A bacterial quorum sensing signaling molecule
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Enantiomer(s)
10007896N-hexanoyl-L-Homoserine lactone
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N-hexanoyl-DL-Homoserine lactone

Item No. 10011197

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(tetrahydro-2-oxo-3-furanyl)-hexanamide
CAS Number
106983-28-2
Synonyms
  • C6-HSL
  • N-hexanoyl Homoserine lactone
Molecular Formula
C10H17NO3
Formula Weight
199.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C1C(NC(CCCCC)=O)CCO1
InChi Code
InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)
InChi Key
ZJFKKPDLNLCPNP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    N-hexanoyl-DL-Homoserine lactone is a bacterial quorum sensing signaling molecule that is produced by mammalian pathogenic and rhizosphere-colonizing bacteria.1,2,3 Application of N-hexanoyl-DL-homoserine lactone (60 µM) to tomato leaves suppresses the development of lesions induced by the plant pathogenic fungi B. cinerea.2 It also increases root length and shoot diameter when applied to A. thaliana seedlings in a hydroponic growth system at a concentration of 10 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ngeow, Y.F., Cheng, H.J., Chen, J.W., et al. Short chain N-acylhomoserine lactone production by clinical multidrug resistant Klebsiella pneumoniae strain CSG20. Sensors (Basel) 13(11), 15242-15251 (2013).

    2. Hu, Z., Shao, S., Zheng, C., et al. Induction of systemic resistance in tomato against Botrytis cinerea by N-decanoyl-homoserine lactone via jasmonic acid signaling. Planta 247(5), 1217-1227 (2018).

    3. von Rad, U., Klein, I., Dobrev, P.I., et al. Response of Arabidopsis thaliana to N-hexanoyl-ᴅʟ-homoserine-lactone, a bacterial quorum sensing molecule produced in the rhizosphere. Planta 229(1), 73-85 (2008).