56395

N-Hexanoyl-L-homoserine lactone

≥96% (HPLC)

• Synonym(s): N-Caproyl-L-homoserine lactone, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]hexanamide, C6-HSL, HHL
• Empirical Formula (Hill Notation): C₁₀H₁₇NO₃
• CAS Number: 147852-83-3
• Molecular Weight: 199.25
• Beilstein: 8143287
• MDL number: MFCD12912260
• UNSPSC Code: 12352211
• PubChem Substance ID: 329758205
• NACRES: NA.28

Properties

• product name: N-Hexanoyl-L-homoserine lactone, ≥96% (HPLC)
• Assay: ≥96% (HPLC)
• form: powder or crystals
• optical activity: [α]/D -32±3°, c = 0.2 in methanol
• color: white to off-white
• suitability: conforms to structure for Proton NMR spectrum
• storage temp.: −20°C
• SMILES string: O=C1OCC[C@@H]1NC(CCCCC)=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)/t8-/m0/s1
• InChI key: ZJFKKPDLNLCPNP-QMMMGPOBSA-N

Description

Biochem/physiol Actions

N-Hexanoyl-L-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.

Quorum-sensing signal generation

Safety Information

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