A9501

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder, PKA activator

• Sinónimos: 3′,5′-Cyclic AMP, Adenosine 3′,5′-cyclophosphate, cAMP
• Fórmula empírica (notación de Hill): C₁₀H₁₂N₅O₆P
• Número de CAS: 60-92-4
• Peso molecular: 329.21
• Beilstein: 52645
• Número CE: 200-492-9
• Número MDL: MFCD00005845
• Código UNSPSC: 41106305
• eCl@ss: 32160414
• ID de la sustancia en PubChem: 24278245
• NACRES: NA.77

Propiedades

• Nombre del producto: Adenosine 3′,5′-cyclic monophosphate, ≥98.5% (HPLC), powder
• Ensayo: ≥98.5% (HPLC)
• Formulario: powder
• color: white
• mp: 260 °C (dec.) (lit.)
• solubilidad: H₂O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)
• temp. de almacenamiento: −20°C
• cadena SMILES: Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O
• InChI: 1S/C10H12N5O6P/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)/t4-,6-,7-,10-/m1/s1
• Clave InChI: IVOMOUWHDPKRLL-KQYNXXCUSA-N
• Información sobre el gen: human ... OPRK1(4986)

Descripción

Aplicación

Adenosine 3′,5′-cyclic monophosphate has been used:

• as cell culture medium supplement in embryonic spinal neurons[1][2]
• as a component of ringer solution for perfusion studies[3]
• to induce neuroendocrine differentiation in human lung cancer cell lines[4]

Acciones bioquímicas o fisiológicas

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). The cAMP/PKA signaling pathway inhibits cell proliferation, induces differentiation and leads to apoptosis.

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 ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Información de seguridad

• 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)