Enzymatic synthesis of indigo derivatives by tuning P450 BM3 peroxygenases  

作　　者：Li Ma Tianjian Sun Yunjie Liu Yue Zhao Xiaohui Liu Yuxuan Li Xinwei Chen Lin Cao Qianqian Kang Jiawei Guo Lei Du Wei Wang Shengying Li 

机构地区：[1]State Key Laboratory of Microbial Technology,Shandong University,Qingdao,266237,China [2]School of Materials Science and Engineering,Ocean University of Chin,Qingdao,266100,China [3]Laboratory for Marine Biology and Biotechnology,Qingdao National Laboratory for Marine Science and Technology,Qingdao,266237,China

出　　处：《Synthetic and Systems Biotechnology》2023年第3期452-461,共10页合成和系统生物技术（英文）

基　　金：the National Key Research and Development Program of China(2019YFA0905100);the National Natural Science Foundation of China(32025001,32071266 and 32170088);the Shandong Provincial Natural Science Foundation(ZR2019ZD20);the State Key Laboratory of Microbial Technology Open Projects Fund(Project NO.M2022-01).

摘　　要：Indigoids,a class of bis-indoles,have long been applied in dyeing,food,and pharmaceutical industries.Recently,interest in these‘old’molecules has been renewed in the field of organic semiconductors as functional building blocks for organic electronics due to their excellent chemical and physical properties.However,these indigo derivatives are difficult to access through chemical synthesis.In this study,we engineer cytochrome P450 BM3 from an NADPH-dependent monooxygenase to peroxygenases through directed evolution.A select number of P450 BM3 variants are used for the selective oxidation of indole derivatives to form different indigoid pigments with a spectrum of colors.Among the prepared indigoid organic photocatalysts,a majority of indigoids demonstrate a reduced band gap than indigo due to the increased light capture and improved charge separation,making them promising candidates for the development of new organic electronic devices.Thus,we present a useful enzymatic approach with broad substrate scope and cost-effectiveness by using low-cost H2O2 as a cofactor for the preparation of diversified indigoids,offering versatility in designing and manufacturing new dyestuff and electronic/sensor components.

关 键 词：Cytochrome P450 enzymes P450 BM3 peroxygenase Indigoids DYESTUFF Organic electronics 

分 类 号：O62[理学—有机化学]