28745-M

N⁶,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt

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

• Synonyme(s) : Adenosine 3′,5′-cyclic Monophosphate, N⁶,O^2′-Dibutyryl-, Sodium Salt, Dibutyryl-cAMP, Na
• Formule empirique (notation de Hill) : C₁₈H₂₃N₅O₈P · Na
• Numéro CAS: 16980-89-5
• Poids moléculaire : 491.37
• Numéro MDL: MFCD00005843
• Code UNSPSC : 41106305
• Nomenclature NACRES : NA.77

Propriétés

• Nom du produit: 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.
• Description: RTECS - ES5055500
• Niveau de qualité: 200
• Essai: ≥95% (HPLC)
• Forme: lyophilized solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; desiccated (hygroscopic)
• Couleur: white
• Solubilité: water: 1 mg/mL
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: KRBZRVBLIUDQNG-JBVYASIDSA-M

Description

Description générale

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.[1] 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.[2]

Actions biochimiques/physiologiques

Primary Target
PKA

Notes préparatoires

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.

Autres remarques

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.

Informations légales

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

Clause de non-responsabilité

Toxicity: Standard Handling (A)

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable