51086

N-Heptanoyl-L-homoserine lactone

≥96% (HPLC)

• Synonym(s): N-[(3S)-Tetrahydro-2-oxo-3-furanyl]heptanamide, C7-HSL
• Empirical Formula (Hill Notation): C₁₁H₁₉NO₃
• CAS Number: 177158-20-2
• Molecular Weight: 213.27
• Beilstein: 10258594
• MDL number: MFCD11113138
• UNSPSC Code: 12352211
• PubChem Substance ID: 329757669
• NACRES: NA.85

Properties

• Product Name: N-Heptanoyl-L-homoserine lactone, ≥96% (HPLC)
• Quality Level: 100
• Assay: ≥96% (HPLC)
• form: powder or crystals
• optical activity: [α]/D -29±3°, c = 0.2 in methanol
• color: white
• suitability: conforms to structure for Proton NMR spectrum
• storage temp.: −20°C
• SMILES string: O=C1OCC[C@@H]1NC(CCCCCC)=O
• InChI: 1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1
• InChI key: FTMZLSDESAOPSZ-VIFPVBQESA-N

Description

Biochem/physiol Actions

N-Heptanoyl-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: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable