吲哚
芳构化
生物催化
化学
生物转化
吲哚试验
催化作用
单胺氧化酶
有机化学
组合化学
酶
反应机理
作者
Fei Zhao,Domiziana Masci,Salvatore Ferla,Carmine Varricchio,Andrea Brancale,Serena Colonna,Gary W. Black,Nicholas J. Turner,Daniele Castagnolo
标识
DOI:10.1021/acscatal.0c01351
摘要
The biocatalytic aromatization of indolines into indole derivatives exploiting monoamine oxidase (MAO-N) enzymes is presented. Indoline substrates were prepared via photocatalytic cyclization of arylaniline precursors or via arylative dearomatization of unsubstituted indoles and in turn chemoselectively aromatized by the MAO-N D11 whole cell biocatalyst. Computational docking studies of the indoline substrates in the MAO-N D11 catalytic site allowed for the rationalization of the biocatalytic mechanism and experimental results of the biotransformation. This methodology represents an efficient example of biocatalytic synthesis of indole derivatives and offers a facile approach to access these aromatic heterocycles under mild reaction conditions.
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