cAMPS-Rp, triethylammonium salt

Pricing Availability Delivery Time Qty
Cat.No. 1337 - cAMPS-Rp, triethylammonium salt | C10H12N5O5PS.C6H15N | CAS No. 151837-09-1
Description: cAMP antagonist
Chemical Name: (R)-Adenosine, cyclic 3',5'-(hydrogenphosphorothioate) triethylammonium
Purity: ≥98% (HPLC)
Datasheet
Citations (9)
Literature

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. Enantiomer cAMPS-Sp, triethylammonium salt (Cat. No. 1333) also available.

Technical Data

M. Wt 446.46
Formula C10H12N5O5PS.C6H15N
Storage Desiccate 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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 44.65 100

Preparing Stock Solutions

The following data is based on the product molecular weight 446.46. Batch specific molecular weights may vary from batch to batch due to solvent 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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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) Metformin activates a duodenal Ampk-dependent pathway to lower hepatic glucose production in rats. Nat.Med. 21 506 PMID: 5849133


If you know of a relevant reference for cAMPS-Rp, triethylammonium salt, please let us know.

Keywords: cAMPS-Rp, triethylammonium salt, supplier, cAMP, analog, Cyclic, adenosines, Monophosphate, Rp-camps, cAMP, Protein, Kinase, A, cAMP, Tocris Bioscience

9 Citations for cAMPS-Rp, triethylammonium salt

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

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

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

Crawford et al (2012) Astrocyte-derived thrombospondins mediate the development of hippocampal presynaptic plasticity in vitro. Biochem Biophys Res Commun 32 13100 PMID: 22993427

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

Xu et al (2010) Amphetamine modulation of long-term potentiation in the prefrontal cortex: dose dependency, monoaminergic contributions, and paradoxical rescue in hyperdopaminergic mutant. Endocrinology 115 1643 PMID: 20969573

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

Tuesta (2017) GLP-1 acts on habenular avoidance circuits to control nicotine intake. Nat Neurosci 20 708 PMID: 28368384

Tozzi et al (2015) Endogenous 17β-estradiol is required for activity-dependent long-term potentiation in the striatum: interaction with the dopaminergic system. Front Cell Neurosci 9 192 PMID: 26074768


Do you know of a great paper that uses cAMPS-Rp, triethylammonium salt from Tocris? If so please let us know.

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