N-butyryl-L-Homoserine lactone

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is a promising field of study. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-butyryl-L-Homoserine lactone is a quorum-sensing signaling molecule produced by P. aeruginosa.¹ It induces expression of the virulence genes lasB and rhlA in P. aeruginosa when used at a concentration of 10 µM.² N-butyryl-L-Homoserine lactone (50 µM) induces rhamnolipid accumulation in P. aeruginosa growth media.³

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1. Pearson, J.P., Passador, L., Igleweski, B.H., et al. A second N-acylhomoserine lactone signal produced by Pseudomonas aeruginosa. Proc. Natl. Acad. Sci. USA 92(5), 1490-1494 (1995).

2. Ikeda, T., Kajiyama, K., Kita, T., et al. The synthesis of optically pure enantiomers of N-acyl-homoserine lactone autoinducers and their analogues. Chem. Lett. 30(4), 314-315 (2001).

3. Schooling, S.R., Charaf, U.K., Allison, D.G., et al. A role for rhamnolipid in biofilm dispersion. Biofilm 1(2), 91-99 (2004).