61698

N-(3-Hydroxyoctanoyl)-DL-homoserine lactone

≥95% (sum of isomers, HPLC)

• Synonym(s): 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)octanamide, 3-Hydroxy-C8-HSL, N-[(RS)-3-Hydroxyoctanoyl]-DL-homoserine lactone
• Empirical Formula (Hill Notation): C₁₂H₂₁NO₄
• CAS Number: 853799-77-6
• Molecular Weight: 243.30
• NACRES: NA.25
• PubChem Substance ID: 329759646
• UNSPSC Code: 41116134
• MDL number: MFCD27952927

Properties

• assay: ≥95% (sum of isomers, HPLC)
• storage temp.: −20°C
• SMILES string: O=C(CC(O)CCCCC)NC1C(OCC1)=O
• InChI: 1S/C12H21NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h9-10,14H,2-8H2,1H3,(H,13,15)
• InChI key: XCZVBYOXRSFQBH-UHFFFAOYSA-N

Description

Biochem/physiol Actions

N-(3-Hydroxyoctanoyl)-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; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable