Molecular structure of N-heptanoyl-L-Homoserine lactone, CAS Number: 177158-20-2
N-heptanoyl-L-Homoserine lactone (CAS 177158-20-2)
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Alternate Names:
C7-HSL; N-[(3S)-tetrahydro-2-oxo-3-furanyl]-heptanamide
Application:
N-heptanoyl-L-Homoserine lactone is a small diffusible signaling molecule involved in quorum sensing
CAS Number:
177158-20-2
Molecular Weight:
213.27
Molecular Formula:
C11H19NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
N-heptanoyl-L-Homoserine lactone (C7-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density, and by quenching this system could lead to controlling bacterial infections. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. The diverse applications of this molecule include regulation of virulence, infection prevention, and septicemia in fish.
N-heptanoyl-L-Homoserine lactone (CAS 177158-20-2) References
- The regulatory locus cinRI in Rhizobium leguminosarum controls a network of quorum-sensing loci. | Lithgow, JK., et al. 2000. Mol Microbiol. 37: 81-97. PMID: 10931307
- raiIR genes are part of a quorum-sensing network controlled by cinI and cinR in Rhizobium leguminosarum. | Wisniewski-Dyé, F., et al. 2002. J Bacteriol. 184: 1597-606. PMID: 11872711
- Identification of quorum-sensing signal molecules and the LuxRI homologs in fish pathogen Edwardsiella tarda. | Morohoshi, T., et al. 2004. J Biosci Bioeng. 98: 274-81. PMID: 16233705
- N-phenylacetanoyl-L-homoserine lactones can strongly antagonize or superagonize quorum sensing in Vibrio fischeri. | Geske, GD., et al. 2007. ACS Chem Biol. 2: 315-9. PMID: 17480049
- A probable aculeacin A acylase from the Ralstonia solanacearum GMI1000 is N-acyl-homoserine lactone acylase with quorum-quenching activity. | Chen, CN., et al. 2009. BMC Microbiol. 9: 89. PMID: 19426552
- Controlling the contents of microdroplets by exploiting the permeability of PDMS. | Shim, JU., et al. 2011. Lab Chip. 11: 1132-7. PMID: 21298160
- The presence and role of bacterial quorum sensing in activated sludge. | Chong, G., et al. 2012. Microb Biotechnol. 5: 621-33. PMID: 22583685
- N-acyl homoserine lactone production by Klebsiella pneumoniae isolated from human tongue surface. | Yin, WF., et al. 2012. Sensors (Basel). 12: 3472-83. PMID: 22737019
- Phenazine antibiotic production and antifungal activity are regulated by multiple quorum-sensing systems in Pseudomonas chlororaphis subsp. aurantiaca StFRB508. | Morohoshi, T., et al. 2013. J Biosci Bioeng. 116: 580-4. PMID: 23727350
- Structural and Biochemical Characterization of AidC, a Quorum-Quenching Lactonase with Atypical Selectivity. | Mascarenhas, R., et al. 2015. Biochemistry. 54: 4342-53. PMID: 26115006
- Diverse Profiles of N-acyl Homoserine L-Lactones, Biofilm, Virulence Genes and Integrons in Food-Borne Aeromonas Isolates. | Nagar, V., et al. 2015. J Food Sci. 80: M1861-70. PMID: 26130267
- [Influences of abaR gene on biofilm formation of Acinetobacter baumannii]. | Guo, HN. and Xiang, J. 2017. Zhonghua Shao Shang Za Zhi. 33: 200-205. PMID: 28427132
- Transboundary intercellular communications between Penicillium and bacterial communities during sludge bulking: Inspirations on quenching fungal dominance. | Feng, Z., et al. 2022. Water Res. 221: 118829. PMID: 35839592
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N-heptanoyl-L-Homoserine lactone, 5 mg | sc-205404 | 5 mg | $35.00 | |||
N-heptanoyl-L-Homoserine lactone, 10 mg | sc-205404A | 10 mg | $88.00 |