10940

N-Octanoyl-DL-homoserine lactone

≥97.0% (HPLC)

• Synonym(s): N-Capryloyl-DL-homoserine lactone
• Empirical Formula (Hill Notation): C₁₂H₂₁NO₃
• CAS Number: 106983-30-6
• Molecular Weight: 227.30
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57646862
• NACRES: NA.26
• Beilstein/REAXYS Number: 1642628
• MDL number: MFCD01862915

Properties

• Product Name: N-Octanoyl-DL-homoserine lactone, ≥97.0% (HPLC)
• Quality Segment: 100
• assay: ≥97.0% (HPLC)
• form: powder with small lumps
• color: white to faintly beige
• application(s): detection
• storage temp.: 2-8°C
• SMILES string: CCCCCCCC(=O)NC1CCOC1=O
• 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

Description

Application

Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.[1]

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.

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)