催化的级联反应.
主要成果:
- 对于使用酒精脱酶的R-酒精,其具有很高的酶选择性 (高达99% ee).
- 通过有针对性的进化,成功地逆转了对S-酒精 (高达98% ee) 的酶选择性.
- 在Pd催化级联反应中证明R-和S-酒精的有用性.
结论:
- 酒精脱酶在对前性子进行不对称的减少方面非常有效,产生具有优异反选择性的R配置酒精.
- 定向进化提供了一种强大的策略,可以微调酶活性,并实现相反的酶选择性.
- 合成的性酒精作为复杂分子合成的多功能中间体,通过级联反应进行复杂分子合成.
相关概念视频
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