Adenosine 3′,5′-cyclic monophosphate
SIGMA/A9501 - ≥98.5% (HPLC), powder
Synonym: 3′,5′-Cyclic AMP; Adenosine 3′,5′-cyclophosphate; cAMP
CAS Number: 60-92-4
Empirical Formula (Hill Notation): C10H12N5O6P
Molecular Weight: 329.21
EC Number: 200-492-9
MDL Number: MFCD00005845
Linear Formula: C10H12N5O6P
Product Type: Chemical
assay | ≥98.5% (HPLC) |
color | white |
form | powder |
InChI | 1S/C10H12N5O6P/c11-8-5-9( |
InChI key | IVOMOUWHDPKRLL-KQYNXXCUSA |
mp | 260 °C (dec.) (lit.) |
Quality Level | 200 |
SMILES string | Nc1ncnc2n(cnc12)[C@@H]3O[ |
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 |
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 . |
Packaging: | 1, 5, 25 g in poly bottle |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥98.5% (HPLC) |
mp | 260 °C (dec.) (lit.) |
Storage Temp. | −20°C |
UNSPSC | 41106305 |