Acyl-homoserine lactones from Erwinia psidii R. IBSBF 435T, a guava phytopathogen (Psidium guajava L.).
The phytopathogen Erwinia psidii R. IBSBF 435T causes rot in branches, flowers, and fruits of guava (Psidium guajava L.), being responsible for crop losses, and has no effective control. It was demonstrated that this strain produces two compounds [S-(-)-N-hexanoyl and N-heptanoyl-homoserine lactone], both belonging to the class of quorum-sensing signaling substances. A protocol using gas chromatography-flame ionization detection with chiral stationary phase is described for the absolute configuration determination of a natural acyl-homoserine lactone. Biological assays with specific reporter and synthesis of identified substances are also described. This is the first report on the N-heptanoyl-homoserine lactone occurrence in the Erwinia genus.
Pomini
Armando M
AM
Chemistry Institute, State University of Campinas, CP 6154, CEP 13083-970 Campinas, SP, Brazil.
Manfio
Gilson P
GP
Araújo
Welington L
WL
Marsaioli
Anita J
AJ
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D004885:Erwinia / Q000378:metabolism*; D015394:Molecular Structure; D010935:Plant Diseases / Q000382:microbiology*; D031647:Psidium / Q000187:drug effects*
C503769:N-heptanoyl-homoserine lactone; C104908:N-hexanoyl-L-homoserine lactone; D015107:4-Butyrolactone