Catalog Number: 1337
Chemical Name: (R)-Adenosine, cyclic 3',5'-(hydrogenphosphorothioate) triethylammonium
Biological Activity
Cell-permeable cAMP analog; acts as a competitive antagonist of cAMP-induced activation of PKA (IC50 = 11 - 16 μM) by interacting with cAMP binding sites on the regulatory subunits. Resistant to hydrolysis by phosphodiesterases.

S-enantiomer also available.

Technical Data
  • M.Wt:
    446.46
  • Formula:
    C10H12N5O5PS.C6H15N
  • Solubility:
    Soluble to 100 mM in water
  • Purity:
    >98%
  • Storage:
    Desiccate at -20°C
  • CAS No:
    151837-09-1
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Other Product-Specific Information:
Background References
  1. PKA and ERK, but not PKC, in the amygdala contribute to pain-related synaptic plasticity and behavior.
    Fu et al.
    Mol.Pain, 2008;4:26
  2. Probing the cyclic nucleotide binding sites of cAMP-dependent protein kinases I and II with analogs of adenosine 3',5'-cyclic phosphorothioates.
    Dostmann et al.
    J.Biol.Chem., 1990;265:10484
  3. Isoproterenol inhibits rod outer segment phagocytosis by both cAMP-dependent and independent pathways.
    Kuriyama et al.
    Invest.Ophthalmol.Vis.Sci., 1995;36:730
  4. A mechanistic and kinetic analysis of the interactions of the diastereoisomers of adenosine 3',5'-(cyclic)phosphorothioate with purified cyclic AMP-dependent protein kinase.
    Rothermel and Botelho
    Biochem.J., 1988;251:757
  5. Competitive cAMP antagonists for cAMP-receptor proteins.
    Van Haastert et al.
    J.Biol.Chem., 1984;259:10020
  6. Metformin activates a duodenal Ampk-dependent pathway to lower hepatic glucose production in rats.
    Duca et al.
    Nat.Med., 2015;21:506
Citations:

The citations listed below are publications that use Tocris products. Selected citations for cAMPS-Rp, triethylammonium salt include:

9 Citations: Showing 1 - 9
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  1. GLP-1 acts on habenular avoidance circuits to control nicotine intake.
    Authors: Tuesta
    Nat Neurosci 2017;20(5):708
  2. Endogenous 17β-estradiol is required for activity-dependent long-term potentiation in the striatum: interaction with the dopaminergic system.
    Authors: Tozzi Et al.
    Front Cell Neurosci 2015;9:192
  3. Thiopental inhibits global protein synthesis by repression of eukaryotic elongation factor 2 and protects from hypoxic neuronal cell death.
    Authors: Schwer Et al.
    PLoS One 2013;8:e77258
  4. Pituitary adenylate cyclase-activating polypeptide induces postsynaptically expressed potentiation in the intra-amygdala circuit.
    Authors: Cho Et al.
    J Neurosci 2012;32:14165
  5. Astrocyte-derived thrombospondins mediate the development of hippocampal presynaptic plasticity in vitro.
    Authors: Crawford Et al.
    Biochem Biophys Res Commun 2012;32:13100
  6. Adenylate cyclase 5 coordinates the action of ADP, P2Y1, P2Y13 and ATP-gated P2X7 receptors on axonal elongation.
    Authors: Puerto Et al.
    J Cell Sci 2012;125:176
  7. Lateral paracapsular GABAergic synapses in the basolateral amygdala contribute to the anxiolytic effects of beta 3 adrenoceptor activation.
    Authors: Silberman Et al.
    Neuropsychopharmacology 2010;35:1886
  8. Amphetamine modulation of long-term potentiation in the prefrontal cortex: dose dependency, monoaminergic contributions, and paradoxical rescue in hyperdopaminergic mutant.
    Authors: Xu Et al.
    Endocrinology 2010;115:1643
  9. Melanocortinergic modulation of cholecystokinin-induced suppression of feeding through extracellular signal-regulated kinase signaling in rat solitary nucleus.
    Authors: Sutton Et al.
    J Neurosci 2005;146:3739

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