68873

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

• Synonym(s): 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)decanamide, N-[(RS)-3-Hydroxydecanoyl]-DL-homoserine lactone
• Empirical Formula (Hill Notation): C₁₄H₂₅NO₄
• CAS Number: 929222-14-0
• Molecular Weight: 271.35
• NACRES: NA.25
• PubChem Substance ID: 329761188
• UNSPSC Code: 41116134
• MDL number: MFCD28016586

Properties

• form: powder
• Quality Segment: 100
• storage temp.: −20°C
• SMILES string: O=C(CC(O)CCCCCCC)NC1C(OCC1)=O
• InChI: 1S/C14H25NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h11-12,16H,2-10H2,1H3,(H,15,17)
• InChI key: DOICJCCMIBBSOO-UHFFFAOYSA-N

Description

Biochem/physiol Actions

N-(3-Hydroxydecanoyl)-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[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

Safety Information

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