ChemicalBook--->CAS DataBase List--->142439-94-9

142439-94-9

142439-94-9 Structure

142439-94-9 Structure
IdentificationBack Directory
[Name]

ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT
[CAS]

142439-94-9
[Synonyms]

RP-CAMPS NA
CAMPS NA RP-ISOMER
RP-CAMPS SODIUM SALT
SP-CYCLIC 3,5-HYDROGEN PHOSPHOROTHIOATE ADENOSINE SODIUM SALT
ADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE, RP-ISOMER SODIUM SALT
ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT
[Molecular Formula]

C10H11N5NaO5PS
[MDL Number]

MFCD03703497
[MOL File]

142439-94-9.mol
[Molecular Weight]

367.25
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C, sealed storage, away from moisture and light
[form ]

Solid
[color ]

White to pink
Hazard InformationBack Directory
[Uses]

Rp-cAMPS sodium salt, 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 sodium salt is resistant to hydrolysis by phosphodiesterases[1][2][3][4][5][6].
[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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