SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
- Product Name
- SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
- CAS No.
- 73208-40-9
- Chemical Name
- SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
- Synonyms
- SP-CAMPS TEA;(R)-Adenosine;CAMPS TEA, SP-ISOMER;cAMPS-Rp, triethylam;SP-CAMPS TRIETHYLAMINE;RP-CAMPS TRIETHYLAMINE;SP-CAMPS TRIETHYL AMMONIUM SALT;CAMPS-SP, TRIETHYLAMMONIUM SALT;Cyclic3',5'-(hydrogenphosphorothioate)triethylammonium;SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
- CBNumber
- CB5699120
- Molecular Formula
- C16H27N6O5PS
- Formula Weight
- 446.46
- MOL File
- 73208-40-9.mol
SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE Property
- storage temp.
- −20°C
- solubility
- H2O: soluble
- form
- solid
- color
- white
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- B9003
- Product name
- cAMPS-Sp,triethylammoniumsalt
- Packaging
- 1mg
- Price
- $234
- Updated
- 2021/12/16
- Product number
- NA58197
- Product name
- Adenosine 3',5'-cyclic monophosphothioate Rp-isomer sodium salt
- Packaging
- 1mg
- Price
- $250
- Updated
- 2021/12/16
- Product number
- NA58197
- Product name
- Adenosine 3',5'-cyclic monophosphothioate Rp-isomer sodium salt
- Packaging
- 2mg
- Price
- $390
- Updated
- 2021/12/16
- Product number
- CS-0019676
- Product name
- Rp-cAMPS
- Packaging
- 5mg
- Price
- $500
- Updated
- 2021/12/16
- Product number
- NUC0002727
- Product name
- RP-ADENOSINE-3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE
- Purity
- 95.00%
- Packaging
- 1MG
- Price
- $698.78
- Updated
- 2021/12/16
SP-ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE TRIETHYLAMINE Chemical Properties,Usage,Production
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
Raw materials
Preparation Products
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