Sp-cAMPS sodium salt

Modify Date: 2025-08-21 20:34:30

Sp-cAMPS sodium salt structure	Common Name	Sp-cAMPS sodium salt
	CAS Number	142439-95-0	Molecular Weight	367.253
	Density	N/A	Boiling Point	N/A
	Molecular Formula	C₁₀H₁₁N₅NaO₅PS	Melting Point	N/A
	MSDS	N/A	Flash Point	N/A

Name	Sodium (2S,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxytetr ahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2-thiolate 2-oxide
Synonym	More Synonyms

Description	Sp-cAMPS sodium salt, a cAMP analog, is potent activator of cAMP-dependent PKA I 和 PKA II. Sp-cAMPS sodium salt is also a potent, competitive phosphodiesterase (PDE3A) inhibitor with a Ki of 47.6 µM. Sp-cAMPS sodium salt binds the PDE10 GAF domain with an EC50 of 40 μM[1][2][3].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE) Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA Signaling Pathways >> Stem Cell/Wnt >> PKA Research Areas >> Neurological Disease
Target	PKA I PKA II PDE3A:47.6 μM (Ki) PDE10 GAF domain:50 μM (EC50)
In Vitro	Treatment of hepatocytes with Sp-cAMPS, the stimulatory diastereomer of adenosine cyclic 3',5'-phosphorothioate, mimics the response seen with glucagon. The glucagon-stimulated increases in the level of Ca2+ can be mimicked by Sp-cAMPS[4].
In Vivo	In chronic alcohol consumption (CAC) mice, direct infusion of the Sp-cAMPS (1 µg/µL) into the prefrontal cortex significantly improves or impairs, respectively, working memory performance in withdrawn and water animals[5].
References	[1]. Su H Hung, et al. A new nonhydrolyzable reactive cAMP analog, (Sp)-adenosine-3',5'-cyclic-S-(4-bromo-2,3-dioxobutyl)monophosphorothioate irreversibly inactivates human platelet cGMP-inhibited cAMP phosphodiesterase. Bioorg Chem. 2002 Feb;30(1):16-31. [2]. L Y Wang, et al. Regulation of kainate receptors by cAMP-dependent protein kinase and phosphatases. Science. 1991 Sep 6;253(5024):1132-5. [3]. Ronald Jäger, et al. Activation of PDE10 and PDE11 phosphodiesterases. J Biol Chem. 2012 Jan 6;287(2):1210-9. [4]. P A Connelly,et al. A study of the mechanism of glucagon-induced protein phosphorylation in isolated rat hepatocytes using (Sp)-cAMPS and (Rp)-cAMPS, the stimulatory and inhibitory diastereomers of adenosine cyclic 3',5'-phosphorothioate. J Biol Chem. 1987 Mar 25;262(9):4324-32. [5]. G Dominguez, et al. Rescuing prefrontal cAMP-CREB pathway reverses working memory deficits during withdrawal from prolonged alcohol exposure. Brain Struct Funct. 2016 Mar;221(2):865-77.

Molecular Formula	C₁₀H₁₁N₅NaO₅PS
Molecular Weight	367.253
Exact Mass	367.011627
PSA	182.50000
LogP	0.96900

Sodium (2S,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2-thiolate 2-oxide

4H-Furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-(6-amino-9H-purin-9-yl)tetrahydro-2-mercapto-, 2-oxide, sodium salt, (2S,4aR,6R,7R,7aS)- (1:1)

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Sp-cAMPS sodium salt

Names

Sp-cAMPS sodium salt Biological Activity

Chemical & Physical Properties

Synonyms

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.