A9501

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder, PKA activator

• Sinonimo/i: 3′,5′-Cyclic AMP, Adenosine 3′,5′-cyclophosphate, cAMP
• Formula empirica (notazione di Hill): C₁₀H₁₂N₅O₆P
• Numero CAS: 60-92-4
• Peso molecolare: 329.21
• Beilstein: 52645
• Numero CE: 200-492-9
• Numero MDL: MFCD00005845
• Codice UNSPSC: 41106305
• eCl@ss: 32160414
• ID PubChem: 24278245
• NACRES: NA.77

Proprietà

• Nome del prodotto: Adenosine 3′,5′-cyclic monophosphate, ≥98.5% (HPLC), powder
• Saggio: ≥98.5% (HPLC)
• Stato: powder
• Colore: white
• Punto di fusione: 260 °C (dec.) (lit.)
• Solubilità: H₂O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; IVOMOUWHDPKRLL-KQYNXXCUSA-N
• Informazioni sul gene: human ... OPRK1(4986)

Descrizione

Applicazioni

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

• as cell culture medium supplement in embryonic spinal neurons[1][2]
• as a component of ringer solution for perfusion studies[3]
• to induce neuroendocrine differentiation in human lung cancer cell lines[4]

Azioni biochim/fisiol

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). The cAMP/PKA signaling pathway inhibits cell proliferation, induces differentiation and leads to apoptosis.

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.

Caratteristiche e vantaggi

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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)