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DOI | 10.1126/science.aao1482 |
Anti-Markovnikov alkene oxidation by metal-oxo-mediated enzyme catalysis | |
Hammer, Stephan C.; Kubik, Grzegorz; Watkins, Ella; Huang, Shan; Minges, Hannah; Arnold, Frances H. | |
2017-10-13 | |
发表期刊 | SCIENCE |
ISSN | 0036-8075 |
EISSN | 1095-9203 |
出版年 | 2017 |
卷号 | 358期号:6360页码:215-+ |
文章类型 | Article |
语种 | 英语 |
国家 | USA |
英文摘要 | Catalytic anti-Markovnikov oxidation of alkene feedstocks could simplify synthetic routes to many important molecules and solve a long-standing challenge in chemistry. Here we report the engineering of a cytochrome P450 enzyme by directed evolution to catalyze metal-oxo-mediated anti-Markovnikov oxidation of styrenes with high efficiency. The enzyme uses dioxygen as the terminal oxidant and achieves selectivity for anti-Markovnikov oxidation over the kinetically favored alkene epoxidation by trapping high-energy intermediates and catalyzing an oxo transfer, including an enantioselective 1,2-hydride migration. The anti-Markovnikov oxygenase can be combined with other catalysts in synthetic metabolic pathways to access a variety of challenging anti-Markovnikov functionalization reactions. |
领域 | 地球科学 ; 气候变化 ; 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000412841500046 |
WOS关键词 | DIRECTED EVOLUTION ; CYTOCHROME-P450 ; OLEFINS ; EPOXIDATION ; HYDRATION ; BIOCATALYSIS ; METABOLISM ; ALCOHOLS ; DESIGN ; OXYGEN |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/197089 |
专题 | 地球科学 资源环境科学 气候变化 |
作者单位 | CALTECH, Div Chem & Chem Engn, 1200 East Calif Blvd,MC 210-41, Pasadena, CA 91125 USA |
推荐引用方式 GB/T 7714 | Hammer, Stephan C.,Kubik, Grzegorz,Watkins, Ella,et al. Anti-Markovnikov alkene oxidation by metal-oxo-mediated enzyme catalysis[J]. SCIENCE,2017,358(6360):215-+. |
APA | Hammer, Stephan C.,Kubik, Grzegorz,Watkins, Ella,Huang, Shan,Minges, Hannah,&Arnold, Frances H..(2017).Anti-Markovnikov alkene oxidation by metal-oxo-mediated enzyme catalysis.SCIENCE,358(6360),215-+. |
MLA | Hammer, Stephan C.,et al."Anti-Markovnikov alkene oxidation by metal-oxo-mediated enzyme catalysis".SCIENCE 358.6360(2017):215-+. |
条目包含的文件 | 条目无相关文件。 |
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