Preparative scale application of Mucor circinelloides ene-reductase and alcohol dehydrogenase activity for the asymmetric bioreduction of α,β-unsaturated γ-ketophosphonates
Preparative scale application of Mucor circinelloides ene-reductase and alcohol dehydrogenase activity for the asymmetric bioreduction of α,β-unsaturated γ-ketophosphonates
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DOI：
10.1016/j.bioorg.2019.103548
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发表时间：
2020-03-01
影响因子：
5.1
通讯作者：
Szczesna-Antczak, Miroslawa
中科院分区：
文献类型：
--
作者：
Janicki, Ignacy;Kielbasinski, Piotr;Szczesna-Antczak, Miroslawa
卷枝毛霉在绿色化学和技术应用方面具有很高的潜力。最近M。迄今为止被认为主要是生物柴油生产平台的卷枝藻被发现表现出高的烯还原酶活性。在我们目前的研究中，我们将这种有前途的微生物应用于一系列α，β-不饱和γ-酮基膦酸酯的生物转化。使用廉价的玉米浆或基本培养基进行生物转化。产物具有优异的对映体纯度（在大多数情况下> 99%ee）和良好的分离产率，突出了该微生物用于不对称合成的巨大潜力。此外，所得产物可进一步用作合成生物活性化合物如谷氨酸或磷霉素衍生物的手性结构单元。
The fungus Mucor circinelloides exhibits high potential for green chemistry and technological applications. Recently M. circinelloides, which so far was considered mainly as a platform for biodiesel production, was found to exhibit high ene-reductase activity. In our current research we applied this promising microorganism to the biotransformation of a series of alpha,beta-unsaturated gamma-ketophosphonates. The biotransformations were conducted using cheap corn steep liquor or minimal media. The products were obtained with excellent enantiomeric purity (> 99% ee in most cases) and in good isolated yields, highlighting the great potential of this microorganism for asymmetric synthesis. Moreover, the products obtained may be further applied as chiral building blocks for the synthesis of biologically active compounds, such as glutamic acid or fosmidomycin derivatives.