N-(3-OXOOCTANOYL)-DL-HOMOSERINE LACTONE Chemical Properties

storage temp. 

-20°C

solubility 

chloroform: soluble50mg/mL, clear, very faintly yellow

form 

white powder

color 

White to off-white

InChI

1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)

InChIKey

FXCMGCFNLNFLSH-UHFFFAOYSA-N

SMILES

CCCCCC(=O)CC(=O)NC1CCOC1=O

Safety Information

WGK Germany 

3

Storage Class

11 - Combustible Solids

N-(3-OXOOCTANOYL)-DL-HOMOSERINE LACTONE Usage And Synthesis

Uses

N-(3-Oxooctanoyl)-DL-homoserine lacton is a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, with stereochemistry-dependent growth regulatory activity for roots [1].

Definition

ChEBI: 3-Oxo-N-(2-oxooxolan-3-yl)octanamide is a N-acyl-amino acid.

Biological Activity

N-(3-Oxooctanoyl)-DL-homoserine lactone stimulates the tra gene expression. It is an autoinducer and potent antagonist.

References

[1] Olher VG, et al. Acyl-homoserine Lactone from Saccharum × officinarum with Stereochemistry-Dependent Growth Regulatory Activity. J Nat Prod. 2016 May 27;79(5):1316-21. DOI:10.1021/acs.jnatprod.5b01075

N-(3-OXOOCTANOYL)-DL-HOMOSERINE LACTONE(106983-27-1)Related Product Information

• DL-Homoserine