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N-3-oxo-octanoyl-L-Homoserine lactone (CAS 147795-39-9)

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Alternate Names:
3-oxo-C8-HSL; N-β-oxo-octanoyl-L-Homoserine lactone
Application:
N-3-oxo-octanoyl-L-Homoserine lactone is a reagent that promotes the expression of the transcriptional activator
CAS Number:
147795-39-9
Purity:
≥98%
Molecular Weight:
241.3
Molecular Formula:
C12H19NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-3-oxo-octanoyl-L-Homoserine lactone (3OC8-HSL) plays a pivotal role in bacterial communication through the mechanism known as quorum sensing, a process central to understanding the collective behavior of bacterial populations. This molecule specifically triggers the expression of TraR, a transcriptional activator that is a homolog of LuxR, which is integral to the regulation of gene expression in response to changes in cell-population density. The interaction between N-3-oxo-octanoyl-L-Homoserine lactone and TraR is a key event in the quorum sensing system, leading to the activation of genes involved in a variety of bacterial functions unrelated to human health. This interaction is critical for the synchronization of group behaviors in bacteria, such as biofilm formation, virulence factor production, and motility.


N-3-oxo-octanoyl-L-Homoserine lactone (CAS 147795-39-9) References

  1. Quorum sensing in Rhizobium sp. strain NGR234 regulates conjugal transfer (tra) gene expression and influences growth rate.  |  He, X., et al. 2003. J Bacteriol. 185: 809-22. PMID: 12533456
  2. The assimilation of gamma-butyrolactone in Agrobacterium tumefaciens C58 interferes with the accumulation of the N-acyl-homoserine lactone signal.  |  Carlier, A., et al. 2004. Mol Plant Microbe Interact. 17: 951-7. PMID: 15384485
  3. Structure of the Escherichia coli quorum sensing protein SdiA: activation of the folding switch by acyl homoserine lactones.  |  Yao, Y., et al. 2006. J Mol Biol. 355: 262-73. PMID: 16307757
  4. TraR auto-inducer enhances protein backbone fluctuations in DNA binding domain.  |  Vreede, J., et al. 2008. FEBS Lett. 582: 805-9. PMID: 18275856
  5. N-acyl homoserine lactones in diverse Pectobacterium and Dickeya plant pathogens: diversity, abundance, and involvement in virulence.  |  Crépin, A., et al. 2012. Sensors (Basel). 12: 3484-97. PMID: 22737020
  6. Quorum sensing activity of a Kluyvera sp. isolated from a Malaysian waterfall.  |  Yunos, NY., et al. 2014. Sensors (Basel). 14: 8305-12. PMID: 24815680
  7. Quorum sensing activity of Mesorhizobium sp. F7 isolated from potable water.  |  Yong, PL. and Chan, KG. 2014. ScientificWorldJournal. 2014: 874764. PMID: 25177734
  8. A Novel Quorum-Quenching N-Acylhomoserine Lactone Acylase from Acidovorax sp. Strain MR-S7 Mediates Antibiotic Resistance.  |  Kusada, H., et al. 2017. Appl Environ Microbiol. 83: PMID: 28455333
  9. Exploring the transcriptome of luxI- and ΔainS mutants and the impact of N-3-oxo-hexanoyl-L- and N-3-hydroxy-decanoyl-L-homoserine lactones on biofilm formation in Aliivibrio salmonicida.  |  Khider, M., et al. 2019. PeerJ. 7: e6845. PMID: 31106062
  10. Molecular mechanisms of N-acyl homoserine lactone signals perception by plants.  |  Babenko, LM., et al. 2022. Cell Biol Int. 46: 523-534. PMID: 34937124
  11. AHL-Priming Protein 1 mediates N-3-oxo-tetradecanoyl-homoserine lactone priming in Arabidopsis.  |  Shrestha, A., et al. 2022. BMC Biol. 20: 268. PMID: 36464707
  12. Combination of bacterial N-acyl homoserine lactones primes Arabidopsis defenses via jasmonate metabolism.  |  Duan, Y., et al. 2023. Plant Physiol. 191: 2027-2044. PMID: 36649188
  13. Agrobacterium conjugation and gene regulation by N-acyl-L-homoserine lactones.  |  Zhang, L., et al. 1993. Nature. 362: 446-8. PMID: 8464475
  14. Functional analysis of the Pseudomonas aeruginosa autoinducer PAI.  |  Passador, L., et al. 1996. J Bacteriol. 178: 5995-6000. PMID: 8830697

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-3-oxo-octanoyl-L-Homoserine lactone, 5 mg

sc-205400
5 mg
$77.00

N-3-oxo-octanoyl-L-Homoserine lactone, 10 mg

sc-205400A
10 mg
$133.00