N-Dodecanoyl-DL-homoserine lactone

SIGMA/17247 - ≥97.0% (HPLC)

Synonym: N-Lauroyl-DL-homoserine lactone

CAS Number: 18627-38-8
Empirical Formula (Hill Notation): C₁₆H₂₉NO₃
Molecular Weight: 283.41
MDL Number: MFCD03100412
Linear Formula: C₁₆H₂₉NO₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-17247-25MG	25 mg	$279.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97.0% (HPLC)
color	white to faint beige
form	powder
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
mp	114-117 °C
Quality Level	100
SMILES string	CCCCCCCCCCCC(=O)NC1CCOC1=O
storage temp.	2-8°C
technique(s)	ligand binding assay: suitable

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.
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	Quorum-sensing signal generation.
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97.0% (HPLC)
mp	114-117 °C
Storage Temp.	2-8°C
UNSPSC	12352209

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