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| | SP-adenosine 3',5'-cyclic monophosphothioate triethylamine Basic information |
| Product Name: | SP-adenosine 3',5'-cyclic monophosphothioate triethylamine | | Synonyms: | ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE, SP-ISOMER TRIETHYLAMMONIUM SALT;ADENOSINE 3',5'-CYCLIC PHOSPHOROTHIOATE-SP, TRIETHYLAMMONIUM SALT;(R)-Adenosine;Cyclic3',5'-(hydrogenphosphorothioate)triethylammonium;(R)-Adenosine,cyclic3',5'-(hydrogenphosphorothioate)triethylammonium;Rp-Adenosine 3′,5′-cyclic Monophosphorothioate, Sodium Salt;adenosine-3’,5’-cyclicmonophosphorothioate,rp-isomer(rp-camps),sodiumsalt;SP-CYCLIC 3',5'-HYDROGEN PHOSPHOROTHIOATE ADENOSINE TRIETHYLAMINE | | CAS: | 73208-40-9 | | MF: | C16H27N6O5PS | | MW: | 446.46 | | EINECS: | | | Product Categories: | Cyclic Nucleotide related | | Mol File: | 73208-40-9.mol |  |
| | SP-adenosine 3',5'-cyclic monophosphothioate triethylamine Chemical Properties |
| storage temp. | −20°C | | solubility | H2O: soluble | | form | solid | | color | white |
| | SP-adenosine 3',5'-cyclic monophosphothioate triethylamine Usage And Synthesis |
| Uses | Rp-cAMPS, a cAMP analog, is a potent, competitive cAMP-induced activation of cAMP-dependent PKA I and II (Kis of 12.5 μM and 4.5 μM, respectively) antagonist. Rp-cAMPS is resistant to hydrolysis by phosphodiesterases[1][2][3][4][5][6]. | | Biological Activity | Cell-permeable cAMP analog; acts as a competitive antagonist of cAMP-induced activation of PKA (IC 50 = 11-16 μ M) by interacting with cAMP binding sites on the regulatory subunits. Resistant to hydrolysis by phosphodiesterases. Also available as part of the PKA Tocriset™ . | | in vivo | Rp-cAMPS (10 μM, 15 min) decreases the monosynaptic EPSCs evoked at the PB-CeLC and BLA-CeLC synapses in slices from arthritic rats but not in control neurons from normal animals. The inhibitory effect of Rp-cAMPS is significant compared to predrug (ACSF) control values obtained in the same neurons[2]. | | References | [1] R J de Wit, et al. Inhibitory action of certain cyclophosphate derivatives of cAMP on cAMP-dependent protein kinases. Eur J Biochem. 1984 Jul 16;142(2):255-60. DOI:10.1111/j.1432-1033.1984.tb08279.x
[2] Rothermel JD, et al. 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. 1988 May 1;251(3):757-62. DOI:10.1042/bj2510757
[3] Fu Y, et al. PKA and ERK, but not PKC, in the amygdala contribute to pain-related synaptic plasticity and behavior. Mol Pain. 2008 Jul 16;4:26. DOI:10.1186/1744-8069-4-26
[4] Kuriyama S, et al. Isoproterenol inhibits rod outer segment phagocytosis by both cAMP-dependent and independent pathways. Invest Ophthalmol Vis Sci. 1995 Mar;36(3):730-6. PMID:7890503
[5] Dostmann WR, et al. 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. 1990 Jun 25;265(18):10484-91. PMID:2162349
[6] Van Haastert PJ, et al. Competitive cAMP antagonists for cAMP-receptor proteins. J Biol Chem. 1984 Aug 25;259(16):10020-4. PMID:6088478 |
| | SP-adenosine 3',5'-cyclic monophosphothioate triethylamine Preparation Products And Raw materials |
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