28745-M

Adenosine 3′,5′-cyclic Monophosphate, N⁶,O2′-Dibutyryl-, sodium salt

≥95% (HPLC), lyophilized solid, PKA activator, Calbiochem^®

• Sinónimos: Adenosine 3′,5′-cyclic Monophosphate, N⁶,O^2′-Dibutyryl-, Sodium Salt, Dibutyryl-cAMP, Na
• Fórmula empírica (notación de Hill): C₁₈H₂₃N₅O₈P · Na
• Número de CAS: 16980-89-5
• Peso molecular: 491.37
• Número MDL: MFCD00005843
• Código UNSPSC: 41106305
• NACRES: NA.77

Propiedades

• Nombre del producto: Adenosine 3′,5′-cyclic Monophosphate, N⁶,O^2′-Dibutyryl-, Sodium Salt, This Dibutyryl-cAMP, CAS 16980-89-5, is a cell-permeable cAMP analog that preferentially activates PKA.
• descripción: RTECS - ES5055500
• Nivel de calidad: 200
• Ensayo: ≥95% (HPLC)
• Formulario: lyophilized solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; desiccated (hygroscopic)
• color: white
• solubilidad: water: 1 mg/mL
• temp. de almacenamiento: −20°C
• cadena SMILES: [Na+].[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2OC(=O)CCC)[n]3c4ncnc(c4nc3)NC(=O)CCC)CO1)[O-]
• InChI: 1S/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24);/q;+1/p-1/t10-,14-,15-,18-;/m1./s1
• Clave InChI: KRBZRVBLIUDQNG-JBVYASIDSA-M

Descripción

Descripción general

Sodium N-6,2′-O-dibutyryl adenosine-3′,5′-cyclic phosphate (DBcAMP) can stimulate the production of several cytokines, such as interleukin-6 (IL-6), IL-8, and transforming growth factor-β, by keratinocytes and fibroblasts. It can accelerate neovascularization in wound healing, potentially by increasing the accumulation of endothelial progenitor cells (EPC) at wound sites. DBcAMP plays a key role in inducing various biological effects, including cell proliferation, differentiation, and migration. Dibutyryl-cAMP (db-cAMP) can prevent acute pulmonary vascular injury induced by endotoxin and attenuate ischemia/reperfusion injury in rat lungs. It inhibits fibroblast proliferation and collagen production. DBcAMP also exhibits anti-fibrotic effects in vitro and in vivo.

Acciones bioquímicas o fisiológicas

Primary Target
PKA

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C) for long-term storage or refrigerate (4°C) for short-term storage. Aqueous stock solutions are stable for up to 3 days at 4°C or for up to 3 months at -20°C. Avoid pH >8.5.

Otras notas

Noveen, A., et al. 1996. Biochem. Biophys. Res. Commun.219, 180.
Tsai, C.H., et al. 1995. J. Cell. Physiol.164, 108.
Leszczynski, D., et al. 1994. Am. J. Pathol.145, 1265.
Miller, C., et al. 1994. J. Neurosci. Res.38, 56.
Hinko, A., and Soloff, M.S. 1993. Endocrinology 132, 126.
Ikeda, K., et al. 1993. J. Biol. Chem. 268, 1174.
Park, E.A., et al. 1993. J. Biol. Chem.268, 613.
Hei, Y-J., et al. 1991. Mol. Pharmacol. 39, 233.
Posternak, T., and Weimann, G. 1974. Methods Enzymol. 38, 399.

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 2
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable