Department of Biotechnology, Delft University of Technology, 2629HZ, Delft, The Netherlands.
Department of Chemistry, Interdisciplinary Research Center for Refining and Advanced Chemicals, King Fahd University of Petroleum and Minerals, Dhahran, 31261, Saudi Arabia.
ChemistryOpen. 2024 Oct;13(10):e202400152. doi: 10.1002/open.202400152. Epub 2024 Aug 30.
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 HO instead of a complex electron transport chain to reductively activate O. 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.
来自田头菇(Agrocybe aegerite)的非特异性过氧酶(AaeUPO)是一种在温和条件下对非活性 C-H 键进行氧官能化的出色催化剂。它表现出与 P450 单加氧酶相当的活性,但具有使用 HO 而不是复杂的电子传递链来还原激活 O 的优势。在这里,我们展示了使用溶胶-凝胶封装的 AaeUPO 成功地将环己烷氧化为环己醇/环己酮(KA 油)。值得注意的是,在该体系中,环己烷既是溶剂又是底物,这简化了产物分离。与在水相介质中使用乙腈作为共溶剂的游离 AaeUPO 相比,使用这种方法得到的环己酮与环己醇的比例明显更高。使用溶胶-凝胶封装的 AaeUPO 为氧官能化反应提供了一种有前途的方法,并提高了该酶与其他化学转化在同一锅中结合的机会。