8-(4-Chlorophenylthio)-2prime-O-methyladenosine 3prime,5prime-cyclic Monophosphate sodium salt CAS: 510774-50-2
MF: C17H16ClN5O6PS•Na
MW: 507.82
An activator of the Epac cAMP receptor.

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 | CAS 510774-50-2 is rated 5.0 out of 5 by 1.
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Alternate Names: 8-CPT-2'-O-Me-cAMP Na
CAS Number: 510774-50-2
Purity: ≥98%
Molecular Weight: 507.82
Molecular Formula: C17H16ClN5O6PS•Na
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

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[[email protected]@H]1[[email protected]]2[[email protected]@H](COP(=O)(O2)[O-])O[[email protected]]1N3C4=C(C(=NC=N4)N)N=C3SC5=CC=C(C=C5)Cl.[Na+]

Download SDS (MSDS)

Certificate of Analysis

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What is the solubility of sc-202028 in DMSO?

Asked by: SCchem16
Thank you for your question. The compound, sc-202028, is soluble in water, aqueous buffers, DMSO, dimethyl formamide, and methanol. Unfortunately, we do not have the working concentrations. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing [email protected], or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-31
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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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