A9501

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder, PKA activator

• Synonyme(s) : 3′,5′-Cyclic AMP, Adenosine 3′,5′-cyclophosphate, cAMP
• Formule empirique (notation de Hill): C₁₀H₁₂N₅O₆P
• Numéro CAS: 60-92-4
• Poids moléculaire : 329.21
• Numéro Beilstein : 52645
• Numéro CE : 200-492-9
• Numéro MDL: MFCD00005845
• Code UNSPSC : 41106305
• eCl@ss : 32160414
• ID de substance PubChem : 24278245
• Nomenclature NACRES : NA.77

Propriétés

• product name: Adenosine 3′,5′-cyclic monophosphate, ≥98.5% (HPLC), powder
• Pureté: ≥98.5% (HPLC)
• Forme: powder
• Couleur: white
• Pf: 260 °C (dec.) (lit.)
• Solubilité: H₂O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)
• Température de stockage: −20°C
• Chaîne SMILES: Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O
• InChI: 1S/C10H12N5O6P/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/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
• Clé InChI: IVOMOUWHDPKRLL-KQYNXXCUSA-N
• Informations sur le gène: human ... OPRK1(4986)

Description

Application

Adenosine 3′,5′-cyclic monophosphate has been used:

• as cell culture medium supplement in embryonic spinal neurons
• as a component of ringer solution for perfusion studies
• to induce neuroendocrine differentiation in human lung cancer cell lines

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.

Caractéristiques et avantages

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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)