| Identification | Back Directory | [Name]
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide | [CAS]
1269663-80-0 | [Synonyms]
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide | [Molecular Formula]
C20H33NO4 | [MOL File]
1269663-80-0.mol | [Molecular Weight]
351.48 |
| Hazard Information | Back Directory | [Description]
Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). 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. | [Definition]
ChEBI: N-3-oxo-hexadec-11(Z)-enoyl-L-Homoserine lactone is a N-acyl-amino acid. |
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