CAY10654

Cayman Chemical Item Number 10857

(CAS 1298023-69-4)

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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

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)-L-homoserine lactone. J Med Chem 54(9) 3348-59 (2011).

Formal Name N'-​(5-​chloro-​2-​hydroxyphenyl)-​N3-​octylmalonamide
CAS Number 1298023-69-4
Molecular Formula C17H25ClN2O3
Formula Weight 340.9
Formulation A crystalline solid
Purity ≥98%
λmax 213, 247, 296 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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ClC1=CC=C(O)​C(NC(CC(NCCCCCCCC)​=O)​=O)​=C1
InCHI Code
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​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
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VATFNKWOWBWJKB-UHFFFAOYSA-N

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Size Price Quantity Subtotal
1 mg $23.00 $0.00
5 mg $104.00 $0.00
10 mg $184.00 $0.00
25 mg $403.00 $0.00
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Cart Total $0.00

Pricing updated 2015-07-30. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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