Catalase Involved in Oxidative Cyclization of the Tetracyclic Ergoline of Fungal Ergot Alkaloids

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 O2 as the oxidant, that catalyzes the oxidative cyclization of the central C ring fro...

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Veröffentlicht in:	Journal of the American Chemical Society 2019-11, Vol.141 (44), p.17517-17521
Hauptverfasser:	Yao, Yongpeng, An, Chunyan, Evans, Declan, Liu, Weiwei, Wang, Wei, Wei, Guangzheng, Ding, Ning, Houk, K. N, Gao, Shu-Shan
Format:	Artikel
Sprache:	eng
Schlagworte:	Aspergillus fumigatus - enzymology Aspergillus nidulans - enzymology Catalase - chemistry Cyclization Ergolines - chemical synthesis Free Radicals - chemistry Fungal Proteins - chemistry Models, Chemical Oxidation-Reduction Saccharomyces cerevisiae - enzymology
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Beschreibung
Zusammenfassung:	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 O2 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.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/jacs.9b10217