A3262

Adenosine 3′,5′-cyclic monophosphate tris salt

≥97% (HPLC), powder

• Sinónimos: cAMP, cyclic AMP
• Fórmula empírica (notación de Hill): C₁₀H₁₂N₅O₆P · C₄H₁₁NO₃
• Número de CAS: 102029-77-6
• Peso molecular: 450.34
• Número MDL: MFCD00058346
• Código UNSPSC: 41106305
• eCl@ss: 32160414
• ID de la sustancia en PubChem: 329770822
• NACRES: NA.51

Propiedades

• origen biológico: synthetic
• Nivel de calidad: 200
• 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

Descripción

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.

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)