N-Octanoyl-DL-homoserine lactone

SIGMA/10940 - ≥97.0% (HPLC)

Synonym: N-Capryloyl-DL-homoserine lactone

CAS Number: 106983-30-6
Empirical Formula (Hill Notation): C₁₂H₂₁NO₃
Molecular Weight: 227.30
MDL Number: MFCD01862915
Linear Formula: C₁₂H₂₁NO₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-10940-25MG	25 mg	$227.00 1/EAAdd To Favorites		Add To Favorites

application(s)	detection
assay	≥97.0% (HPLC)
color	white to faintly beige
form	powder with small lumps
InChI	1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)
InChI key	JKEJEOJPJVRHMQ-UHFFFAOYSA-N
Quality Level	100
SMILES string	CCCCCCCC(=O)NC1CCOC1=O
storage temp.	2-8°C

Application:	Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.
Biochem/physiol Actions:	N-Octanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.
Biochem/physiol Actions:	N-octanoyl-homoserine lactone (N-C8-HSL) is among a group of homoserine lactones that includes; N-Heptanoyl-DL-homoserine lactone (C7HSL), N-Decanoyl-DL-homoserine lactone (N-C10-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.