| Title: | Ralfuranone thioether production by the plant pathogen Ralstonia solanacearum |
| Author(s): | Pauly J; Spiteller D; Linz J; Jacobs J; Allen C; Nett M; Hoffmeister D; |
| Address: | "Friedrich-Schiller-Universitat, Department of Pharmaceutical Biology at the Hans-Knoll-Institut, Beutenbergstrasse 11a, 07745 Jena (Germany)" |
| ISSN/ISBN: | 1439-7633 (Electronic) 1439-4227 (Linking) |
| 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 alpha-keto-gamma-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" |
| Keywords: | Bacterial Proteins/genetics/metabolism Furans/*chemistry/isolation & purification/metabolism Gene Knockdown Techniques Isotope Labeling Plasmids/metabolism Ralstonia solanacearum/*chemistry/metabolism Sulfides/*chemistry Sulfur/chemistry/metabolism Volati; |
| Notes: | "MedlinePauly, Julia Spiteller, Dieter Linz, Jeanine Jacobs, Jonathan Allen, Caitilyn Nett, Markus Hoffmeister, Dirk eng Research Support, Non-U.S. Gov't Germany 2013/10/10 Chembiochem. 2013 Nov 4; 14(16):2169-78. doi: 10.1002/cbic.201300364. Epub 2013 Sep 17" |
