Department of Chemical Sciences, University of Napoli Federico II, Via Cintia, 80126 Napoli, Italy.
Int J Mol Sci. 2023 Apr 29;24(9):8058. doi: 10.3390/ijms24098058.
The development of artificial enzymes for application in sustainable technologies, such as the transformation of environmental pollutants or biomass, is one of the most challenging goals in metalloenzyme design. In this work, we describe the oxidation of mono-, di-, tri- and penta-halogenated phenols catalyzed by the artificial metalloenzyme Fe-MC6a. It promoted the dehalogenation of 4-fluorophenol into the corresponding 1,4-benzoquinone, while under the same experimental conditions, 4-chloro, 4-bromo and 4-iodophenol were selectively converted into higher molecular weight compounds. Analysis of the 4-chlorophenol oxidation products clarified that oligomers based on C-O bonds were exclusively formed in this case. All results show that Fe-MC6a holds intriguing enzymatic properties, as it catalyzes halophenol oxidation with substrate-dependent chemoselectivity.
人工酶在可持续技术中的应用，如环境污染物或生物质的转化，是金属酶设计中最具挑战性的目标之一。在这项工作中，我们描述了人工金属酶 Fe-MC6a 催化的单、二、三、五卤代酚的氧化。它促进了 4-氟苯酚转化为相应的 1,4-苯醌，而在相同的实验条件下，4-氯、4-溴和 4-碘苯酚被选择性地转化为高分子量化合物。对 4-氯苯酚氧化产物的分析表明，在这种情况下仅形成基于 C-O 键的低聚物。所有结果表明，Fe-MC6a 具有有趣的酶性质，因为它催化卤代酚氧化具有底物依赖性的化学选择性。
