51481

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

≥96% (HPLC), carbon 64.7-67.3 %

• Synonym(s): 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide
• Empirical Formula (Hill Notation): C₁₈H₃₃NO₄
• CAS Number: 172670-99-4
• Molecular Weight: 327.46
• NACRES: NA.25
• PubChem Substance ID: 329757696
• UNSPSC Code: 41116134
• MDL number: MFCD16875425
• Assay: ≥96% (HPLC)

Properties

• Quality Segment: 100
• assay: ≥96% (HPLC)
• composition: carbon, 64.7-67.3% , nitrogen, 4.0-4.5%
• storage temp.: −20°C
• SMILES string: CCCCCCCCCCCC(O)CC(=O)NC1CCOC1=O
• InChI: 1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h15-16,20H,2-14H2,1H3,(H,19,21)
• InChI key: IKQUESGRCDRZTI-UHFFFAOYSA-N

Description

Biochem/physiol Actions

N-(3-Hydroxytetradecanoyl)-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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable