8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt 8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt is a cell-permeable potent activator of the Epac cAMP receptor, that does not affect PKA.

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

8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt is rated 5.0 out of 5 by 1.
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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: C17H16ClN5O6PS•Na
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ordering Information

PRODUCT NAME CATALOG # UNIT PRICE QTY FAVORITES
8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt sc-202028 1 mg $178.00
8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt sc-202028A 5 mg $745.00

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


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

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
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
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+]

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Certificate of Analysis

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Rated 5 out of 5 by from Bryn Bryn, T. et al. (PubMed 16751380) used the Epac cAMP receptor activator, 8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-cyclic Monophosphate sodium salt, to demonstrate that the cyclic AMP-Epac1-Rap1 pathway is dissociated from regulation of effector functions in monocytes but acquires immunoregulatory function in mature macrophages. -SCBT Publication Review
Date published: 2015-01-23
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