288104

2′,5′-Dideoxyadenosine

Cell-permeable, non-competitive adenylate cyclase inhibitor (IC₅₀ = 3 µM), that binds to the adenosine P1 binding site.

• Sinónimos: 2′,5′-Dideoxyadenosine, 2ʹ,5ʹ-dd-Ado
• Fórmula empírica (notación de Hill): C₁₀H₁₃N₅O₂
• Número de CAS: 6698-26-6
• Peso molecular: 235.24
• Número MDL: MFCD00210904
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: white
• solubilidad: DMSO: 10 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [n]2(c3ncnc(c3nc2)N)[C@@H]1O[C@@H]([C@H](C1)O)C
• InChI: 1S/C10H13N5O2/c1-5-6(16)2-7(17-5)15-4-14-8-9(11)12-3-13-10(8)15/h3-7,16H,2H2,1H3,(H2,11,12,13)/t5-,6+,7-/m1/s1
• Clave InChI: FFHPXOJTVQDVMO-DSYKOEDSSA-N

Descripción

Descripción general

Cell-permeable, non-competitive adenylate cyclase inhibitor (IC₅₀ = 3 µM), that binds to the adenosine P1 binding site. Blocks positive inotropic and chronotropic effects of β-adrenergic agents.

Membrane-permeable adenylate cyclase inhibitor that binds non-competitively to the enzyme via the P-site. Its inhibitory effect varies widely among tissues (IC₅₀ = 3 µM for detergent solubilized rat brain membranes; IC₅₀ = 45 µM for purified bovine brain enzyme). Blocks the forskolin-induced activation of adenylate cyclase activity (IC₅₀ = 540 µM) in cultured bovine aortic endothelial cells. Also blocks the positive ionotropic and chronotropic effects of β-adrenergic agents.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 3 µM against adenylate cyclase

Advertencia

Toxicity: Standard Handling (A)

Otras notas

Ibrahimi, A., et al. 1999. Am. J. Physiol.276, C487.
Hartman, M., and Schrader, J. 1995. J. Mol. Cell. Cardiol. 25, 331.
Bushfield, M., et al. 1990. Mol. Pharmacol.38, 848.
Reid, I.R., et al. 1990. Am. J. Physiol.258, E708.
Legrand, A.B., et al. 1990. Biochem. Pharmacol.40, 1103.
Johnson, R.A., et al. 1989. Mol. Pharmacol.35, 681.
Holgate, S.T., et al. 1980. Proc. Natl. Acad. Sci. USA77, 6800.

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