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CAS 147795-39-9

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N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE

Description:
N-(3-Oxooctanoyl)-L-homoserine lactone, with the CAS number 147795-39-9, is a chemical compound that belongs to the class of acyl homoserine lactones (AHLs), which are signaling molecules used in quorum sensing by various bacteria. This compound features a lactone ring, which is a cyclic ester, and an acyl chain that contributes to its hydrophobic properties. The presence of the 3-oxo group indicates that it has a ketone functional group, which can influence its reactivity and interactions with biological systems. AHLs like this compound play a crucial role in regulating gene expression in response to cell density, facilitating processes such as biofilm formation, virulence, and bioluminescence in bacteria. Its structural characteristics suggest potential applications in microbiology and biotechnology, particularly in understanding bacterial communication and developing strategies to disrupt quorum sensing for antimicrobial purposes. Additionally, the compound's stability and solubility in various solvents can affect its behavior in different environmental conditions.
Formula:C12H19NO4
InChI:InChI=1/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1
SMILES:CCCCCC(=O)CC(=N[C@H]1CCOC1=O)O
Synonyms:
  • N-(beta-Oxooctan-1-oyl)-L-homoserine lactone
  • N-(beta-oxooctan-1-oyl)homoserine lactone
  • N-(β-Ketooctanoyl)-L-homoserine
  • 3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]octanamide
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