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Description: Selective Epac activator; cell-permeable analog of 8CPT-2Me-cAMP (Cat. No. 1645)
Alternative Names: 007-AM
Chemical Name: 8-(4-Chlorophenylthio)-2'-O-methyladenosine-3',5'-cyclic monophosphate acetoxymethyl ester
Purity: ≥97% (HPLC)
Citations (10)

Biological Activity for 8-pCPT-2-O-Me-cAMP-AM

8-pCPT-2-O-Me-cAMP-AM is a selective Epac activator; cAMP analog. Induces Rap activation and junction tightening in HUVECs; triggers adhesion of Jurkat-Epac1 cells to fibronectin. Stimulates insulin secretion in rat INS-1 cells. More potent, cell-permeable analog of 8CPT-2Me-cAMP (Cat. No. 1645).

This product is a mixture of axial and equatorial isomers. Both isomers give 8CPT-2Me-cAMP after esterase cleavage.

Licensing Information

Sold with the permission of BioLog Life Science Institute.

Technical Data for 8-pCPT-2-O-Me-cAMP-AM

M. Wt 557.9
Formula C20H21ClN5O8PS
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 1152197-23-3
PubChem ID 90488978
Smiles NC1=NC=NC2=C1N=C(SC4=CC=C(Cl)C=C4)N2[C@@H]3O[C@@](COP(O5)(OCOC(C)=O)=O)([H])[C@]5([H])[C@H]3OC

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for 8-pCPT-2-O-Me-cAMP-AM

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 55.79 100

Preparing Stock Solutions for 8-pCPT-2-O-Me-cAMP-AM

The following data is based on the product molecular weight 557.9. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.79 mL 8.96 mL 17.92 mL
5 mM 0.36 mL 1.79 mL 3.58 mL
10 mM 0.18 mL 0.9 mL 1.79 mL
50 mM 0.04 mL 0.18 mL 0.36 mL

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Product Datasheets for 8-pCPT-2-O-Me-cAMP-AM

Certificate of Analysis / Product Datasheet
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References for 8-pCPT-2-O-Me-cAMP-AM

References are publications that support the biological activity of the product.

Vliem et al (2008) 8-pCPT-2'-O-Me-cAMP-AM: an improved Epac-selective cAMP analogue. Chembiochem. 9 2052 PMID: 18633951

Almahariq et al (2013) A novel EPAC-specific inhibitor suppresses pancreatic cancer cell migration and invasion. Mol.Pharmacol. 83 122 PMID: 23066090

Tsalkova et al (2012) Isoform-specific antagonists of exchange proteins directly activated by cAMP. Proc.Natl.Acad.Sci.U.S.A. 109 18613 PMID: 23091014

Chepurny et al (2009) Enhanced Rap1 activation and Ins secretagogue properties of an acetoxymethyl ester of an Epac-selective cyclic AMP analog in rat INS-1 cells: studies with 8-pCPT-2'-O-Me-cAMP-AM. J.Biol.Chem. 284 10728 PMID: 19244230

If you know of a relevant reference for 8-pCPT-2-O-Me-cAMP-AM, please let us know.

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Keywords: 8-pCPT-2-O-Me-cAMP-AM, 8-pCPT-2-O-Me-cAMP-AM supplier, 007-AM, cAMP, analogs, Epac, 1, 2, epacs, activators, cell, permeable, selective, Rap, guanine, nucleotide, exchange, factor, 3, 4, RAPGEF, GEFI, EPAC, 4853, Tocris Bioscience

10 Citations for 8-pCPT-2-O-Me-cAMP-AM

Citations are publications that use Tocris products. Selected citations for 8-pCPT-2-O-Me-cAMP-AM include:

Watson et al (2015) Endothelial CD99 signals through soluble adenylyl cyclase and PKA to regulate leukocyte transendothelial migration. Mol Brain 212 1021 PMID: 26101266

Derek C et al (2021) Regulation of Mitochondrial Function by Epac2 Contributes to Acute Inflammatory Hyperalgesia. J Neurosci 41 2883-2898 PMID: 33593853

Cheng-Mao et al (2018) The EPAC-Rap1 pathway prevents and reverses cytokine-induced retinal vascular permeability. J Biol Chem 293 717-730 PMID: 29158262

Itender et al (2018) cAMP regulated EPAC1 supports microvascular density, angiogenic and metastatic properties in a model of triple negative breast cancer. Carcinogenesis 39 1245-1253 PMID: 29982410

Do you know of a great paper that uses 8-pCPT-2-O-Me-cAMP-AM from Tocris? Please let us know.

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