A3262

Adenosine 3′,5′-cyclic monophosphate tris salt

≥97% (HPLC), powder

• Synonyme(s) : cAMP, cyclic AMP
• Formule empirique (notation de Hill): C₁₀H₁₂N₅O₆P · C₄H₁₁NO₃
• Numéro CAS: 102029-77-6
• Poids moléculaire : 450.34
• Numéro MDL: MFCD00058346
• Code UNSPSC : 41106305
• eCl@ss : 32160414
• ID de substance PubChem : 329770822
• Nomenclature NACRES : NA.51

Propriétés

• Source biologique: synthetic
• Pureté: ≥97% (HPLC)
• Forme: powder
• Couleur: white
• Solubilité: H₂O: 100 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: NC(CO)(CO)CO.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O
• InChI: 1S/C10H12N5O6P.C4H11NO3/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7;5-4(1-6,2-7)3-8/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);6-8H,1-3,5H2/t4-,6-,7-,10-;/m1./s1
• Clé InChI: CLDDYJFNXTUHIN-MCDZGGTQSA-N

Description

Description générale

Adenosine 3′,5′-cyclic monophosphate (cAMP) is synthesized from ATP in the presence of Adenylate cyclase enzyme. cAMP is majorly used as a marker in immunochemical detection assays. Intracellular levels of cAMP control immune and inflammatory functions. Bacterial infection triggers intracellular cAMP production. Elevated levels of cAMP modulates mitogen-activated protein kinase (MAPK) in cancer. An altered cAMP level is implicated in pathogenesis of cataract and cardiovascular disease. A decrease in cAMP levels triggers impaired insulin secretion in diabetes.

Application

Adenosine 3′,5′-cyclic monophosphate tris salt has been used as a medium supplement for human endometrial stromal cells (hESCs) culture and induced neural stem cells (iNSCs). It has been used in the spectroscopic characterization of pink flamindo, a red cAMP indicator.

Actions biochimiques/physiologiques

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)