Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:57:51 UTC
Update Date2022-08-31 17:40:35 UTC
MiMeDB IDMMDBc0030194
Metabolite Identification
Common NameHomoserine lactone
DescriptionN-Acyl homoserine lactones (AHLs or N-AHLs) are a class of signaling molecules involved in bacterial quorum sensing. Quorum sensing is a method of communication between bacteria that enables the coordination of group based behavior based on population density. They signal changes in gene expression, such as switching between the flagella gene and the gene for pili for the development of a biofilm.One example of the involvement of AHLs in quorum sensing is in the regulation of the bioluminescent protein luciferase in the luminescent bacteria Vibrio fischeri. Similar pathways occur in other luminescent bacteria. In Vibrio fischeri, when the concentration of AHLs exceeds a certain limit, the transcription of the operon luxAB begins. Transcription of the operon results in luminescence due to the expression of LuxA and LuxB, which form a protein known as luciferase. This is an important feature of quorum sensing, as it makes little sense for one cell to waste the energy producing light, as the resulting light will be so faint it will be more or less undetectable. Instead, once the bacterial population has reached a specific size, only then does light production commence.
Structure
SynonymsNot Available
Chemical FormulaC4H8BrNO2
Average Molecular Weight182.016
Monoisotopic Molecular Weight180.973841152
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number1192-20-7
SMILESNot Available
InChI Identifier
InChI=1S/C4H7NO2.BrH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H
InChI KeyMKLNTBLOABOJFZ-UHFFFAOYSA-N