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10937 Sigma

N-Tetradecanoyl-DL-homoserine lactone

≥97.0% (HPLC)

DOWNLOAD MSDS (PDF)

Synonym: N-Myristoyl-DL-homoserine lactone

  • CAS Number 98206-80-5

  • Empirical Formula (Hill Notation) C18H33NO3

  • Molecular Weight 311.46

  •  Beilstein Registry Number 1649579

  •  MDL number MFCD01862913

  •  PubChem Substance ID 24846910

N-Tetradecanoyl-DL-homoserine lactone ≥97.0% (HPLC)
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Description

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.

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