07028

N-Decanoyl-L-homoserine lactone

≥96% (HPLC)

• Synonym(s): N-[(3S)-Tetrahydro-2-oxo-3-furanyl]decanamide, C10-HSL
• Empirical Formula (Hill Notation): C₁₄H₂₅NO₃
• CAS Number: 177315-87-6
• Molecular Weight: 255.35
• UNSPSC Code: 12352211
• PubChem Substance ID: 329748327
• NACRES: NA.85
• MDL number: MFCD11113140

Properties

• Quality Segment: 100
• assay: ≥96% (HPLC)
• form: powder or crystals
• optical activity: [α]/D -24±3°, c = 0.2 in methanol
• color: white to off-white
• suitability: conforms to structure for Proton NMR spectrum
• application(s): cell analysis
• storage temp.: −20°C
• SMILES string: O=C1OCC[C@@H]1NC(CCCCCCCCC)=O
• InChI: 1S/C14H25NO3/c1-2-3-4-5-6-7-8-9-13(16)15-12-10-11-18-14(12)17/h12H,2-11H2,1H3,(H,15,16)/t12-/m0/s1
• InChI key: TZWZKDULKILUPV-LBPRGKRZSA-N

Description

Biochem/physiol Actions

N-Decanoyl-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[1][2][3][4][5]. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs[3], and a research focus for the prevention of biofilm formation[6][7][8].

Quorum-sensing signal generation[9]

Safety Information

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