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  • Evaluation of a focused library of N-aryl L-homoserine lactones reveals a new set of potent quorum sensing modulators.

Evaluation of a focused library of N-aryl L-homoserine lactones reveals a new set of potent quorum sensing modulators.

Bioorganic & medicinal chemistry letters (2008-09-02)
Grant D Geske, Margrith E Mattmann, Helen E Blackwell
ABSTRACT

A focused library of N-aryl l-homoserine lactones was designed around known lactone leads and evaluated for antagonistic and agonistic activity against quorum-sensing receptors in Agrobacterium tumefaciens, Pseudomonas aeruginosa, and Vibrio fischeri. Several compounds were identified with significantly heightened activities relative to the lead compounds, and new structure-activity relationships (SARs) were delineated. Notably, 4-substituted N-phenoxyacetyl and 3-substituted N-phenylpropionyl l-homoserine lactones were identified as potent antagonists of TraR and LuxR, respectively.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
N-(3-Oxooctanoyl)-L-homoserine lactone, ≥97% (HPLC), white, powder
Sigma-Aldrich
N-(β-Ketocaproyl)-L-homoserine lactone, ≥98%
Sigma-Aldrich
N-(3-Oxododecanoyl)-L-homoserine lactone, quorum sensing signaling molecule