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Key Documents

A9376

Sigma-Aldrich

Adenosine 2′:3′-cyclic monophosphate sodium salt

≥93%

Synonyme(s) :

2′,3′-cAMP sodium salt

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About This Item

Formule linéaire :
C10H11N5O6PNa
Numéro CAS:
Poids moléculaire :
351.19
Numéro CE :
Numéro MDL:
Code UNSPSC :
41106305
eCl@ss :
32160414
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Pureté

≥93%

Forme

powder

Solubilité

water: 50 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4OP([O-])(=O)O[C@@H]34

InChI

1S/C10H12N5O6P.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7;/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);/q;+1/p-1/t4-,6-,7-,10-;/m1./s1

Clé InChI

VSDSIACSNXHGOV-MCDZGGTQSA-M

Catégories apparentées

Application

Adenosine 2′:3′-cyclic monophosphate sodium salt has been used in lysis buffer for affinity purification and also in microscale thermophoresis measurements. It has also been used in electrophysiological studies of Tenebrio tubules.

Actions biochimiques/physiologiques

Adenosine 2′,3′-cyclic monophosphate (2′,3′-cAMP) is believed to serve as an extracellular source of adenosine. The release of extracellular 2′,3′-cAMP occurs in response to injury. 2′,3′-cAMP may be used to study the distribution and specificity of its degrading enzymes in the context of unique biological activities. 2′,3′-cAMP may also be used to study apoptosis induced at the level of mitochondrial permeability transition pores. 2′,3′-cAMP is converted into 2′-AMP and 3′-AMP which inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.

Attention

Caution: Do not confuse with the common adenosine 2′(3′)-monophosphate (mixed isomers).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

S G Srivatsan et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(22), 5184-5191 (2003-03-05)
We have synthesized and characterized novel, copper-metalated, polymeric templates that contain adenine nucleobases. These promote hydrolysis of non-natural and natural phosphate ester substrates in a highly efficient and catalytic fashion. The crystal structure of the cooper-containing adenylated monomer reveals the
Interaction of 2′, 3′-cAMP with Rbp47b plays a role in stress granule formation.
Kosmacz M, et al.
Plant Physiology, pp-00285 (2018)
Jin Ren et al.
The Journal of pharmacology and experimental therapeutics, 328(3), 855-865 (2008-11-27)
We recently developed a sensitive assay for 3',5'-cAMP using high-performance liquid chromatography-tandem mass spectrometry. Using this assay, we investigated the release of 3',5'-cAMP from isolated, perfused rat kidneys. To our surprise, we observed a dominant chromatographic peak that was because
R P Ballestero et al.
The Journal of biological chemistry, 272(17), 11479-11486 (1997-04-25)
Biochemical characterization of changes in gene expression that accompany optic nerve regeneration has led to the identification of proteins that may play key roles in the regeneration process. In this report, a cDNA encoding gRICH70, a novel isoform of the
J Azuma et al.
Journal of molecular and cellular cardiology, 15(1), 43-52 (1983-01-01)
Trapidil, a coronary vasodilator and positive inotropic agent, was tested for its ability to affect the normal "fast" action potentials and the "slow" action potentials and contractions of isolated perfused chick hearts, and to affect the tissue cyclic AMP level.

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