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  Controlling a structural branch point in ergot alkaloid biosynthesis

Cheng, J. Z., Coyle, C. M., Panaccione, D. G., & O'Connor, S. E. (2010). Controlling a structural branch point in ergot alkaloid biosynthesis. Journal of the American Chemical Society, 132(37), 12835-12837. doi:10.1021/ja105785p.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0002-AEBD-6 Version Permalink: https://hdl.handle.net/21.11116/0000-0009-3D3B-2
Genre: Journal Article

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SOC028.pdf (Publisher version), 446KB
 
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SOC028s1.pdf (Supplementary material), 4MB
 
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 Creators:
Cheng, Johnathan Z.1, Author
Coyle, Christine M.1, Author
Panaccione, Daniel G.1, Author
O'Connor, Sarah E.1, Author           
Affiliations:
1external, ou_persistent22              

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Free keywords: OLD YELLOW ENZYME; ASPERGILLUS-FUMIGATUS; TETRACYCLIC ERGOLINES; CHANOCLAVINES; GENEChemistry;
 Abstract: The ergot alkaloids are a diverse class of fungal-derived indole alkaloid natural products with potent pharmacological activities. The biosynthetic intermediate chanoclavine-I aldehyde 1 represents a branch point in ergot biosynthesis. Ergot alkaloids festuclavine 2 and agroclavine 3 derive from alternate enzymatic pathways originating from the common biosynthetic precursor chanoclavine-I aldehyde 1. Here we show that while the Old Yellow Enzyme homologue EasA from the ergot biosynthetic gene cluster of Aspergillus fumigatus acts on chanoclavine-I aldehyde 1 to yield festuclavine 2, EasA from Neotyphodium lolii in contrast, produces agroclavine 3. Mutational analysis suggests a mechanistic rationale for the switch in activity that controls this critical branch point of ergot alkaloid biosynthesis.

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Language(s): eng - English
 Dates: 2010
 Publication Status: Issued
 Pages: 3
 Publishing info: -
 Table of Contents: -
 Rev. Type: -
 Identifiers: Other: SOC028
DOI: 10.1021/ja105785p
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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 132 (37) Sequence Number: - Start / End Page: 12835 - 12837 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870