17247

N-Dodecanoyl-DL-homoserin-lacton

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

• Synonym(e): N-Lauroyl-DL-homoserin-lacton
• Empirische Formel (Hill-System): C₁₆H₂₉NO₃
• CAS-Nummer: 18627-38-8
• Molekulargewicht: 283.41
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57647620
• NACRES: NA.26
• MDL number: MFCD03100412

Eigenschaften

• Produktname: N-Dodecanoyl-DL-homoserin-lacton, ≥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

Beschreibung

Application

Anwendungstest: Induziert Violaceinexpression in einem Chromobacterium violaceum Mutanten, der normalerweise keine Homoserinlaktone produzieren kann. [1].

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.

Sicherheitshinweise

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