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A9376

Sigma-Aldrich

Adenosine 2′:3′-cyclic monophosphate sodium salt

≥93%

Sinónimos:

2′,3′-cAMP sodium salt

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About This Item

Fórmula lineal:
C10H11N5O6PNa
Número de CAS:
37063-35-7
Peso molecular:
351.19
Número CE:
253-328-3
Número MDL:
MFCD00005757
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de la sustancia en PubChem:
24891439
NACRES:
NA.51

origen biológico

synthetic (organic)

Nivel de calidad

200

Análisis

≥93%

formulario

powder

solubilidad

water: 50 mg/mL, clear, colorless

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

VSDSIACSNXHGOV-MCDZGGTQSA-M

Categorías relacionadas

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Precaución

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
Interaction of 2′, 3′-cAMP with Rbp47b plays a role in stress granule formation.
Kosmacz M, et al.
Plant Physiology, pp-00285 (2018)
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
Sandrine Evellin et al.
Methods in molecular biology (Clifton, N.J.), 284, 259-270 (2004-06-03)
cAMP is a ubiquitous second messenger that controls numerous cellular events including movement, growth, metabolism, contraction, and synaptic plasticity. With the emerging concept of compartmentalization of cAMP-dependent signaling, a detailed study of the spatio-temporal intracellular dynamics of cAMP is required.
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