Immunosuppressive homoserine lactone analog
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CAY10654

Item No. 10857

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-(5-chloro-2-hydroxyphenyl)-N3-octyl-propanediamide
CAS Number
1298023-69-4
Molecular Formula
C17H25ClN2O3
Formula Weight
340.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
λmax
213, 247, 296 nm
SMILES
ClC1=CC=C(O)C(NC(CC(NCCCCCCCC)=O)=O)=C1
InChi Code
InChI=1S/C17H25ClN2O3/c1-2-3-4-5-6-7-10-19-16(22)12-17(23)20-14-11-13(18)8-9-15(14)21/h8-9,11,21H,2-7,10,12H2,1H3,(H,19,22)(H,20,23)
InChi Key
VATFNKWOWBWJKB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $33

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    5 mg

    $142

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    10 mg

    $248

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    25 mg

    $541

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    Cayman Chemical
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    Product Description

    The gram-negative pathogen Pseudomonas aeruginosa uses N-acylated-L-homoserine lactones (AHLs) in quorum sensing to modulate transcriptional activators, including LasR, and regulate the expression of virulence factors. The same AHLs suppress the host immune system. CAY10654 is a synthetic analog of natural AHLs that suppresses host immunity without inducing LasR.1 It inhibits the proliferation of mouse peripheral blood leukocytes by concanavalin A (EC50 = 9.3 μM) without concurrent cytotoxicity.1 LasR is not induced by 100 μM CAY10654, although LasR is potently induced by natural AHL (5 μM) in positive control experiments.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jadhav, G.P., Chhabra, S.R., Telford, G., et al. Immunosuppressive but non-LasR-inducing analogues of the Pseudomonas aeruginosa quorum-sensing molecule N-(3-oxododecanoyl)-ʟ-homoserine lactone. J. Med. Chem. 54(9), 3348-3359 (2011).