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A6885

Sigma-Aldrich

Adenosine 3′,5′-cyclic monophosphate sodium salt monohydrate

≥98.0% (HPLC), powder

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Sinónimos:
3′,5′-Cyclic AMP sodium salt, cAMP-Na
Fórmula empírica (notación de Hill):
C10H11N5NaO6P · H2O
Número de CAS:
37839-81-9
Peso molecular:
369.20
Beilstein:
54612
Número MDL:
MFCD00069736
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de la sustancia en PubChem:
24891151
NACRES:
NA.77

Nivel de calidad

200

Análisis

≥98.0% (HPLC)

formulario

powder

color

white

solubilidad

H2O: 10 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

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

InChI

1S/C10H12N5O6P.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(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

BXJBFCKTIWRKMQ-MCDZGGTQSA-M

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Categorías relacionadas

Aplicación

Adenosine-3′,5′-cyclic monophosphate (cAMP) is an activator of cyclic-AMP-dependent protein kinase A (PKA). The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis. Exogneous cAMP plays a role in the spontaneous activity and contraction of the heart muscle.

Acciones bioquímicas o fisiológicas

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis.

Características y beneficios

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases and PKA & PKG pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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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W Tuganowski et al.
Polish journal of pharmacology and pharmacy, 30(4), 451-454 (1978-07-01)
Isotonic solution of cAMP-Na was applied into spontaneously beating auricular fibres by a cut-end method. Cyclic AMP enhanced the spontaneous rate (mean 48%) and increased the contractile tension (mean 297%). These results provided direct evidence that cAMP is involved in
Corinne Giusti et al.
Experimental cell research, 315(1), 26-38 (2008-10-28)
Dictyostelium atg1- mutant cells provide an experimentally and genetically favorable model to study necrotic cell death (NCD) with no interference from apoptosis or autophagy. In such cells subjected to starvation and cAMP, induction by the differentiation-inducing factor DIF or by
Logan A Collier et al.
mBio, 11(6) (2020-11-26)
The filamentous fungus Neurospora crassa decomposes lignocellulosic biomass to generate soluble sugars as carbon sources. In this study, we investigated a role for heterotrimeric G-protein signaling in cellulose degradation. Loss of the Gα subunit genes gna-1 and gna-3, the Gβ
Connor M Blair et al.
Bio-protocol, 10(7), e3581-e3581 (2021-03-05)
Cyclic nucleotide degrading phosphodiesterase (PDE) enzymes are crucial to the fine tuning of cAMP signaling responses, playing a pivotal role in regulating the temporal and spatial characteristics of discrete cAMP nanodomains and hence the activity of cAMP-effector proteins. As a
U Dunzendorfer et al.
European urology, 8(6), 363-366 (1982-01-01)
Patients with a history of idiopathic calcium oxalate stones, but without current stone formation, show distinctly higher levels of serum cAMP (cyclic adenosine 3',5'-monophosphate) after rapid injection of an extreme concentration of parathyroid extract (PTE). Extreme parathyroid hormone (PTH) levels
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