Date published: 2026-4-2

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N-3-oxo-dodecanoyl-L-Homoserine lactone (CAS 168982-69-2)

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Alternate Names:
(S)-3-Oxo-N-(2-oxotetrahydrofuran-3-yl)dodecanamide; 3-Oxo-C12-HSL
Application:
N-3-oxo-dodecanoyl-L-Homoserine lactone is an activator of transcription factors NF-κB and AP-2
CAS Number:
168982-69-2
Purity:
>98%
Molecular Weight:
297.39
Molecular Formula:
C16H27NO4
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-dodecanoyl-L-Homoserine lactone is a signaling molecule in bacterial quorum sensing studies. It functions as an autoinducer, allowing bacteria to communicate and coordinate gene expression based on population density. This molecule is involved in regulating various physiological processes, including biofilm formation, virulence factor production, and antibiotic resistance. N-3-oxo-dodecanoyl-L-Homoserine lactone achieves its mechanism of action by diffusing across bacterial cell membranes and binding to specific transcriptional regulators, leading to the activation or repression of target genes. This signaling molecule plays a role in mediating intercellular communication and coordinating collective behaviors within bacterial populations. Its precise mode of action at the molecular level allows for the precise control of gene expression in response to changes in cell density, enabling bacteria to adapt and respond to their environment.


N-3-oxo-dodecanoyl-L-Homoserine lactone (CAS 168982-69-2) References

  1. The bacterial quorum-sensing signal molecule N-3-oxo-dodecanoyl-L-homoserine lactone reciprocally modulates pro- and anti-inflammatory cytokines in activated macrophages.  |  Glucksam-Galnoy, Y., et al. 2013. J Immunol. 191: 337-44. PMID: 23720811
  2. Cellular effects of bacterial N-3-Oxo-dodecanoyl-L-Homoserine lactone on the sponge Suberites domuncula (Olivi, 1792): insights into an intimate inter-kingdom dialogue.  |  Gardères, J., et al. 2014. PLoS One. 9: e97662. PMID: 24858701
  3. Bacterial quorum sensing molecule N-3-oxo-dodecanoyl-L-homoserine lactone causes direct cytotoxicity and reduced cell motility in human pancreatic carcinoma cells.  |  Kumar, AS., et al. 2014. PLoS One. 9: e106480. PMID: 25188245
  4. Novel Paraoxonase 2-Dependent Mechanism Mediating the Biological Effects of the Pseudomonas aeruginosa Quorum-Sensing Molecule N-(3-Oxo-Dodecanoyl)-L-Homoserine Lactone.  |  Horke, S., et al. 2015. Infect Immun. 83: 3369-80. PMID: 26056385
  5. Pseudomonas aeruginosa N-3-oxo-dodecanoyl-homoserine Lactone Elicits Changes in Cell Volume, Morphology, and AQP9 Characteristics in Macrophages.  |  Holm, A., et al. 2016. Front Cell Infect Microbiol. 6: 32. PMID: 27047801
  6. The bacterial quorum-sensing molecule, N-3-oxo-dodecanoyl-L-homoserine lactone, inhibits mediator release and chemotaxis of murine mast cells.  |  Khambati, I., et al. 2017. Inflamm Res. 66: 259-268. PMID: 27896412
  7. Pseudomonas aeruginosa quorum sensing molecule N-3-oxo-dodecanoyl-l-homoserine lactone activates human platelets through intracellular calcium-mediated ROS generation.  |  Yadav, VK., et al. 2018. Int J Med Microbiol. 308: 858-864. PMID: 30098883
  8. Caspase-1-dependent mechanism mediating the harmful impacts of the quorum-sensing molecule N-(3-oxo-dodecanoyl)-l-homoserine lactone on the intestinal cells.  |  Tao, S., et al. 2019. J Cell Physiol. 234: 3621-3633. PMID: 30471106
  9. Mechanism underlying N-(3-oxo-dodecanoyl)-L-homoserine lactone mediated intracellular calcium mobilization in human platelets.  |  Yadav, VK., et al. 2019. Blood Cells Mol Dis. 79: 102340. PMID: 31207554
  10. Pseudomonas aeruginosa quorum-sensing molecule N-(3-oxo-dodecanoyl)-L-homoserine lactone triggers mitochondrial dysfunction and apoptosis in neutrophils through calcium signaling.  |  Singh, PK., et al. 2019. Med Microbiol Immunol. 208: 855-868. PMID: 31377870
  11. N-Acyl Homoserine Lactone Analog Modulators of the Pseudomonas aeruginosa Rhll Quorum Sensing Signal Synthase.  |  Shin, D., et al. 2019. ACS Chem Biol. 14: 2305-2314. PMID: 31545595
  12. Naringenin Inhibition of the Pseudomonas aeruginosa Quorum Sensing Response Is Based on Its Time-Dependent Competition With N-(3-Oxo-dodecanoyl)-L-homoserine Lactone for LasR Binding.  |  Hernando-Amado, S., et al. 2020. Front Mol Biosci. 7: 25. PMID: 32181260
  13. Pseudomonas aeruginosa N-3-Oxo-Dodecanoyl-Homoserine Lactone Impacts Mitochondrial Networks Morphology, Energetics, and Proteome in Host Cells.  |  Josephson, H., et al. 2020. Front Microbiol. 11: 1069. PMID: 32523583

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-3-oxo-dodecanoyl-L-Homoserine lactone, 1 mg

sc-205399
1 mg
$39.00

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

sc-205399A
5 mg
$200.00