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

Cat. No. 4853 3 Citations Submit a Review Datasheet / COA / SDS
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Cat.No. 4853 - 8-pCPT-2-O-Me-cAMP-AM | C20H21ClN5O8PS | CAS No. 1152197-23-3
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)
Datasheet
Citations (3)
Reviews
Literature (1)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

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

M. Wt 557.9
Formula C20H21ClN5O8PS
Storage Store at -80°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 Data

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

Preparing Stock Solutions

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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References

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

3 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:

Mishra et al (2018) Reactivation of cAMP Pathway by PDE4D Inhibition Represents a Novel Druggable Axis for Overcoming TAX Resistance in ER-positive Breast Cancer. Clin Cancer Res 24 1987 PMID: 29386221

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

Mayati et al (2018) Functional polarization of human hepatoma HepaRG cells in response to forskolin. Sci Rep 8 1615 PMID: 30382126

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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