Sp-cAMPS sodium salt

Sp-cAMPS sodium salt, a cAMP analog, is potent activator of cAMP-dependent PKA I and 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.

Product information

CAS Number: 142439-95-0

Molecular Weight: 367.25

Formula: C10H11N5NaO5PS

Synonym:

Rp-cAMPS (sodium salt)

Chemical Name: sodium;(4aR, 6R, 7R, 7aS)-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

Smiles: [Na+].NC1=NC=NC2=C1N=CN2C1OC2COP([O-])(=S)OC2C1O

InChiKey: YTUKZYORDGLGPR-UHFFFAOYSA-M

InChi: InChI=1S/C10H12N5O5PS.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7;/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13);/q;+1/p-1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO.

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

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.

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(1 µg/µL) into the prefrontal cortex significantly improves or impairs, respectively, working memory performance in withdrawn and water animals.

References:

1. Ronald Jäger, et al. Activation of PDE10 and PDE11 phosphodiesterases. J Biol Chem. 2012 Jan 6;287(2):1210-9.
2. 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.
3. L Y Wang, et al. Regulation of kainate receptors by cAMP-dependent protein kinase and phosphatases. Science. 1991 Sep 6;253(5024):1132-5.

Products are for research use only. Not for human use.