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Rp-Adenosine 3′,5′-cyclic Monophosphorothioate, Sodium Salt (CAS 73208-40-9)

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Alternate Names:
RP-CAMPS
CAS Number:
73208-40-9
Molecular Weight:
367.3
Molecular Formula:
C10H11N5O5PS•Na
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Rp-Adenosine 3′,5′-cyclic Monophosphorothioate, Sodium Salt (Rp-cAMP), a membrane permeable compound, is shown to be an an inhibitor of PKA (cAMP-dependent). This compound displays a capacity to inhibit dbcAMP- and Sp-cAMPS (sc -201571)-induced stimulation of bone resorption in mice. Furthermore, due to its effects on cAMP, Rp-cAMP can also inhibit cAMP mediated cell growth of certain cells. Other effects of PKA activation inhibition noted include a decrease in glucagon-induced glycogenolysis in hepatocytes isolated from fed rats.


Rp-Adenosine 3′,5′-cyclic Monophosphorothioate, Sodium Salt (CAS 73208-40-9) References

  1. Rp-cAMPS has no effect on adenosine A1 receptors in guinea-pig cardiomyocytes.  |  Adamson, DL. and Harding, SE. 2000. Basic Res Cardiol. 95: 114-8. PMID: 10826503
  2. cAMP-dependent protein kinase and reward-related learning: intra-accumbens Rp-cAMPS blocks amphetamine-produced place conditioning in rats.  |  Beninger, RJ., et al. 2003. Psychopharmacology (Berl). 170: 23-32. PMID: 12768275
  3. The activation of cAMP-dependent protein kinase is directly linked to the stimulation of bone resorption by parathyroid hormone.  |  Kaji, H., et al. 1992. Biochem Biophys Res Commun. 182: 1356-61. PMID: 1311571
  4. Unhydrolyzable analogues of adenosine 3':5'-monophosphate demonstrating growth inhibition and differentiation in human cancer cells.  |  Yokozaki, H., et al. 1992. Cancer Res. 52: 2504-8. PMID: 1314695
  5. Regulation of kainate receptors by cAMP-dependent protein kinase and phosphatases.  |  Wang, LY., et al. 1991. Science. 253: 1132-5. PMID: 1653455
  6. Identifying the molecular switches that determine whether (Rp)-cAMPS functions as an antagonist or an agonist in the activation of cAMP-dependent protein kinase I.  |  Dostmann, WR. and Taylor, SS. 1991. Biochemistry. 30: 8710-6. PMID: 1653606
  7. A study of the mechanism of glucagon-induced protein phosphorylation in isolated rat hepatocytes using (Sp)-cAMPS and (Rp)-cAMPS, the stimulatory and inhibitory diastereomers of adenosine cyclic 3',5'-phosphorothioate.  |  Connelly, PA., et al. 1987. J Biol Chem. 262: 4324-32. PMID: 3031072
  8. Inhibition of glucagon-induced glycogenolysis in isolated rat hepatocytes by the Rp diastereomer of adenosine cyclic 3',5'-phosphorothioate.  |  Rothermel, JD., et al. 1984. J Biol Chem. 259: 8151-5. PMID: 6330102
  9. (RP)-cAMPS inhibits the cAMP-dependent protein kinase by blocking the cAMP-induced conformational transition.  |  Dostmann, WR. 1995. FEBS Lett. 375: 231-4. PMID: 7498506
  10. Novel (Rp)-cAMPS analogs as tools for inhibition of cAMP-kinase in cell culture. Basal cAMP-kinase activity modulates interleukin-1 beta action.  |  Gjertsen, BT., et al. 1995. J Biol Chem. 270: 20599-607. PMID: 7657638
  11. Use of the cyclic AMP antagonist, Rp-cAMPS, to distinguish between cyclic AMP-dependent and cyclic AMP-independent contractile responses in rat ventricular cardiomyocytes.  |  Bell, D. and McDermott, BJ. 1994. J Mol Cell Cardiol. 26: 1439-48. PMID: 7897668
  12. Preparations of Rp-cyclic adenosine 3',5'-phosphorothioate (Rp-cAMPS) can contain biologically active amounts of adenosine.  |  Musgrave, IF., et al. 1993. FEBS Lett. 318: 227-30. PMID: 8382631
  13. Rp diastereomeric analogs of cAMP inhibit both cAMP- and cGMP-induced dilation of hamster mesenteric small arteries.  |  Jackson, WF. 1996. Pharmacology. 52: 226-34. PMID: 8841085

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Rp-Adenosine 3′,5′-cyclic Monophosphorothioate, Sodium Salt, 1 mg

sc-202038
1 mg
$197.00