93602-66-5

93602-66-5 structure

Name: cAMPS-Sp, triethylammonium salt
Chemical Name: 6-(6-aminopurin-9-yl)-2-oxido-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol,triethylazanium
CAS Number: 93602-66-5
Molecular Formula: C₁₆H₂₇N₆O₅PS
Molecular Weight: 446.46200
Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphodiesterase (PDE)
Create Date: 2016-02-03 08:49:43
Modify Date: 2025-11-28 18:26:16
Sp-cAMPS triethylamine, a cAMP analog, is potent activator of cAMP-dependent PKA I and PKA II. Sp-cAMPS triethylamine is also a potent, competitive phosphodiesterase (PDE3A) inhibitor with a Ki of 47.6 µM. Sp-cAMPS triethylamine binds the PDE10 GAF domain with an EC50 of 40 μM[1][2][3].

Name	6-(6-aminopurin-9-yl)-2-oxido-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol,triethylazanium
Synonyms	Sp-cAMPS triethylamine MFCD01459901

Description	Sp-cAMPS triethylamine, a cAMP analog, is potent activator of cAMP-dependent PKA I and PKA II. Sp-cAMPS triethylamine is also a potent, competitive phosphodiesterase (PDE3A) inhibitor with a Ki of 47.6 µM. Sp-cAMPS triethylamine 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 >> Metabolic Disease Research Areas >> Neurological Disease
Target	PKA I PKA II PDE3A:47.6 μM (Ki) PDE10 GAF domain:50 μM (EC50)
In Vitro	Sp-cAMPS triethylamine 是腺苷环状 3',5'-硫代磷酸酯的刺激性非对映异构体，其处理肝细胞，模拟胰高血糖素所见的反应。Sp-cAMPS triethylamine 可以模拟胰高血糖素刺激的 Ca2+ 水平升高[4]。
In Vivo	在慢性饮酒 (CAC) 小鼠中，将 Sp-cAMPS (1 µg/µL) triethylamine 直接注入前额叶皮层可显着改善孤僻动物，或损害水生动物的工作记忆表现[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.

Melting Point	212-213 °C
Molecular Formula	C₁₆H₂₇N₆O₅PS
Molecular Weight	446.46200
Exact Mass	446.15000
PSA	182.91000
LogP	1.87890

Safety Phrases	S22;S24/25

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