A Role for Old Yellow Enzyme in Ergot Alkaloid Biosynthesis
2010; American Chemical Society; Volume: 132; Issue: 6 Linguagem: Inglês
10.1021/ja910193p
ISSN1943-2984
AutoresJohnathan Z. Cheng, Christine M. Coyle, Daniel G. Panaccione, Sarah E. O’Connor,
Tópico(s)Botanical Research and Chemistry
ResumoErgot alkaloids, secondary metabolites produced by filamentous fungi, elicit a diverse array of pharmacological effects. The biosynthesis of this class of natural products has not been fully elucidated. Here we demonstrate that a homologue of Old Yellow Enzyme encoded in the Aspergillus fumigatus ergot gene cluster catalyzes reduction of the α,β unsaturated alkene of chanoclavine-I aldehyde 3. This reduction, which yields dihydrochanoclavine aldehyde, facilitates an intramolecular reaction between a secondary amine and aldehyde to form the D ring of the ergot alkaloid structural framework.
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