Highly Enantioselective Reduction of a Small Heterocyclic Ketone: Biocatalytic Reduction of Tetrahydrothiophene-3-one to the Corresponding (R)-Alcohol
Highly Enantioselective Reduction of a Small Heterocyclic Ketone: Biocatalytic Reduction of Tetrahydrothiophene-3-one to the Corresponding (R)-Alcohol
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DOI：
10.1021/op9002714
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发表时间：
2010-01-01
影响因子：
3.4
通讯作者：
Lalonde, James
中科院分区：
文献类型：
--
作者：
Liang, Jack;Mundorff, Emily;Lalonde, James
通过利用酶进化技术，酮还原酶（KRED）对近乎空间对称的酮四氢噻吩 - 3 - 酮的对映选择性从63%ee提高到了99.3%ee。该生物催化过程从一种大宗化学品一步生成（R） - 四氢噻吩 - 3 - 醇，并取代了从手性池出发的原始多步危险工艺。该生物催化过程已成功放大到100千克。
By leveraging enzyme evolution technologies, the enantioselectivity of a KetoREDuctase (KRED) towards the nearly spatially symmetrical ketone tetrahydrothiophene-3-one was increased from 63% ee to 99.3% ee. The biocatalytic process gives (R)-tetrahydrothiophene-3-ol in one step from a commodity chemical and supplants the original multistep hazardous processes starting from the chiral pool. The biocatalytic process has been successfully scaled to 100 kg.