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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

N-heptanoyl-L-Homoserine lactone

Cayman Chemical Item Number 10011198

C7-HSL (CAS 177158-20-2)

N-heptanoyl-L-Homoserine lactone (CAS 177158-20-2)

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Description

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is involved in a promising field of study. 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. 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.1,2 The diverse applications of this molecule include regulation of virulence, infection prevention, and septicemia in fish.3

1 Lithgow, J.K., Wilkinson, A., Hardman, A., et al. The regulatory locus cinRI in Rhizobium leguminosarum controls a network of quorum-sensing loci. Mol Microbiol 37(1) 81-97 (2000).

2 Barnard, A.M.L., and Salmond, G.P.C. Quorum sensing: The complexities of chemical communication between bacteria. Complexus 5(2) 87-101 (2004).

3 Morohoshi, T., Inaba, T., Kato, N., et al. Identification of quorum-sensing signal molecules and the LuxRI homologs in fish pathogen edwardsiella tarda. J Biosci Bioeng 98(4) 274-281 (2004).

Synonyms
  • C7-HSL
Formal Name N-​[(3S)-​tetrahydro-​2-​oxo-​3-​furanyl]-​heptanamide
CAS Number 177158-20-2
Molecular Formula C11H19NO3
Formula Weight 213.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCC(=O)​N[C@H]​1CCOC1=O

Background Reading

Lithgow, J.K., Wilkinson, A., Hardman, A., et al. The regulatory locus cinRI in Rhizobium leguminosarum controls a network of quorum-sensing loci. Mol Microbiol 37(1) 81-97 (2000).

Barnard, A.M.L., and Salmond, G.P.C. Quorum sensing: The complexities of chemical communication between bacteria. Complexus 5(2) 87-101 (2004).

Morohoshi, T., Inaba, T., Kato, N., et al. Identification of quorum-sensing signal molecules and the LuxRI homologs in fish pathogen edwardsiella tarda. J Biosci Bioeng 98(4) 274-281 (2004).
Size Price Quantity Subtotal
5 mg $30.00 $0.00
10 mg $57.00 $0.00
25 mg $135.00 $0.00
50 mg $240.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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