A bacterial quorum sensing signal molecule
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N-heptanoyl-L-Homoserine lactone

Item No. 10011198

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3S)-tetrahydro-2-oxo-3-furanyl]-heptanamide
CAS Number
177158-20-2
Synonyms
  • C7-HSL
Molecular Formula
C11H19NO3
Formula Weight
213.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) 1:1: 0.5 mg/ml
SMILES
CCCCCCC(=O)N[C@H]1CCOC1=O
InChi Code
InChI=1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1
InChi Key
FTMZLSDESAOPSZ-VIFPVBQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $65

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    10 mg

    $124

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    25 mg

    $293

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    50 mg

    $423

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    Cayman Chemical
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    Product Description

    N-heptanoyl-L-Homoserine lactone 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    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).

    Product Citations

    Girard, L., Blanchet, É., Intertaglia, L., et al. Characterization of N-acyl homoserine lactones in Vibrio tasmaniensis LGP32 by a biosensor-based UHPLC-HRMS/MS method. Sensors (Basel) 17(4), 906 (2017).