N-3-oxo-hexadec-11Z-enoyl-L-Homoserine lactone

N-3-oxo-hexadec-11Z-enoyl-L-Homoserine lactone is also known as 3-oxo-C₁₆:1-Δ¹¹cis-(L)-HSL. The N-acylated homoserine lactones (AHLs) comprise one class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone. Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C₄-C₁₈), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. An unspecified positional and geometric isomer of 3-oxo-C₁₆:1-(L)-HSL is produced by the F2/5 strain of A. vitis, the bacterium responsible for grape crown gall and its resulting loss of agricultural productivity.