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首页> 外文期刊>New Journal of Chemistry >A novel approach to enantiopure cyclopropane compounds from biotransformation of nitriles
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A novel approach to enantiopure cyclopropane compounds from biotransformation of nitriles

机译：从腈类生物转化中对映纯环丙烷化合物的新方法

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Rhodococcus sp. AJ270, a powerful and versatile nitrile hydratase/amidase containing microbial whole-cell system, catalyzed the enantioselective hydrolysis of both racemic trans- and cis-2-arylcyclopropanecarbonitriles to afford the corresponding amides and acids with enantiomeric excesses as high as > 99%. The reaction rate and enantioselectivity observed for both nitrile hydratase and amidase were also strongly dependent upon the nature of the substituent and substitution pattern on the benzene ring of the substrates. The application of and the advantages of biotransformation of nitriles were demonstrated by preparing (1S,2R)-2-phenylcyclopropylamine and (1R,2R)-2-phenylcyclopropylmethylamine through facile and straightforward chemical manipulations of (1S,2S)-2-phenyleyclopropanecarboxylic acid and (1R,2R)-2-phenylcyclopropanecarboxamide, respectively. [References: 73]
机译：红球菌AJ270是一种功能强大且用途广泛的含腈水合酶/酰胺酶的微生物全细胞系统，可催化外消旋的反式和顺式-2-芳基环丙烷甲腈的对映体选择性水解，从而提供相应的酰胺和酸，对映体过量高达99％以上。腈水合酶和酰胺酶所观察到的反应速率和对映选择性也强烈取决于底物苯环上取代基的性质和取代方式。通过对（1S，2S）-2-苯基环丙丙烷羧酸的简便直接化学操作制备（1S，2R）-2-苯基环丙胺和（1R，2R）-2-苯基环丙基甲胺证明了腈的应用和生物转化的优势和（1R，2R）-2-苯基环丙烷甲酰胺。 [参考：73]

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