A bacterial quorum-sensing signaling molecule
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N-pentadecanoyl-L-Homoserine lactone

Item No. 13094

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3S)-tetrahydro-2-oxo-3-furanyl]-pentadecanamide
CAS Number
182359-66-6
Synonyms
  • C15-HSL
Molecular Formula
C19H35NO3
Formula Weight
325.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.25 mg/ml
SMILES
CCCCCCCCCCCCCCC(=O)N[C@H]1CCOC1=O
InChi Code
InChI=1S/C14H19NO2/c1-11(15-9-3-4-10-15)14(16)12-5-7-13(17-2)8-6-12/h5-8,11H,3-4,9-10H2,1-2H3
InChi Key
QJWOQBGBEFNYKB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $93

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    25 mg

    $213

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    50 mg

    $354

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    Cayman Chemical
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    Product Description

    N-pentadecanoyl-L-Homoserine lactone is an N-acyl homoserine lactone produced by Y. pseudotuberculosis and a bacterial quorum-sensing signaling molecule.1 It activates the LasR quorum sensing receptor of bacteria in a reporter assay.2 N-pentadecanoyl-L-Homoserine lactone induces GFP production in a P. putida F117 reporter strain expressing the pKR-C12 quorum-sensing operon when used at a concentration of 0.094 nM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ortori, C.A., Atkinson, S., Chhabra, S.R., et al. Comprehensive profiling of N-acylhomoserine lactones produced by Yersinia pseudotuberculosis using liquid chromatography coupled to hybrid quadrupole-linear ion trap mass spectrometry. Anal. Bioanal. Chem. 387(2), 497-511 (2007).

    2. Passador, L., Tucker, K.D., Guertin, K.R., et al. Functional analysis of the Pseudomonas aeruginosa autoinducer PAI. J. Bacteriol. 178(20), 5995-6000 (1996).

    3. 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).

    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).