CAY10654 Exclusive

Cayman Chemical Item Number 10857

(CAS 1298023-69-4)

CAY10654 (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

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Pricing updated 2014-04-19. Prices are subject to change without notice.

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