cAMPS-Sp, triethylammonium salt

Names

[ Name ]:
cAMPS-Sp, triethylammonium salt

[Synonym ]:
Sp-cAMPS triethylamine
MFCD01459901

Biological Activity

[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.

Chemical & Physical Properties

[ Melting Point ]:
212-213 °C

[ Molecular Formula ]:
C₁₆H₂₇N₆O₅PS

[ Molecular Weight ]:
446.46200

[ Exact Mass ]:
446.15000

[ PSA ]:
182.91000

[ LogP ]:
1.87890

MSDS

Click to get detail MSDS

Safety Information

[ Safety Phrases ]:
S22;S24/25