10937

N-Tetradecanoyl-DL-homoserine lactone

≥97.0% (HPLC)

• Sinónimos: N-Myristoyl-DL-homoserine lactone
• Fórmula empírica (notación de Hill): C₁₈H₃₃NO₃
• Número CAS: 98206-80-5
• Peso molecular: 311.46
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57646860
• NACRES: NA.26
• Beilstein/REAXYS Number: 1649579
• MDL number: MFCD01862913

Propiedades

• Nombre del producto: N-Tetradecanoyl-DL-homoserine lactone, ≥97.0% (HPLC)
• Quality Segment: 100
• assay: ≥97.0% (HPLC)
• form: powder
• color: white to slightly yellow
• application(s): cell analysis
• storage temp.: 2-8°C
• SMILES string: CCCCCCCCCCCCCC(=O)NC1CCOC1=O
• InChI: 1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)
• InChI key: ZQAYHOXXVBVXPZ-UHFFFAOYSA-N

Descripción

Application

Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.[1]

Biochem/physiol Actions

N-Tetradecanoyl-DL-homoserine lactone (C14-HSL) is among a group of homoserine lactones that includes; N-Heptanoyl-DL-homoserine lactone (C7HSL), N-octanoyl-homoserine lactone (N-C8-HSL), N-Decanoyl-DL-homoserine lactone (N-C10-HSL), N-Dodecanoyl-DL-homoserine lactone (C12-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.

N-Tetradecanoyl-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 are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.

Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)