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首页> 外文期刊>Journal of Biotechnology >Chemo- and enantioselective hydrolysis of nitriles and acid amides,respectively, with resting cells of Rhodococcus sp. C3II and Rhodococcuserythropolis MP50
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Chemo- and enantioselective hydrolysis of nitriles and acid amides,respectively, with resting cells of Rhodococcus sp. C3II and Rhodococcuserythropolis MP50

机译：化学和对映选择性水解腈和酰胺，分别与静息红球菌属的细胞。 C3II和红球菌性MP50

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摘要

The two new bacterial strains, Rhodococcus sp. C3II and Rhodococcus erythropolis MP50, which have been especially selected for the enantioselective hydrolysis of pharmaceutically interesting 2-arylpropionitriles like naproxen nitrile, have been applied for the hydrolysis of various aliphatic and aromatic nitriles and acid amides. From the enantioselective hydrolysis of racemic ibuprofen amide 4, 2-phenylbutyronitrile 5a as well as the profen-related atrolactamide 8 we deduce the decisive role of both an alkyl and aryl substituent in the alpha-position to the nitrile or amide function for high enantioselectivity of the hydrolysis. Strain C3II and MP50 differ in the activity of their nitrile hydratase-amidase enzyme systems. This is of interest for the regioselective hydrolysis of the dinitriles 10a-13a to diacids 10f-13f. While strain C3II is suitable to preferentially produce mononitrile monoamide derivatives, strain MP50 can be used especially to form mononitrile monoacid and monoamide monoacid derivatives.
机译：两个新的细菌菌株，Rhodococcus sp。 C3II和Rhodococcus erythropolis MP50已特别选择用于对药用的2-芳基丙腈（如萘普生腈）进行对映选择性水解，并已用于多种脂族和芳族腈和酰胺的水解。从外消旋布洛芬酰胺4、2-苯基丁腈5a以及与芬芬相关的阿特罗酰胺8的对映选择性水解中，我们推断出烷基和芳基取代基在α位置对腈或酰胺官能团起决定性作用，从而实现了高对映体选择性。水解。菌株C3II和MP50的腈水合酶-酰胺酶系统的活性不同。这对于二腈10a-13a的区域选择性水解为二酸10f-13f是有意义的。尽管菌株C3II适合于优先生产单腈单酰胺衍生物，但是菌株MP50可特别用于形成单腈单酸和单酰胺单酸衍生物。

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