17247

N-Dodecanoyl-DL-homoserine lactone

≥97.0% (HPLC), suitable for ligand binding assays

• Synonim(y): N-Lauroyl-DL-homoserine lactone
• Wzór empiryczny (zapis Hilla): C₁₆H₂₉NO₃
• Numer CAS: 18627-38-8
• Masa cząsteczkowa: 283.41
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57647620
• NACRES: NA.26
• MDL number: MFCD03100412

Właściwości

• Nazwa produktu: N-Dodecanoyl-DL-homoserine lactone, ≥97.0% (HPLC)
• Quality Segment: 100
• assay: ≥97.0% (HPLC)
• form: powder
• technique(s): ligand binding assay: suitable
• color: white to faint beige
• mp: 114-117 °C
• storage temp.: 2-8°C
• SMILES string: CCCCCCCCCCCC(=O)NC1CCOC1=O
• InChI: 1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)
• InChI key: WILLZMOKUUPJSL-UHFFFAOYSA-N

Opis

Application

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

Biochem/physiol Actions

N-Dodecanoyl-DL-homoserine lactone (C12-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-(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-Lauroyl- 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.

Quorum-sensing signal generation.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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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)