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8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt (CAS 510774-50-2)

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Synonym:8-CPT-2'-O-Me-cAMP Na
Application:An activator of the Epac cAMP receptor
CAS Number:510774-50-2
Purity:98%
Molecular Weight:507.82
Molecular Formula:C17H16CIN5O6PSNa
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt sc-202028 1 mg $173
8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt sc-202028A 5 mg $726
Description
8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt (8-CPT-2'-O-Me-cAMP . Na) is a specific, potent and membrane permeant activator of the Epac cAMP receptor. The compound activates Epac1 and Epac2, the guanine nucleotide-exchange factors (GEFs) for the small GTPases Rap1 and Rap2. 8-CPT-2'-O-Me-cAMP . Na Does not activate protein kinase A (PKA), 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 . Na is an extremely poor PKA activator. 8-CPT-2'-O-Me-cAMP . Na has a high lipophilicity which allows for good membrane permeability in most biosystems and its increased resistance towards phosphodiesterases prevents rapid hydrolysis.
Technical Information
Appearance:Powder
Physical State:Solid
Solubility:Soluble in water (100 mM), aqueous buffers, DMSO, DMF, and methanol.
Storage:Store at -20° C
IC50:Epac1: EC5050 = 2.2 µM
Safety and Reference Information
PubChem CID:16759604
MDL Number:MFCD04974491
SMILES:CO[C@@H]1[C@H]2[C@@H](COP(=O)(O2)[O-])O[C@H]1N3C4=C(C(=NC=N4)N)N=C3SC5=CC=C( C=C5)Cl.[Na+]
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Enserink, J.M., et al. 2002. Nat. Cell Biol. 4: 901-906. PMID: 12402047
2. Kang, G., et al. 2003. J. Biol. Chem. 278: 8279-8285. PMID: 12496249
3. Rangarajan, S., et al. 2003. J. Cell Biol. 160: 487-493. PMID: 12578910
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