| Identification | Back Directory | [Name]
SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE | [CAS]
73208-40-9 | [Synonyms]
SP-CAMPS TEA
(R)-Adenosine
CAMPS TEA, SP-ISOMER
RP-CAMPS TRIETHYLAMINE
SP-CAMPS TRIETHYLAMINE
SP-CAMPS TRIETHYL AMMONIUM SALT
CAMPS-SP, TRIETHYLAMMONIUM SALT
Cyclic3',5'-(hydrogenphosphorothioate)triethylammonium
SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
RP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
Rp-Adenosine 3′,5′-cyclic Monophosphorothioate, Sodium Salt
SP-CYCLIC 3',5'-HYDROGEN PHOSPHOROTHIOATE ADENOSINE TRIETHYLAMINE
ADENOSINE 3',5'-CYCLIC PHOSPHOROTHIOATE-SP, TRIETHYLAMMONIUM SALT
Adenosine-3'',5''-cyclic monophosphothioate sodium salt Rp isomer
(R)-Adenosine,cyclic3',5'-(hydrogenphosphorothioate)triethylammonium
adenosine-3’,5’-cyclicmonophosphorothioate,rp-isomer(rp-camps),sodiumsalt
ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE, SP-ISOMER TRIETHYLAMMONIUM SALT
(S)-ADENOSINE, CYCLIC 3',5'-(HYDROGENPHOSPHOROTHIOATE) TRIETHYLAMMONIUM SALT
ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, SP-ISOMER TRIETHYL AMMONIUM SALT | [Molecular Formula]
C16H27N6O5PS | [MDL Number]
MFCD01459901 | [MOL File]
73208-40-9.mol | [Molecular Weight]
446.46 |
| Hazard Information | Back Directory | [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 |
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