Oxo-hexanoyl homoserine lactone

Stereochemistry at the a-centre of the homoserine lactone (HSL) ring has been unequivocally established to be l for the V.fischeri autoinducer, AT-(3-oxo-hexanoyl)homoserine lactone and by analogy it is extrapolated that all other natural AHLs have the same configuration. In some cases D-isomers have been synthesised and shown to lack activity [14-17]. 

Altering substrate specificity sometimes follows a process of relaxing, followed by tightening. Collins et al. (47) used a clever dual selection strategy to alter the response of the LuxR transcription factor to different acyl-homoserine lactones. This type of research can produce modifiers of transcription with fine control by a desired ligand chosen so as to not interfere with other biological pathways. The response of LuxR was initially broadened from 3-oxo-hexanoyl-homoserine lactone (30C6HSL)... 

Stock solution of A-3-oxo-hexanoyl homoserine lactone (OHHL) (Sigma, St. Louis, MO, USA), 10 pM dissolved in dimethylsulfoxide (DMSO). Store at -20°C. 

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