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Biocatalytic oxidation of flavone analogues mediated by general biocatalysts: horseradish peroxidase and laccase

机译:普通生物催化剂介导的黄酮类似物的生物催化氧化:辣根过氧化物酶和漆酶

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Horseradish peroxidase (HRP) and laccase are well known oxidases, which have been widely applied for the biosynthesis of organic compounds. In the present work, flavone analogues as an important type of bioactive natural product could be oxidized by HRP or laccase, which afforded dimeric and oxidative flavones. All of the flavone analogues usually possessing phenolic groups could be transformed using HRP. However, only flavonols, isoflavones and chalcones with phenolic groups and dihydroxylflavones were effective substrates of laccase. The radical reaction mechanism with the B-ring of flavone analogues as the radical reaction trigger was proposed for the oxidation of flavones. In silico molecular docking analyses for assaying the interaction between flavone analogues and oxidases indicated that the phenolic groups at the B rings of flavones docked into the HEME active pocket of HRP well. Kinetic behaviors of the oxidation for various flavone analogues mediated by HRP or laccase displayed Hill and substrate inhibition kinetic models. Therefore, in the present work, the oxidation of various flavone analogues mediated by HRP or laccase has been successfully characterized, which would be helpful for the preparation of flavone derivatives.
机译:辣根过氧化物酶(HRP)和漆酶是众所周知的氧化酶,已广泛用于有机化合物的生物合成。在目前的工作中,黄酮类似物作为一种重要的生物活性天然产物可以被HRP或漆酶氧化,从而提供二聚体和氧化性黄酮。通常具有酚基的所有黄酮类似物都可以使用HRP进行转化。但是,只有黄酮醇,异黄酮和带有酚基的查耳酮和二羟基黄酮是漆酶的有效底物。提出了以黄酮类似物的B-环为自由基反应引发剂的自由基反应机理,用于黄酮的氧化。在用于分析黄酮类似物与氧化酶之间相互作用的计算机分子对接分析中,表明黄酮B环上的酚基对接入HRP的HEME活性口袋中。 HRP或漆酶介导的各种黄酮类似物的氧化动力学行为表现出Hill和底物抑制动力学模型。因此,在本工作中,已经成功地表征了由HRP或漆酶介导的各种黄酮类似物的氧化,这将有助于黄酮衍生物的制备。

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