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Alternative structural projections:

8-pMeOPT-2'-O-Me-cAMP

8- (4- Methoxyphenylthio)- 2'- O- methyladenosine- 3', 5'- cyclic monophosphate, sodium salt ( 8-pMeOPT-2'-O-Me-cAMP )
Potent Epac agonist
Cat. No.: M 034
    
CAS No.: [612513-16-3]
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Product Name Price (net) Qty
Cat. No.: M 034-05
Unit: 5 µmol / ~2.5 mg
$235.00
For other salt forms please inquire. Very potent and specific activator of the exchange protein activated by cyclic AMP (Epac) or cAMP-GEF, respectively, which does not activate protein kinase A. High lipophilicity and membrane permeability, as well as increased PDE stability. Detailed technical information and updated references available. References: Christensen et al., J. Biol. Chem., 278, 35394 - 35402 (2003); Holz et al., J. Physiol., 577, 5 - 15 (2006).
Cat. No. M 034
CAS number [612513-16-3]
Purity > 98% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₈H₁₉N₅O₇PS · Na
Molecular weight [g/mol] 503.4
Modifications 8-cAMP, 2'-cAMP
Target Epac Activator
Absorption max [nm] 282
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 16000
  • 1. Chepurny O. G., Bertinetti D., Diskar M., Leech C. A., Afshari P., Tsalkova T., Cheng X., Schwede F., Genieser H.-G., Herberg F. W.Holz G. G., Mol. Endocrinol., 27, 1267 - 1282 (2013), "Stimulation of Proglucagon Gene Expression by Human GPR119 in Enteroendocrine L-cell Line GLUTag"
  • 2. Enyeart J. A., Liu H.Enyeart J. J., Am. J. Physiol. Endocrinol. Metab., 301, 941 - 954 (2011), "8-Phenylthio-adenines Stimulate the Expression of Steroid Hydroxylases, Cav3.2 Ca2+ Channels, and Cortisol Synthesis by a cAMP-independent Mechanism"
  • 3. Van Kolen K., Verstraeten K., Royaux I., De Hoogt R., Gutknecht E.Peeters P. J., Neuropharmacology, 58, 135 - 144 (2010), "Corticotropin Releasing Factor-induced ERK Phosphorylation in AtT20 Cells Occurs via a cAMP-dependent Mechanism Requiring EPAC2"
  • 4. Wang P., Wang Q., Sun J., Wu J., Li H., Zhang N., Huang Y., Su B., Li R.-K., Liu L., Zhang Y., Elsholtz H. P., Hu J., Gaisano H. Y.Jin T., J. Biol. Chem. [Epub ahead of print], 284, 26456 - 26465 (2009), "POU Homeodomain Protein Oct-1 Functions as a Sensor for Cyclic AMP"
  • 5. Waidmann O., Pleli T., Dvorak K., Baehr C., Mondorf U., Plotz G., Biondi R. M., Zeuzem S.Piiper A., J.Biol.Chem., 284, 32256 - 32263 (2009), "Inhibition of the Equilibrative Nucleoside Transporter 1 and Activation of A2A Adenosine Receptors by 8-(4-Chlorophenylthio)-modified cAMP Analogs and their Hydrolytic Products"
  • 6. Hochbaum D., Hong K., Barila G., Ribeiro-Neto F.Altschuler D. L., J. Biol. Chem., 283, 4464 - 4468 (2008), "Epac, in Synergy with PKA, is Required for cAMP-mediated Mitogenesis"
  • 7. Holz G. G., Chepurny O. G.Schwede F., Cell. Signal., 20, 10 - 20 (2008), "Epac-selective cAMP Analogs: New Tools with which to Evaluate the Signal Transduction Properties of cAMP-regulated Guanine Nucleotide Exchange Factors"
  • 8. Hong K., Lou L., Gupta S., Ribeiro-Neto F.Altschuler D. L., J. Biol. Chem., 283, 23129 - 23138 (2008), "A Novel Epac-Rap-PP2A Signaling Module Controls cAMP-dependent Akt Regulation"
  • 9. Li J., O'Connor K. L., Cheng X., Mei F. C., Uchida T., Townsend C. M.Evers B. M., Mol. Endocrinol., 21, 159 - 171 (2007), "Cyclic AMP-stimulated Neurotensin Secretion is Mediated Through Rap1 Downstream of Both Epac and PKA Signaling Pathways"
