Date published: 2026-5-16

1-800-457-3801

SCBT Portrait Logo
Seach Input

(S)-Adenosine, cyclic 3′,5′-(hydrogenphosphorothioate) triethylammonium (CAS 71774-13-5)

0.0(0)
Write a reviewAsk a question

Alternate Names:
Sp-cAMPS
CAS Number:
71774-13-5
Purity:
≥98%
Molecular Weight:
446.5
Molecular Formula:
C10H11N5O5PS•C6H16N
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

Adenosine 3′,5′-cyclic Monophosphothioate, Sp-Isomer sodium salt is a compound that functions as a potent and specific activator of protein kinase A (PKA) in cellular and molecular applications. It acts by mimicking the action of cyclic AMP (cAMP), a key secondary messenger in signal transduction pathways. Adenosine 3′,5′-Cyclic Monophosphothioate, Sp-Isomer Sodium Salt is used to study the role of PKA in various cellular processes, including gene expression, metabolism, and cell growth. By activating PKA, it modulates the phosphorylation of target proteins, leading to downstream effects on cellular function. In experimental applications, Adenosine 3′,5′-cyclic Monophosphothioate, Sp-Isomer sodium salt is used to investigate the molecular mechanisms underlying PKA signaling and its impact on cellular physiology. Its mechanism of action involves binding to the regulatory subunits of PKA, resulting in the release and activation of the catalytic subunits, which then phosphorylate specific protein targets. This allows the signaling cascades and regulatory networks controlled by PKA in cellular systems to be studied.


(S)-Adenosine, cyclic 3′,5′-(hydrogenphosphorothioate) triethylammonium (CAS 71774-13-5) References

  1. Activation of cAMP-dependent protein kinase A in prefrontal cortex impairs working memory performance.  |  Taylor, JR., et al. 1999. J Neurosci. 19: RC23. PMID: 10479716
  2. 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
  3. Second messenger signaling in the regulation of cytosolic pH and DNA synthesis by parathyroid hormone (PTH) and PTH-related peptide in osteoblastic osteosarcoma cells: role of Na+/H+ exchange.  |  Sugimoto, T., et al. 1992. J Cell Physiol. 152: 28-34. PMID: 1320038
  4. Intracellular cyclic AMP not calcium, determines the direction of vesicle movement in melanophores: direct measurement by fluorescence ratio imaging.  |  Sammak, PJ., et al. 1992. J Cell Biol. 117: 57-72. PMID: 1348251
  5. Effects of activators and inhibitors of protein kinase A on increases in quantal size at the frog neuromuscular junction.  |  Van der Kloot, W. and Brănişteanu, DD. 1992. Pflugers Arch. 420: 336-41. PMID: 1375990
  6. Distinct properties of presynaptic group II and III metabotropic glutamate receptor-mediated inhibition of perforant pathway-CA1 EPSCs.  |  Capogna, M. 2004. Eur J Neurosci. 19: 2847-58. PMID: 15147318
  7. Ginkgolide B, a constituent of Ginkgo biloba, facilitates glutamate exocytosis from rat hippocampal nerve terminals.  |  Wang, SJ. and Chen, HH. 2005. Eur J Pharmacol. 514: 141-9. PMID: 15910800
  8. Cyclic AMP antagonist Rp-cAMPS inhibits amylase exocytosis from saponin-permeabilized parotid acini.  |  Takuma, T. and Ichida, T. 1991. J Biochem. 110: 292-4. PMID: 1722200
  9. Excitatory action of vasopressin in the brain of the rat: role of cAMP signaling.  |  Wrobel, LJ., et al. 2011. Neuroscience. 172: 177-86. PMID: 20933582
  10. Probing the cyclic nucleotide binding sites of cAMP-dependent protein kinases I and II with analogs of adenosine 3',5'-cyclic phosphorothioates.  |  Dostmann, WR., et al. 1990. J Biol Chem. 265: 10484-91. PMID: 2162349
  11. Kinase-dependent Regulation of Monoamine Neurotransmitter Transporters.  |  Bermingham, DP. and Blakely, RD. 2016. Pharmacol Rev. 68: 888-953. PMID: 27591044
  12. 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
  13. Synaptic restoration by cAMP/PKA drives activity-dependent neuroprotection to motoneurons in ALS.  |  Bączyk, M., et al. 2020. J Exp Med. 217: PMID: 32484501
  14. Interleukin-7 protects CD8+ T cells from adenosine-mediated immunosuppression.  |  Koyas, A., et al. 2021. Sci Signal. 14: PMID: 33727336
  15. Inhibition of glycogenolysis in isolated rat hepatocytes by the Rp diastereomer of adenosine cyclic 3',5'-phosphorothioate.  |  Rothermel, JD., et al. 1983. J Biol Chem. 258: 12125-8. PMID: 6313639

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-Adenosine, cyclic 3′,5′-(hydrogenphosphorothioate) triethylammonium, 1 mg

sc-202907
1 mg
$107.00

(S)-Adenosine, cyclic 3′,5′-(hydrogenphosphorothioate) triethylammonium, 5 mg

sc-202907A
5 mg
$573.00