O1764

N-(3-Oxooctanoyl)-L-homoserine lactone

≥97% (HPLC), white, powder

• Synonym(s): 3-oxo-C8-HSL, 3OC8-HSL, N-(β-Ketooctanoyl)-L-homoserine
• Empirical Formula (Hill Notation): C₁₂H₁₉NO₄
• CAS Number: 147795-39-9
• Molecular Weight: 241.28
• MDL number: MFCD08277025
• UNSPSC Code: 12352202
• eCl@ss: 32160406
• PubChem Substance ID: 24897950
• NACRES: NA.32

Properties

• Quality Level: 200
• assay: ≥97% (HPLC)
• form: powder
• mol wt: 241.28
• technique(s): protein expression: suitable
• color: white
• solubility: chloroform: 50 mg/mL, clear, colorless
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• InChI: 1S/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
• InChI key: FXCMGCFNLNFLSH-JTQLQIEISA-N

Description

General description

N-(3-Oxooctanoyl)-L-homoserine lactone is a common quorum sensing (QS) signal.[1]
It is a signaling molecule that is produced by Gram negative bacteria.[2]

Application

N-(3-Oxooctanoyl)-L-homoserine lactone has been used:

• to study the effects of pH, temperature, and salinity on extracellular polymeric substances (EPS) of Pseudomonas aeruginosa biofilm.[1]
• as an AHL inducer to activate the quorum sensing pathways in Synechococcus elongatus.[3]

Biochem/physiol Actions

N-(3-Oxooctanoyl)-L-homoserine lactone stimulates the tra gene expression. It is an autoinducer and potent antagonist.[4]

Safety Information

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