  • 10. Amano R., Lee J., Goto N.Harayama H., J. Reprod. Develop., 53, 127 - 133 (2007), "Evidence for Existence of cAMP-Epac Signaling in the Heads of Mouse Epididymal Spermatozoa"
  • 11. Schmidt M., Sand C., Jakobs K. H., Michel M. C.Weernink P. A. O., Curr. Opin. Pharmacol., 7, 1 - 8 (2007), "Epac and the Cardiovascular System"
  • 12. Wayne C. M., Fan H.-F., Cheng X.Richards J. S., Mol. Endocrinol., 21, 1940 - 1957 (2007), "FSH-induces Multiple Signaling Cascades: Evidence that Activation of SRC, RAS and the EGF Receptor are Critical for Granulosa Cell Differentiation"
  • 13. Kooijman R., Gerlo S.Verdood P., Patent WO 2007/006544, 0, 0 - 0 (2007), "Cyclic Adenosine Monophosphate Compounds for the Treatment of Immune-Related Disorders"
  • 14. Lotfi S., Li Z., Sun J., Zuo Y., Lamm P. P., Kang Y., Rahimi M., Islam D., Wang P., Gaisano H. Y.Jin T., Endocrinology, 147, 3727 - 3736 (2006), "Role of Excange Protein Directly Activated by cyclic Adenosine 5'-monophosphate (Epac) Pathway in Regulating Proglucagon Gene Expression in Intestinal Endocrine L Cells"
  • 15. Kang G., Chepurny O. G., Malester B., Rindler M. J., Rehmann H., Bos J. L., Schwede F., Coetzee W. A.Holz G. G., J. Physiol.-London, 573, 595 - 609 (2006), "cAMP Sensor Epac as a Determinant of ATP-sensitive Potassium Channel Activity in Human Pancreatic Beta Cells and Rat INS-1 Cells"
  • 16. Holz G. G., Kang G., Harbeck M., Roe M. W.Chepurny O. G., J. Physiol.- London, 577, 5 - 15 (2006), "Cell Physiology of cAMP Sensor Epac"
  • 17. Kiermayer S., Biondi R. M., Imig J., Plotz G., Haupenthal J., Zeuzem S.Piiper A., Mol. Biol. Cell., 16, 5639 - 5648 (2005), "Epac Activation Converts cAMP from a Proliferative into a Differentiation Signal in PC12 Cells"
  • 18. Persson E., Voznesensky O. S., Huang Y. F.Lerner U. H., Bone, 37, 513 - 529 (2005), "Increased Expression of Interleukin-6 by Vasoactive Intestinal Peptide is Associated with Regulation of CREB, AP-1 and C/EBP, but not NF-kappa B, in Mouse Calvarial Osteoblasts"
  • 19. Delghandi M. P., Johannessen M.Moens U., Cell. Signal., 17, 1343 - 1351 (2005), "The cAMP Signalling Pathway Activates CREB through PKA, p38 and MSK1 in NIH 3T3 Cells"
  • 20. Genieser H.-G., Bos J. L., Christensen A. E., Doeskeland S. O., Havemann U., Manzau U., Rehmann H.Schwede F., Poster #THP016 Montreal, 12, 0 - 0 (2004), "Analogues of Cyclic AMP to Distinguish Between PKA and Epac"
  • 21. Dyachok O.Gylfe E., J. Biol. Chem., 279, 45455 - 45461 (2004), "Ca2+-induced Ca2+ Release via Inositol 1,4,5-triphosphate Receptors is Amplified by Protein Kinase A and Triggers Exocytosis in Pancreatic Beta-cells"
  • 22. Chen L., Wang P., Andrade C. F., Zhao I. Y., Dube P. E., Brubaker P. L., Liu M.Jin T., FEBS J., 272, 2746 - 2759 (2004), "PKA Independent and Cell Type Specific Activation of the Expression of Caudal Homeobox Gene Cdx-2 by cyclic AMP"
  • 23. Christensen A. E., Selheim F., de Rooij J., Dremier S., Schwede F., Dao K. K., Martinez A., Maenhaut C., Bos J. L., Genieser H.-G.Doeskeland S. O., J. Biol. Chem., 278, 35394 - 35402 (2003), "cAMP Analog Mapping of Epac1 and cAMP-Kinase. Discriminating Analogs Demonstrate that Epac and cAMP-Kinase Act Synergistically to Promote PC-12 Cell Neurite Extension"

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