A bacterial quorum sensing signal molecule
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N-butyryl-L-Homocysteine thiolactone

Item No. 10011204

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3S)-tetrahydro-2-oxo-3-thienyl]-butanamide
CAS Number
202284-85-3
Molecular Formula
C8H13NO2S
Formula Weight
187.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mLDMSO: 30 mg/mLEthanol: 25 mg/mLPBS (pH 7.2): 0.5mg/mL
SMILES
CCCC(=O)N[C@H]1CCSC1=O
InChi Code
InChI=1S/C8H13NO2S/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1
InChi Key
IMJUOGHALGXOSS-LURJTMIESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice 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
    Neutrophil Biology Wall Poster

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    Product Description

    N-butyryl-L-Homocysteine thio-lactone is an analog of N-butyryl-L-homoserine lactone, the small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and cellular metabolism.1 N-butyryl-L-Homocysteine thio-lactone induces violacein expression in C. violaceum mutants usually not able to produce AHLs.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ikeda, T., Kajiyama, K., Kita, T., et al. The synthesis of optically pure enantiomers of N-acyl-homoserine lactone autoinducers and their analogues. Chem. Lett. 30(4), 314-315 (2001).

    2. McClean, K.H., Winson, M.K., Fish, L., et al. Quorum-sensing and Chromobacterium violaceum: Exploitation of violacein production and inhibition for the detection of N-acylhomoserine lactones. Microbiology 143(Pt 12), 3703-3711 (1997).