(S)-Adenosine, cyclic 3prime,5prime-(hydrogenphosphorothioate) triethylammonium CAS: 71774-13-5
MF: C10H11N5NaO5PS
MW: 446.46
An activator of PKA.

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

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Alternate Names: Sp-cAMPS
CAS Number: 71774-13-5
Purity: ≥98%
Molecular Weight: 446.46
Molecular Formula: C10H11N5NaO5PS
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

(S)-Adenosine, cyclic 3',5'-(hydrogenphosphorothioate) triethylammonium is an activator of cAMP-dependent protein kinase (PKA) (cAMP agonist). Considerably higher resistance against cyclic nucleotide-dependent phosphodiesterases as compared to N6,O2'-dibutyryladenosine 3',5'-cyclic monophosphate (dibutyryl-cAMP) or 8-bromoadenosine-3',5'-cyclic monophosphate (8-Br-cAMP). There are no metabolic side effects and it is membrane permeable in many biological systems. Also suggested as an activator of Epac (cAMP-regulated guanine nucleotide exchange factor).


References

Probing the cyclic nucleotide binding sites of cAMP-dependent protein kinases I and II with analogs of adenosine 3',5'-cyclic phosphorothioates: W.R.G. Dostmann, et al.; J. Biol. Chem. 265, 10484 (1990) Cyclic AMP antagonist Rp-cAMPS inhibits amylase exocytosis from saponin- permeabilized parotid acini: T. Takuma & T. Ichida; J. Biochem. 110, 292 (1991) 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: T. Sugimoto, et al.; J. Cell Physiol. 152, 28 (1992) The activation of cAMP-dependent protein kinase is directly linked to the stimulation of bone resorption by parathyroid hormone: H. Kaji, et al.; BBRC 182, 1356 (1992) Intracellular cyclic AMP not calcium, determines the direction of vesicle movement in melanophores: direct measurement by fluorescence ratio imaging: P.J. Sammak, et al.; J. Cell. Biol. 117, 57 (1992) Effects of activators and inhibitors of protein kinase A on increases in quantal size at the frog neuromuscular junction: W. Van Der Kloot & D.D. Branisteanu; Pfluegers Arch. 420, 336 (1992)

Physical State :
Solid
Solubility :
Soluble in water (100 mM).
Storage :
Store at -20° C
Optical Activity :
α22/D -25.43°, c = 0.99 in water (lit.)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
AU7358160
PubChem CID :
16218857
SMILES :
CCN(CC)CC.C1[[email protected]@H]2[[email protected]]([[email protected]]([[email protected]@H](O2)N3C=NC4=C3N=CN=C4N)O)OP(=S)(O1)O

Download SDS (MSDS)

Certificate of Analysis

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