09926

N-Hexanoyl-DL-homoserine lactone

≥97.0% (HPLC)

• Synonym(s): N-Caproyl-DL-homoserine lactone
• Empirical Formula (Hill Notation): C₁₀H₁₇NO₃
• CAS Number: 106983-28-2
• Molecular Weight: 199.25
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 329748862
• NACRES: NA.26
• Beilstein/REAXYS Number: 1640340
• MDL number: MFCD01862908

Properties

• Quality Segment: 100
• assay: ≥97.0% (HPLC)
• form: powder or crystals
• technique(s): LC/MS: suitable
• color: white to faint beige
• mp: 101-106 °C
• storage temp.: 2-8°C
• SMILES string: CCCCCC(=O)NC1CCOC1=O
• InChI: 1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)
• InChI key: ZJFKKPDLNLCPNP-UHFFFAOYSA-N

Description

Application

Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.

Biochem/physiol Actions

N-Hexanoyl-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 and are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.

Quorum-sensing signal generation

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)