A2647

Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate

≥93% (HPLC), natural (organic), powder

• Synonym(s): β,γ-Imidoadenosine 5′-triphosphate lithium salt hydrate, AMP-PNP, ATP[β,γ-NH], Adenylyl imidodiphosphate lithium salt hydrate, App(NH)p
• Empirical Formula (Hill Notation): C₁₀H₁₇N₆O₁₂P₃ · xLi⁺ · yH₂O
• CAS Number: 25612-73-1
• Molecular Weight: 506.20 (free acid basis)
• MDL number: MFCD03424105
• UNSPSC Code: 41106305
• PubChem Substance ID: 24890685
• NACRES: NA.51
• Beilstein/REAXYS Number: 6047109
• Assay: ≥93% (HPLC)
• Biological source: natural (organic)
• Form: powder
• Solubility: H₂O: 50 mg/mL
• Storage temp.: −20°C

Properties

• Product Name: Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate, ≥93% (HPLC), powder
• biological source: natural (organic)
• Quality Level: 200
• assay: ≥93% (HPLC)
• form: powder
• color: white
• solubility: H₂O: 50 mg/mL
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [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
• InChI: 1S/C10H17N6O12P3/c11-8-5-9(13-2-12-8)16(3-14-5)10-7(18)6(17)4(27-10)1-26-31(24,25)28-30(22,23)15-29(19,20)21/h2-4,6-7,10,17-18H,1H2,(H,24,25)(H2,11,12,13)(H4,15,19,20,21,22,23)/t4-,6-,7-,10-/m1/s1
• InChI key: PVKSNHVPLWYQGJ-KQYNXXCUSA-N

Description

Application

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.

Biochem/physiol Actions

A non-hydrolyzable ATP analog. AMP-PNP competitively inhibits ATP-dependent enzyme systems, such as glutamine synthetase. It inhibits a number of enzymes which require the hydrolysis of ATP such as DNA topoisomerase II, SV40 large T-antigen helicase and a number of kinases. Blocks ATP-sensitive calcium-dependent potassium channels.

Preparation Note

A 10 mg/mL stock solution may be made, aliquoted and stored at -70 °C for up to 3 months.

Disclaimer

AMP-PNP is very unstable in acidic conditions; rapidly hydrolyzes to the phosphoramidate and inorganic phosphate.

Safety Information

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