B5386

8-Bromoadenosine 3′,5′-cyclic monophosphate

≥97% (HPLC), powder, protein kinase A activator

• Sinónimos: 8-Br-A-3:5-MP, 8-Br-cAMP, 8-Bromo-cAMP
• Fórmula empírica (notación de Hill): C₁₀H₁₁BrN₅O₆P
• Número de CAS: 23583-48-4
• Peso molecular: 408.10
• Beilstein: 591930
• Número CE: 245-760-6
• Número MDL: MFCD00075580
• Código UNSPSC: 41106305
• ID de la sustancia en PubChem: 24891835
• NACRES: NA.77

Propiedades

• Nombre del producto: 8-Bromoadenosine 3′,5′-cyclic monophosphate, ≥97% (HPLC)
• Nivel de calidad: 200
• Ensayo: ≥97% (HPLC)
• Formulario: powder
• mp: 254 °C (dec.) (lit.)
• solubilidad: aqueous base: soluble, clear
• temp. de almacenamiento: −20°C
• cadena SMILES: Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc12
• InChI: 1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
• Clave InChI: DVKQVRZMKBDMDH-UUOKFMHZSA-N

Descripción

Aplicación

8-Bromoadenosine 3′,5′-cyclic monophosphate has been used:

• to treat H295R cells as positive controls for CYP19 induction
• as a membrane permeable cAMP analog to study its effect on short-circuit current (I_sc)
• to investigate its potential as an inducer of differentiation in Wharton′s jelly-derived mesenchymal stem cells (WJ-MSCs)

Acciones bioquímicas o fisiológicas

8-Bromoadenosine 3′,5′-cyclic monophosphate is a cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. 8-Bromoadenosine 3′,5′-cyclic monophosphate activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.

8-bromo-adenosine 3′,5′-cyclic monophosphate (8-bromo-cAMP), added to hepatocytes during plating helps to increase the acquisition of beta-adrenoceptors.

Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP.

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.

Otras notas

8-Bromoadenosine 3′,5′-cyclic monophosphate is a membrane-permeable cAMP analog.

Sensitive to light and moisture

Precaución

Sensitive to light and moisture.

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)