5'-Adenylic acid, anhydride with imidodiphosphoric acid (1:1)
AMP-PNP · Phosphoaminophosphonic acid-adenylate ester · AMP-P(NH)P · β,γ-ImidoATP · β,γ-Imido-ATP · 93% (HPLC), powder · Adenyl imidodiphosphate · Adenylyl Imidodiphosphate
Identifiers & Physical Properties
| CAS No. | 114661-04-0 |
|---|---|
| Molecular formula | C10H17N6O12P3 |
| Average molar mass | 506.2 g/mol |
| Monoisotopic mass | 506.01173099 g/mol |
| SMILES | Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)NP(=O)(O)O)[C@@H](O)[C@H]1O |
| InChIKey | PVKSNHVPLWYQGJ-KQYNXXCUSA-N |
| PubChem CID | 33113 |
| ChEMBL | CHEMBL1230989 |
| ChEBI | CHEBI:47785 |
| DTXSID | DTXSID90180289 |
Chemical & Physical Properties
| XLogP | -6 |
|---|---|
| Topological polar surface area | 282 |
| Hydrogen bond donors | 8 |
| Hydrogen bond acceptors | 17 |
| Rotatable bonds | 8 |
| Heavy atoms | 31 |
| Formal charge | 0 |
| Complexity | 801 |
| Boiling point | 965.5±75.0 °C(Predicted) |
| Density | 2.65±0.1 g/cm3(Predicted) |
| Storage conditions | -20°C |
| Solubility | H2O: soluble50mg/mLH2O: 50mg/mL |
| Physical state | powder |
| pKa (acidity coefficient) | 1.16±0.50(Predicted) |
| Color | white |
| Biological source | natural (organic) |
| BRN | 6047109 |
| InChIKey | PVKSNHVPLWYQGJ-KQYNXXCUSA-N |
| SMILES | [Li+].[Li+].[Li+].[Li+].[H]O[H].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)NP([O-])([O-])=O)[C@@H](O)[C@H]3O |
| UNSPSC Code | 41106305 |
| NACRES | NA.51 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Safety statements (S) | 22-24/25 |
| Water hazard class (WGK) | 3 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
|---|---|
| Water hazard class (WGK) | 3 |
| Safety statements (S) | 22-24/25 |
| Storage class | 11 - Combustible Solids |
Applications & Uses
Uses
AMP-PNP is a competitive inhibitor of most ATP-dependent systems. A good substrate for enzymes hydrolyzing between the α- and β-phosphorus atom, yet is resistant to enzymes cleaving between the β- and γ-phosphorus atom. Substrate of snake venom phosphodiesterase and adenylate cyclase. AMP-PNP has been used for two-motor fluorescence assay.
Uses
Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate has been used in a study to research the effects of monovalent cations Li+, Na+, K+, NH4+, Rb+ and Cs+ on the solid and solution structures of the nucleic acid components. Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate has also been used in a study to determine that antidepressants inhibit interferon-γ-induced microglial production of IL-6 and nitric oxide.
General Description
AMP-PNP(adenylyl-imidodiphosphate) is an artificial substrate of enzyme, adenylate cyclase. Adenylate cyclase helps to hydrolyze adenylyl-imidodiphosphate slowly than ATP.