alpha,beta-Methyleneadenosine 5'-triphosphate (sodium salt)

alpha,beta-Methyleneadenosine 5'-triphosphate (alphabeta-methylene ATP) is a phosphonic analog of ATP that is characterized by the replacement of the bridging oxygen atom between the alpha- and beta-phosphate groups with methylene. It is an agonist of P2X purinoceptors P2X1 and P2X3 (EC50 = ~1 µM) and is ~1,000-fold less potent at P2X2, P2X receptors 4-7, and P2Y receptors. Persistent activation of purinoceptors results in desensitization, resulting in an antagonist-like effect of alphabeta-methylene ATP. alphabeta-methylene ATP is used as a stable analog of ATP (Cay-14498) to study the interaction of ATP with kinases and other proteins. It weakly binds and inhibits adenylate cyclase in a calcium-dependent manner (Ki= ~0.5 mM).Formal Name: 5'-[hydrogen P-[[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] adenosine, trisodium salt. CAS Number: 1343364-54-4. Synonyms: alphabeta-methylene ATP. Molecular Formula: C11H15N5O12P3 . 3Na. Formula Weight: 571.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: PBS (pH 7.2): 10 mg/ml. lambdamax: 259 nm. SMILES: O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O[C@@H]1COP(CP(OP(O)([O-])=O)([O-])=O)([O-])=O.[Na+].[Na+].[Na+]. InChi Code: InChI=1S/C11H18N5O12P3.3Na/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25,,,/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25),,,/q,3*+1/p-3/t5-,7-,8-,11-,,,/m1.../s1. InChi Key: CBAGKCWFSRTVER-MTQUBGKESA-K.