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Merck

A3262

Sigma-Aldrich

Adenosine 3′,5′-cyclic monophosphate tris salt

≥97% (HPLC), powder

Sinónimos:

cAMP, cyclic AMP

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About This Item

Fórmula empírica (notación de Hill):
C10H12N5O6P · C4H11NO3
Número de CAS:
Peso molecular:
450.34
Número MDL:
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de la sustancia en PubChem:
NACRES:
NA.51

origen biológico

synthetic

Nivel de calidad

Ensayo

≥97% (HPLC)

Formulario

powder

color

white

solubilidad

H2O: 100 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

NC(CO)(CO)CO.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O

InChI

1S/C10H12N5O6P.C4H11NO3/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;5-4(1-6,2-7)3-8/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);6-8H,1-3,5H2/t4-,6-,7-,10-;/m1./s1

Clave InChI

CLDDYJFNXTUHIN-MCDZGGTQSA-N

Categorías relacionadas

Descripción general

Adenosine 3′,5′-cyclic monophosphate (cAMP) is synthesized from ATP in the presence of Adenylate cyclase enzyme. cAMP is majorly used as a marker in immunochemical detection assays. Intracellular levels of cAMP control immune and inflammatory functions. Bacterial infection triggers intracellular cAMP production. Elevated levels of cAMP modulates mitogen-activated protein kinase (MAPK) in cancer. An altered cAMP level is implicated in pathogenesis of cataract and cardiovascular disease. A decrease in cAMP levels triggers impaired insulin secretion in diabetes.

Aplicación

Adenosine 3′,5′-cyclic monophosphate tris salt has been used as a medium supplement for human endometrial stromal cells (hESCs) culture and induced neural stem cells (iNSCs). It has been used in the spectroscopic characterization of pink flamindo, a red cAMP indicator.

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.

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

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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