Showing metabocard for N-Hexanoyl-L-homoserine lactone (MMDBc0010027)
Record Information
Version
2.0
Status
Detected and Quantified
Creation Date
2021-05-15 02:20:59 UTC
Update Date
2025-10-07 16:05:41 UTC
Metabolite ID
MMDBc0010027
Metabolite Identification
Common Name
N-Hexanoyl-L-homoserine lactone
Description
N-Hexanoyl-L-homoserine lactone is a member of the acyl-homoserine lactones (AHLs), which are signaling molecules involved in quorum sensing in Gram-negative bacteria. This metabolite plays a pivotal role in bacterial communication, influencing various biological processes such as biofilm formation and virulence. Studies have shown that N-hexanoyl-L-homoserine lactone (C6-HSL) is the dominant AHL molecule produced by various bacterial strains (PMID:40637741 ). Its effects extend beyond bacterial signaling; for instance, it has been investigated for its role in the degradation of pollutants like sulfamethoxazole in aquaculture wastewater by Chlorella vulgaris (PMID:40188853 ). Additionally, the secretion of C6-HSL can be influenced by environmental factors such as ammonia stress, which can inhibit other AHLs while stimulating C6-HSL production (PMID:39505134 ). Molecular docking studies indicate that C6-HSL can competitively bind to receptors, affecting quorum sensing pathways (PMID:38667794 ). Its significance is further underscored in industrial contexts, particularly in addressing microbiologically influenced corrosion in oil and gas sectors (PMID:38693218 ). Overall, N-hexanoyl-L-homoserine lactone is a crucial compound in both microbial ecology and environmental biotechnology.
Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.