Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 6, Pages 1776-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja910193p
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Funding
- USDA NIFA [2008-35318-04549]
- NIFA [2008-35318-04549, 583008] Funding Source: Federal RePORTER
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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-1 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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