Ralfuranone Thioether Production by the Plant Pathogen Ralstonia solanacearum

Pauly, Julia; Spiteller, Dieter; Linz, Jeanine; Jacobs, Jonathan; Allen, Caitilyn; Nett, Markus; Hoffmeister, Dirk

Ralfuranone Thioether Production by the Plant Pathogen Ralstonia solanacearum

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Datum

2013

Autor:innen

Pauly, Julia

Spiteller, Dieter

Linz, Jeanine

Jacobs, Jonathan

Allen, Caitilyn

Nett, Markus

Hoffmeister, Dirk

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

ChemBioChem. 2013, 14(16), pp. 2169-2178. ISSN 1439-4227. eISSN 1439-7633. Available under: doi: 10.1002/cbic.201300364

Zusammenfassung

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 α-keto-γ-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.

Fachgebiet (DDC)

570 Biowissenschaften, Biologie

Schlagwörter

Ralstonia solanacearum, biosynthesis, natural products, ralfuranones, thioethers

Zitieren

ISO 690

PAULY, Julia, Dieter SPITELLER, Jeanine LINZ, Jonathan JACOBS, Caitilyn ALLEN, Markus NETT, Dirk HOFFMEISTER, 2013. Ralfuranone Thioether Production by the Plant Pathogen Ralstonia solanacearum. In: ChemBioChem. 2013, 14(16), pp. 2169-2178. ISSN 1439-4227. eISSN 1439-7633. Available under: doi: 10.1002/cbic.201300364

BibTex

@article{Pauly2013-11-04Ralfu-25172,
  year={2013},
  doi={10.1002/cbic.201300364},
  title={Ralfuranone Thioether Production by the Plant Pathogen Ralstonia solanacearum},
  number={16},
  volume={14},
  issn={1439-4227},
  journal={ChemBioChem},
  pages={2169--2178},
  author={Pauly, Julia and Spiteller, Dieter and Linz, Jeanine and Jacobs, Jonathan and Allen, Caitilyn and Nett, Markus and Hoffmeister, Dirk}
}

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