203800

Adenosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt

Cell-permeable cAMP analog that has greater resistance to phosphodiesterases than cAMP.

• Sinónimos: Adenosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt, 8-Bromo-cAMP, Na
• Fórmula empírica (notación de Hill): C₁₀H₁₀BrN₅O₆P · Na
• Número de CAS: 76939-46-3
• Peso molecular: 430.08
• Número MDL: MFCD00005844
• Código UNSPSC: 41106305
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; desiccated (hygroscopic)
• color: white
• solubilidad: water: soluble
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: [Na+].[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]3c4ncnc(c4nc3Br)N)CO1)[O-]
• InChI: 1S/C10H11BrN5O6P.Na/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);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1
• Clave InChI: DMRMZQATXPQOTP-GWTDSMLYSA-M

Descripción

Descripción general

Cell-permeable cAMP analog that has greater resistance to phosphodiesterases than cAMP. Preferentially activates protein kinase A (PKA). Directly activates Epac, a Rap1 guanine-nucleotide exchange factor.

Cell-permeable cAMP analog that is more resistant to phosphodiesterases than cAMP. Preferentially activates cAMP-dependent protein kinase (PKA). Induces the guanine-nucleotide-exchange factor activity of GEFI, also known as Epac (exchange protein directly activated by cAMP), and GEFII toward Rap1 both in vivo and in vitro.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
PKA

Product does not compete with ATP.

Reversible: no

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Avoid pH >8.5.

Otras notas

Kawasaki, H., et al. 1998. Science 282, 2275.
de Rooij, J., et al. 1998. Nature 396, 474.
Boyer, B., and Thiery, J.P. 1993. J. Cell Biol.120, 767.
Hei, Y.-J., et al. 1991. Mol. Pharmacol. 39, 233.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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