Basic information
- CAS
114661-04-0- Standard 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- Molecular formula
- C10H17N6O12P3
- Average molar mass
- 506.2 g/mol
- Monoisotopic mass
- 506.01173099
Overview
AMP-PNP is an adenosine 5'-phosphate.
Names & identifiers
- Preferred name
- 5'-Adenylic acid, anhydride with imidodiphosphoric acid (1:1)
- IUPAC
- [[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]amino]phosphonic acid
- English name
- Adenylyl Imidodiphosphate
- Molecular formula
- C10H17N6O12P3
- Molecular weight
- 506.2
Names & synonyms
AMP-PNP25612-73-1ADENYLYL IMIDODIPHOSPHATEgamma-Imino-ATPAMPPNPAdenyl imidodiphosphatebeta,gamma-Imido-ATP[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]amino]phosphonic acidATP(beta,gamma-NH)DTXSID90180289Adenosine 5'-(beta,gamma-Imino)triphosphateCHEBI:47785
Show more names
Phosphoaminophosphonic acid-adenylate esterAMP-P(NH)Pβ,γ-ImidoATPβ,γ-Imido-ATP93% (HPLC), powderAdenylyl beta,gamma-imidodiphosphateAdenosine 5′-(β,γ-imido)triphosphate
ATP[beta,gamma-NH]5'-Adenylic acid, monoanhydride with imidodiphosphoric acid5'-O-(hydroxy{[hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl)adenosineAdenylylimidodiphosphategamma Imido ATPgamma Imino ATPgamma-Imido-ATPAdenylimidodiphosphate
Database identifiers
Properties
Computed structural properties
- XLogP
- -6
- Topological polar surface area
- 282 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 8
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 801
Physicochemical properties
- Boiling point
- 965.5 · 965.5±75.0 °C(Predicted)
- Density
- 2.65 · 2.65±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 2 O: · H2O: soluble50mg/mL
- form
- powder
- pka
- 1.16 · 1.16±0.50(Predicted)
- color
- white
- biological source
- natural (organic)
- Water Solubility
- 2 O: · H2O: 50mg/mL
- BRN
- 6047109 · 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 · 41106305
- NACRES
- 51 · NA.51
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 22 · 22-24/25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesAMP-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.
UsesAdenosine 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 DescriptionAMP-PNP(adenylyl-imidodiphosphate) is an artificial substrate of enzyme, adenylate cyclase. Adenylate cyclase helps to hydrolyze adenylyl-imidodiphosphate slowly than ATP.
Additional notes
DefinitionChEBI: AMP-PNP is an adenosine 5'-phosphate.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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