10937

N-Tetradecanoyl-DL-homoserine lactone

≥97.0% (HPLC)

• Synonim(y): N-Myristoyl-DL-homoserine lactone
• Wzór empiryczny (zapis Hilla): C₁₈H₃₃NO₃
• Numer CAS: 98206-80-5
• Masa cząsteczkowa: 311.46
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57646860
• NACRES: NA.26
• Beilstein/REAXYS Number: 1649579
• MDL number: MFCD01862913

Właściwości

• Nazwa produktu: 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

Opis

Application

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

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.

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Informacja o środkach bezpieczeństwa

• Klasa składowania: 11 - Combustible Solids
• Co się dzieje?: WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• PPE (środki ochrony indywidualnej): Eyeshields, Gloves, type N95 (US)