857521P

N-Octanoyl-L-homoserine lactone

(S)-N-(2-Oxotetrahydrofuran-3-yl)octanamide, powder

• Synonym(s): N-[(3S)-Tetrahydro-2-oxo-3-furanyl]octanamide, C8-HSL
• Empirical Formula (Hill Notation): C₁₂H₂₁NO₃
• CAS Number: 147852-84-4
• Molecular Weight: 227.30
• Beilstein: 8148282
• MDL number: MFCD11113139
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 10 mg (857521P-10MG); pkg of 1 × 50 mg (857521P-50MG)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand
• lipid type: bacterial lipids
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: O=C1OCC[C@@H]1NC(CCCCCCC)=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)/t10-/m0/s1
• InChI key: JKEJEOJPJVRHMQ-JTQLQIEISA-N

Description

General description

N-Octanoyl-L-homoserine lactone (C8-HSL) is a N-acyl homoserine lactone (N-acyl-HSL). It is highly nonpolar.

Biochem/physiol Actions

N-Octanoyl-L-homoserine lactone (C8-HSL) is produced by many gram-negative bacteria like Pseudomonas fluorescens, Ralstonia solanacearum, Vibrio fischeri, and Yersinia pseudotuberculosis. In Escherichia coli, C8-HSL is encoded by the gene Ytb1. Generally, these homoserine lactones (HSLs) are quorum sensing signaling molecules. HSLs play a key role in biofilm formation. They function as an autoinducer molecule and involved in cell to cell communication depending on cell density population.

Quorum-sensing signal generation

Packaging

5 mL Amber Glass Screw Cap Vial (857521P-10MG and 857521P-50MG)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable