Open AccessCatalase Involved in Oxidative Cyclization of the Tetracyclic Ergoline of Fungal Ergot Alkaloids
Author(s) -
Yongpeng Yao,
Chunyan An,
Declan Evans,
Weiwei Liu,
Wei Wang,
Guozhu Wei,
Ning Ding,
K. N. Houk,
Shu-Shan Gao
Publication year - 2019
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.9b10217
Subject(s) - chemistry , catalase , stereochemistry , ring (chemistry) , oxidative phosphorylation , enantioselective synthesis , enzyme , biochemistry , organic chemistry , catalysis
A dedicated enzyme for the formation of the central C ring in the tetracyclic ergoline of clinically important ergot alkaloids has never been found. Herein, we report a dual role catalase (EasC), unexpectedly using O 2 as the oxidant, that catalyzes the oxidative cyclization of the central C ring from a 1,3-diene intermediate. Our study showcases how nature evolves the common catalase for enantioselective C-C bond construction of complex polycyclic scaffolds.