A Role for Old Yellow Enzyme in Ergot Alkaloid Biosynthesis

Cheng, JZ, Coyle, CM, Panaccione, DG and O'Connor, Sarah (2010) A Role for Old Yellow Enzyme in Ergot Alkaloid Biosynthesis. Journal of the American Chemical Society, 132 (6). pp. 1776-1777. ISSN 0002-7863

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Abstract

Ergot 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 alpha,beta 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.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
University of East Anglia > Faculty of Science > Research Groups > Synthetic Chemistry
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Depositing User: Rhiannon Harvey
Date Deposited: 21 Mar 2012 14:01
Last Modified: 25 Jul 2018 04:18
URI: https://ueaeprints.uea.ac.uk/id/eprint/38404
DOI: 10.1021/ja910193p

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