Journal of Chemical Ecology

, Volume 32, Issue 8, pp 1769–1778 | Cite as

Structural Elucidation and Biological Activity of Acyl-homoserine Lactones from the Phytopathogen Pantoea ananatis Serrano 1928

  • Armando M. Pomini
  • Welington L. Araújo
  • Anita J. Marsaioli


In Gram-negative bacteria, the acyl-homoserine lactones (acyl-HSLs) are the main signaling substances employed in cell-to-cell communication systems. This paper describes the chemical characterization of acyl-HSLs produced by the worldwide-spread phytopathogen Pantoea ananatis (Serrano 1928) by using gas chromatography-electron impact mass spectrometry. The absolute configuration of the major identified substance, (S)-(−)-N-hexanoyl-HSL, was determined with gas chromatography-flame ionization detection with a chiral capillary column. Biological activities of extracts, fractions, and synthetic products were evaluated with the specific reporter Agrobacterium tumefaciensNTL4(pZLR4) in β-galactosidase expression assays.


Pantoea ananatis Acyl-homoserine lactones Absolute configuration Quorum-sensing Agrobacterium tumefaciens reporter assay 



The authors are indebted to FAPESP for financial support and for a scholarship awarded to A. M. Pomini (process n. 03/09357-7). We wish to express our gratitude to Carol H. Collins (IQ/Unicamp) for revising the manuscript.


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Copyright information

© Springer Science + Business Media, Inc. 2006

Authors and Affiliations

  • Armando M. Pomini
    • 1
  • Welington L. Araújo
    • 2
  • Anita J. Marsaioli
    • 1
  1. 1.Chemistry InstituteState University of CampinasCampinas,SPBrazil
  2. 2.Genetic Department, ESALQState University of São PauloPiracicaba,SPBrazil

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