8-pCPT-2-O-Me-cAMP-AM

Name: 8-pCPT-2-O-Me-cAMP-AM
Brand: Tocris Bioscience
SKU: 4853

Tocris Bioscience, part of Bio-Techne | Catalog # 4853

Citations (36)

COA / SDS

Selective Epac activator; cell-permeable analog of 8CPT-2Me-cAMP (Cat. No. 1645)

Key Product Details

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)
Molecular Weight:	557.9

View Full Technical Details for 8-pCPT-2-O-Me-cAMP-AM

Technical Data
Citations

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
InChi Key	FZMWUFYPEVDWPA-SILPBKOMSA-N
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 for 8-pCPT-2-O-Me-cAMP-AM

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	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.

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	0.90 mL	1.79 mL
50 mM	0.04 mL	0.18 mL	0.36 mL

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References for 8-pCPT-2-O-Me-cAMP-AM

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

Chepurny 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. 2009 PMID: 19244230
Almahariq A novel EPAC-specific inhibitor suppresses pancreatic cancer cell migration and invasion. Mol.Pharmacol. 2013 PMID: 23066090
Tsalkova Isoform-specific antagonists of exchange proteins directly activated by cAMP. Proc.Natl.Acad.Sci.U.S.A. 2012 PMID: 23091014
Vliem 8-pCPT-2'-O-Me-cAMP-AM: an improved Epac-selective cAMP analogue. Chembiochem. 2008 PMID: 18633951