A9501

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder, PKA activator

• Sinónimos: 3′,5′-Cyclic AMP, Adenosine 3′,5′-cyclophosphate, cAMP
• Fórmula empírica (notación de Hill): C₁₀H₁₂N₅O₆P
• Número de CAS: 60-92-4
• Peso molecular: 329.21
• Beilstein/REAXYS Number: 52645
• EC Number: 200-492-9
• MDL number: MFCD00005845
• UNSPSC Code: 41106305
• eCl@ss: 32160414
• PubChem Substance ID: 24278245
• NACRES: NA.77

Propiedades

• product name: Adenosine 3′,5′-cyclic monophosphate, ≥98.5% (HPLC), powder
• assay: ≥98.5% (HPLC)
• form: powder
• color: white
• mp: 260 °C (dec.) (lit.)
• solubility: H₂O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)
• storage temp.: −20°C
• SMILES string: 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
• InChI key: IVOMOUWHDPKRLL-KQYNXXCUSA-N
• Gene Information: human ... OPRK1(4986)

Descripción

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

Biochem/physiol Actions

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.

Features and Benefits

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.

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)