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8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate . sodium salt

cAMP receptor activator
 
ALX-480-093-M001 1 mg 187.00 USD
 
ALX-480-093-M005 5 mg 783.00 USD
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Specific, potent and membrane permeant activator of the Epac cAMP receptor. Activates Epac1 and Epac2, the guanine nucleotide-exchange factors (GEFs) for the small GTPases Rap1 and Rap2. Does not activate protein kinase A (PKA), neither in vitro nor in vivo and is therefore a valuable tool to specifically discriminate between PKA- and Epac-mediated effects. Since a free 2'-ribose hydroxyl group in cyclic AMP is essential for stimulation of PKA, the methylated structure of 8-CPT-2'-O-Me-cAMP is an extremely poor PKA activator. Its high lipophilicity allows for good membrane permeability in most biosystems and its increased resistance towards phosphodiesterases prevents rapid hydrolysis.

Product Specification

Alternative Name:8-CPT-2'-O-Me-cAMP . Na
 
Formula:C17H16ClN5O6PS . Na
 
MW:484.8 . 23.0
 
CAS:510774-50-2
 
Purity:≥98% (HPLC)
 
Purity Detail:Product is not sterile.
 
Identity:Determined by ESI-MS and UV.
 
Appearance:White to off-white crystalline powder.
 
Solubility:Soluble in water, aqueous buffers, DMSO, dimethyl formamide or methanol.
 
Shipping:Ambient
 
Long Term Storage:-20°C
 
Handling:Protect from light. Hygroscopic.
 
480-093
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480-093

Product Literature References

Cyclic AMP induces integrin-mediated cell adhesion through Epac and Rap1 upon stimulation of the {beta}2-adrenergic receptor: S. Rangarajan, et al.; J. Cell Biol. 160, 487 (2003), Abstract;
Epac-selective cAMP analog 8-pCPT-2'-O-Me-cAMP as a stimulus for Ca2+-induced Ca2+ release and exocytosis in pancreatic beta-cells: G. Kang, et al.; J. Biol. Chem. 278, 8279 (2003), Abstract; Full Text
A novel Epac-specific cAMP analogue demonstrates independent regulation of Rap1 and ERK: J.M. Enserink, et al.; Nat. Cell Biol. 4, 901 (2002), Abstract; Full Text

General Literature References

A family of cAMP-binding proteins that directly activate Rap1: H. Kawasaki, et al.; Science 282, 2275 (1998), Abstract;
Epac is a Rap1 guanine-nucleotide-exchange factor directly activated by cyclic AMP: J. de Rooij, et al.; Nature 396, 474 (1998), Abstract;
Signal transduction. New exchange, new target: J. Downward; Nature 396, 416 (1998), Comment, Abstract;

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