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  Ralfuranone thioether production by the plant pathogen Ralstonia solanacearum

Pauly, J., Spiteller, D., Linz, J., Jacobs, J., Allen, C., Nett, M., et al. (2013). Ralfuranone thioether production by the plant pathogen Ralstonia solanacearum. ChemBioChem: A European Journal of Chemical Biology, 14, 2169-2178. doi:10.1002/cbic.201300364.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-000F-A4C0-1 Version Permalink: https://hdl.handle.net/21.11116/0000-0009-3C4D-F
Genre: Journal Article

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EXT384.pdf (Publisher version), 386KB
 
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EXT384s1.pdf (Supplementary material), 2MB
 
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 Creators:
Pauly, Julia, Author
Spiteller, Dieter1, Author           
Linz, Jeanine1, Author           
Jacobs, Jonathan, Author
Allen, Caitilyn, Author
Nett, Markus, Author
Hoffmeister, Dirk, Author
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1External Organizations, ou_persistent22              

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 Abstract: Ralfuranones are aryl-substituted furanone secondary metabolites
of the Gram-negative plant pathogen Ralstonia solanacearum.
New sulfur-containing ralfuranone derivatives were identified,
including the methyl thioether-containing ralfuranone D.
Isotopic labeling in vivo, as well as headspace analyses of volatiles
from R. solanacearum liquid cultures, established a mechanism
for the transfer of an intact methylthio group from l-methionine
or a-keto-g-methylthiobutyric acid. The methylthio acceptor
molecule ralfuranone I, a previously postulated biosynthetic
intermediate in ralfuranone biosynthesis, was isolated
and characterized by NMR. The highly reactive Michael acceptor system of this intermediate readily reacts with various thiols, including glutathione.

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 Dates: 20132013-09-172013
 Publication Status: Issued
 Pages: -
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 Identifiers: Other: EXT384
DOI: 10.1002/cbic.201300364
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Title: ChemBioChem : A European Journal of Chemical Biology
  Other : ChemBioChem
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH
Pages: - Volume / Issue: 14 Sequence Number: - Start / End Page: 2169 - 2178 Identifier: ISSN: 1439-4227
CoNE: https://pure.mpg.de/cone/journals/resource/110978984568897_1