Oxidation of Cyclohexane to Cyclohexanol/Cyclohexanone Using Sol-Gel-Encapsulated Unspecific Peroxygenase from Agrocybe aegerita

IF 2.5 4区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Yinqi Wu, Frank Hollmann, Musa M. Musa
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Abstract

Unspecific peroxygenase from Agrocybe aegerite (AaeUPO) is a remarkable catalyst for the oxyfunctionalization of non-activated C−H bonds under mild conditions. It exhibits comparable activity to P450 monooxygenase but offers the advantage of using H2O2 instead of a complex electron transport chain to reductively activate O2. Here, we demonstrate the successful oxidation of cyclohexane to cyclohexanol/cyclohexanone (KA-oil) using sol-gel encapsulated AaeUPO. Remarkably, cyclohexane serves both as a solvent and a substrate in this system, which simplifies product isolation. The ratio of cyclohexanone to cyclohexanol using this approach is remarkably higher compared to the oxidation using free AaeUPO in aqueous media using acetonitrile as a cosolvent. The utilization of sol-gel encapsulated AaeUPO offers a promising approach for oxyfunctionalization reactions and improves the chances for this enzyme to be incorporated in the same pot with other chemical transformations.

Abstract Image

Abstract Image

使用溶胶-凝胶封装的 Agrocybe aegerita 非特异性过氧化氢酶将环己烷氧化为环己醇/环己酮。
来自 Agrocybe aegerite 的非特异性过氧化物酶(AaeUPO)是一种出色的催化剂,可在温和条件下对非活化 C-H 键进行氧官能化。它的活性与 P450 单加氧酶相当,但其优点是利用 H2O2 而不是复杂的电子传递链来还原性地激活 O2。在这里,我们展示了利用溶胶-凝胶封装的 AaeUPO 成功将环己烷氧化成环己醇/环己酮(KA-oil)的过程。值得注意的是,环己烷在该系统中既是溶剂又是底物,从而简化了产物分离。与使用游离 AaeUPO 在水介质中以乙腈作为共溶剂进行氧化相比,使用这种方法得到的环己酮与环己醇的比例要高得多。利用溶胶-凝胶封装 AaeUPO 为氧官能化反应提供了一种前景广阔的方法,并提高了将这种酶与其他化学转化反应结合在一起的机会。
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来源期刊
ChemistryOpen
ChemistryOpen CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
4.80
自引率
4.30%
发文量
143
审稿时长
1 months
期刊介绍: ChemistryOpen is a multidisciplinary, gold-road open-access, international forum for the publication of outstanding Reviews, Full Papers, and Communications from all areas of chemistry and related fields. It is co-owned by 16 continental European Chemical Societies, who have banded together in the alliance called ChemPubSoc Europe for the purpose of publishing high-quality journals in the field of chemistry and its border disciplines. As some of the governments of the countries represented in ChemPubSoc Europe have strongly recommended that the research conducted with their funding is freely accessible for all readers (Open Access), ChemPubSoc Europe was concerned that no journal for which the ethical standards were monitored by a chemical society was available for such papers. ChemistryOpen fills this gap.
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