通过酒精脱酶催化动态动态动力学分辨率对烯的Atroposelective合成
Meiting Zhou1, Yan Chen1, Shuai Liu1
1Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, China.
研究人员开发了一种新的酶法,用于合成奇拉尔 styrenes. 这种动态动态分辨率使用工程性酒精脱酶来创建具有高选择性和产量的有价值的体化合物.
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.
- 酶工程是什么? 酶工程是什么?
背景情况:
- 亚特罗皮索默 styrenes 是重要的性构建块.
- 它们的合成往往需要复杂的方法.
研究的目的:
- 开发一种高效和立体选择性方法来合成亚特罗皮体烯.
- 利用酶工程来增强催化活性.
主要方法:
- 使用来自Ralstonia sp.的酒精脱酶.
- 利用结构引导的蛋白质工程方法.
- 执行了以人为选择的动态动力学分辨率.
主要成果:
- 实现了高度立体选择性的轴性化 styrenes (R 和 S 配置) 的合成.
- 获得高产量 (高达99%) 和反体过剩 (高达98%).
- 在特定的酶变体中确定了重新配置的质子中继网络,该变体负责立体反转.
结论:
- 开发了一种新的酶策略,用于合成具有挑战性的体基架.
- 证明了酶工程在生物催化剂中的力量.
- 为立体控制合成提供了一个有价值的工具.
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相关概念视频
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Aldol Condensation with β-Diesters: Knoevenagel Condensation
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
Hydroboration-Oxidation of Alkenes
Sharpless Epoxidation
