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Submit ReviewcAMPS-Rp, triethylammonium salt
Description: cAMP antagonist
Chemical Name: (R)-Adenosine, cyclic 3',5'-(hydrogenphosphorothioate) triethylammonium
Purity: ≥98% (HPLC)
Biological Activity for cAMPS-Rp, triethylammonium salt
cAMPS-Rp, triethylammonium salt is a 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.
Technical Data for cAMPS-Rp, triethylammonium salt
| M. Wt | 446.46 |
| Formula | C10H12N5O5PS.C6H15N |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 151837-09-1 |
| PubChem ID | 5311365 |
| InChI Key | FKAWLXNLHHIHLA-YCBIHMBMSA-N |
| Smiles | [H][C@@]([C@@](O[C@@H](N3C=NC4=C3N=CN=C4N)[C@@H]2O)([H])CO1)2O[P@@]1([S-])=O.CC[NH+](CC)CC |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for cAMPS-Rp, triethylammonium salt
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 44.65 | 100 |
Preparing Stock Solutions for cAMPS-Rp, triethylammonium salt
The following data is based on the product molecular weight 446.46. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.24 mL | 11.2 mL | 22.4 mL |
| 5 mM | 0.45 mL | 2.24 mL | 4.48 mL |
| 10 mM | 0.22 mL | 1.12 mL | 2.24 mL |
| 50 mM | 0.04 mL | 0.22 mL | 0.45 mL |
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Product Datasheets for cAMPS-Rp, triethylammonium salt
References for cAMPS-Rp, triethylammonium salt
References are publications that support the biological activity of the product.
Dostmann et al (1990) Probing the cyclic nucleotide binding sites of cAMP-dependent protein kinases I and II with analogs of adenosine 3',5'-cyclic phosphorothioates. J.Biol.Chem. 265 10484 PMID: 2162349
Fu et al (2008) PKA and ERK, but not PKC, in the amygdala contribute to pain-related synaptic plasticity and behavior. Mol.Pain 4 26 PMID: 18631385
Kuriyama et al (1995) Isoproterenol inhibits rod outer segment phagocytosis by both cAMP-dependent and independent pathways. Invest.Ophthalmol.Vis.Sci. 36 730 PMID: 7890503
Rothermel and Botelho (1988) A mechanistic and kinetic analysis of the interactions of the diastereoisomers of adenosine 3',5'-(cyclic)phosphorothioate with purified cyclic AMP-dependent protein kinase. Biochem.J. 251 757 PMID: 2843164
Van Haastert et al (1984) Competitive cAMP antagonists for cAMP-receptor proteins. J.Biol.Chem. 259 10020 PMID: 6088478
Duca et al (2015) MetF. activates a duodenal Ampk-dependent pathway to lower hepatic glucose production in rats. Nat.Med. 21 506 PMID: 25849133
If you know of a relevant reference for cAMPS-Rp, triethylammonium salt, please let us know.
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Keywords: cAMPS-Rp, triethylammonium salt, cAMPS-Rp, triethylammonium salt supplier, cAMP, analog, Cyclic, adenosines, Monophosphate, Rp-camps, Protein, Kinase, A, 1337, Tocris Bioscience
13 Citations for cAMPS-Rp, triethylammonium salt
Citations are publications that use Tocris products. Selected citations for cAMPS-Rp, triethylammonium salt include:
Tozzi et al (2015) Endogenous 17β-OE is required for activity-dependent long-term potentiation in the striatum: interaction with the DArgic system. Front Cell Neurosci 9 192 PMID: 26074768
Katrancha et al (2019) Trio Haploinsufficiency Causes Neurodevelopmental Disease-Associated Deficits. Cell Rep 26 2805 PMID: 30840899
Schwer et al (2013) Thiopental inhibits global protein synthesis by repression of eukaryotic elongation factor 2 and protects from hypoxic neuronal cell death. PLoS One 8 e77258 PMID: 24167567
Tuesta (2017) GLP-1 acts on habenular avoidance circuits to control nicotine intake. Nat Neurosci 20 708 PMID: 28368384
Inda et al (2017) cAMP-dependent cell differentiation triggered by activated CRHR1 in hippocampal neuronal cells. Sci Rep 7 1944 PMID: 28512295
Inda et al (2016) Different cAMP sources are critically involved in G protein-coupled receptor CRHR1 signaling. J Cell Biol 214 181 PMID: 27402953
Cho et al (2012) Pituitary adenylate cyclase-activating polypeptide induces postsynaptically expressed potentiation in the intra-amygdala circuit. J Neurosci 32 14165 PMID: 23055486
Puerto et al (2012) Adenylate cyclase 5 coordinates the action of ADP, P2Y1, P2Y13 and ATP-gated P2X7 receptors on axonal elongation. J Cell Sci 125 176 PMID: 22250198
Silberman et al (2010) Lateral paracapsular GABAergic synapses in the basolateral amygdala contribute to the anxiolytic effects of beta 3 adrenoceptor activation. Neuropsychopharmacology 35 1886 PMID: 20410872
Crawford et al (2012) Astrocyte-derived thrombospondins mediate the development of hippocampal presynaptic plasticity in vitro. Biochem Biophys Res Commun 32 13100 PMID: 22993427
Xu et al (2010) Amphetamine modulation of long-term potentiation in the prefrontal cortex: dose dependency, monoaminergic contributions, and paradoxical rescue in hyperDArgic mutant. Endocrinology 115 1643 PMID: 20969573
Xu et al (2018) Enriched environment enhances β-adrenergic signaling to prevent microglia inflammation by amyloid-β. EMBO Mol Med 10 PMID: 30093491
Sutton et al (2005) Melanocortinergic modulation of cholecystokinin-induced suppression of feeding through extracellular signal-regulated kinase signaling in rat solitary nucleus. J Neurosci 146 3739 PMID: 15961554
Do you know of a great paper that uses cAMPS-Rp, triethylammonium salt from Tocris? Please let us know.
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Pancreatic cancer signaling testing.
By
MARINA KOUTSIOUMPA on 12/26/2023
Assay Type: In Vitro
Species: Human
Pancreatic cancer cells were pretreated for 2 hours with cAMPS-Rp, triethylammonium salt followed by conventional chemotherapeutics. Impairment of cAMP-induced activation of PKA mediated the biological effects of chemotherapeutics.