title: Ralfuranone biosynthesis in Ralstonia solanacearum suggests functional divergence in the quinone synthetase family of enzymes.
abstract: Ralstonia solanacearum is a destructive crop plant pathogen and produces ralfuranone, i.e., a monophenyl-substituted furanone. Extensive feeding experiments with (13)C-labeled L-phenylalanine now proved that all carbon atoms of the heterocycle derive, after deamination, from this aromatic amino acid. A genetic locus was identified which encodes the aminotransferase RalD and the furanone synthetase RalA. The latter is a tridomain nonribosomal peptide synthetase (NRPS)-like enzyme which was characterized (1) biochemically by the ATP-pyrophosphate exchange assay, and (2) genetically through gene inactivation and transcriptional analysis in axenic culture and in planta. This is the first study to our knowledge on the biochemical and genetic basis of R. solanacearum secondary metabolism. It implies new chemistry for NRPSs, as RalA-mediated biosynthesis requires C-C-bond and subsequent C-O-bond formation to establish the furanone ring system.
authors: Department Pharmaceutical Biology at the Hans-Knöll-Institute, Friedrich-Schiller-Universität Jena, Beutenbergstrasse 11a, 07745 Jena, Germany.
authors: Barbara
authors: B
authors: Wackler
authors: Patrick
authors: P
authors: Schneider
authors: Jonathan M
authors: JM
authors: Jacobs
authors: Julia
authors: J
authors: Pauly
authors: Caitilyn
authors: C
authors: Allen
authors: Markus
authors: M
authors: Nett
authors: Dirk
authors: D
authors: Hoffmeister
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry; D001426:Bacterial Proteins / Q000737:chemistry / Q000235:genetics / Q000378:metabolism*; D001483:Base Sequence; D008969:Molecular Sequence Data; D005810:Multigene Family; D046908:Peptide Biosynthesis, Nucleic Acid-Independent; D010453:Peptide Synthases / Q000737:chemistry / Q000235:genetics / Q000378:metabolism*; D010649:Phenylalanine / Q000378:metabolism; D043368:Ralstonia solanacearum / Q000201:enzymology* / Q000235:genetics; D000637:Transaminases / Q000737:chemistry / Q000235:genetics / Q000378:metabolism*
chemical_list: D001426:Bacterial Proteins; D010649:Phenylalanine; D000637:Transaminases; D010453:Peptide Synthases; C104385:non-ribosomal peptide synthase; D015107:4-Butyrolactone