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首页> 外文期刊>Applied Microbiology and Biotechnology >Substrate range and enantioselectivity of epoxidation reactions mediated by the ethene-oxidising Mycobacterium strain NBB4
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Substrate range and enantioselectivity of epoxidation reactions mediated by the ethene-oxidising Mycobacterium strain NBB4

机译：乙烯氧化分枝杆菌菌株NBB4介导的环氧化反应的底物范围和对映选择性

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摘要

Mycobacterium strain NBB4 is an ethene-oxidising micro-organism isolated from estuarine sediments. In pursuit of new systems for biocatalytic epoxidation, we report the capacity of strain NBB4 to convert a diverse range of alkene substrates to epoxides. A colorimetric assay based on 4-(4-nitrobenzyl)pyridine) has been developed to allow the rapid characterisation and quantification of biocatalytic epoxide synthesis. Using this assay, we have demonstrated that ethene-grown NBB4 cells epoxidise a wide range of alkenes, including terminal (propene, 1-butene, 1-hexene, 1-octene and 1-decene), cyclic (cyclopentene, cyclohexene), aromatic (styrene, indene) and functionalised substrates (allyl alcohol, dihydropyran and isoprene). Apparent specific activities have been determined and range from 2.5 to 12.0 nmol min-1 per milligram of cell protein. The enantioselectivity of epoxidation by Mycobacterium strain NBB4 has been established using styrene as a test substrate; (R)-styrene oxide is produced in enantiomeric excesses greater than 95%. Thus, the ethene monooxygenase of Mycobacterium NBB4 has a broad substrate range and promising enantioselectivity, confirming its potential as a biocatalyst for alkene epoxidation.
机译：分枝杆菌菌株NBB4是从河口沉积物中分离出的一种氧化乙烯的微生物。为了追求生物催化环氧化的新系统，我们报告了NBB4菌株将多种烯烃底物转化为环氧化物的能力。已经开发了一种基于4-（4-硝基苄基吡啶）的比色测定法，可以快速表征和定量生物催化环氧化物的合成。使用该测定法，我们证明了乙烯生长的NBB4细胞可环氧化多种烯烃，包括末端（丙烯，1-丁烯，1-己烯，1-辛烯和1-癸烯），环状（环戊烯，环己烯），芳香族（苯乙烯，茚）和功能化底物（烯丙醇，二氢吡喃和异戊二烯）。已经确定了表观的比活，其范围为每毫克细胞蛋白2.5至12.0 nmol min-1。用苯乙烯作为测试底物已经确定了分枝杆菌菌株NBB4对环氧化的对映选择性。 （R）-苯乙烯氧化物以大于95％的对映体过量产生。因此，分枝杆菌NBB4的乙烯单加氧酶具有广泛的底物范围和有前途的对映选择性，证实了其作为烯烃环氧化的生物催化剂的潜力。

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