ChemicalBook--->CAS DataBase List--->106983-26-0

106983-26-0

106983-26-0 Structure

106983-26-0 Structure
IdentificationBack Directory
[Name]

N-HEPTANOYL-DL-HOMOSERINE LACTONE
[CAS]

106983-26-0
[Synonyms]

N-HEPTANOYL-DL-HOMOSERINE LACTONE
N-(2-oxotetrahydrofuran-3-yl)heptanaMide
Heptanamide, N-(tetrahydro-2-oxo-3-furanyl)-
N-Heptanoyl-DL-homoserine lactone >=97.0% (HPLC)
[Molecular Formula]

C11H19NO3
[MDL Number]

MFCD01862914
[MOL File]

106983-26-0.mol
[Molecular Weight]

213.27
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[form ]

powder with small lumps
[color ]

white to faintly brown
[InChI]

1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)
[InChIKey]

FTMZLSDESAOPSZ-UHFFFAOYSA-N
[SMILES]

CCCCCCC(=O)NC1CCOC1=O
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[F ]

3-10
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

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

N-Heptanoyl-DL-homoserine lactone (C7HSL) is among a group of homoserine lactones th at includes; 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-HSLN-(3-hydroxydecanoyl)-L-homoserine lactoneand 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-Heptanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteriasuch asEcherichia and Salmonella are involved in quorum sensingcell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.
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