TNP-ATP (triethylammonium salt)

TNP-ATP is a derivative of ATP and an antagonist at the purinergic receptor subtypes P2X1, P2X3, and P2X2/3 (IC50s = 6, 0.9, and 7 nM, respectively). It is selective for those receptor subtypes over P2X2, P2X4, and P2X7 receptors (IC50s = 2,000, 15,200, and >30,000 nM, respectively). TNP-ATP inhibits calcium flux in 1321N1 cells expressing P2X3 and P2X2/3 receptors (IC50s = 10 and 62 nM, respectively). In a mouse model of visceral pain, TNP-ATP reduces acetic-acid induced writhing with an ED50 value of 6.35 µmol/kg. TNP-ATP is also a fluorescent probe for the activity of ATP-binding enzymes, such as insulin-degrading enzyme (IDE). It displays excitation/emission maxima of 403 and 547 nm, respectively, with a four-fold increase in fluorescence intensity and an emission shift to 538 nm when bound to IDE.Formal Name: ((3a'R,4'R,6'R,6a'R)-4'-(6-amino-9H-purin-9-yl)-6'-(((((((hydroxyoxidophosphoryl)oxy)oxidophosphoryl)oxy)oxidophosphoryl)oxy)methyl)-2,6-dinitro-3a',4',6',6a'-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-2,5-dien-4-ylidene)azinate, triethyltetraammonium salt. Molecular Formula: C16H13N8O19P3 . 4C6H16N. Formula Weight: 1123.0. Purity: >95%. Emission: 547 nm. Excitation: 403 nm. Formulation: (Request formulation change), A 10 mM solution in water. Solubility: Water: Soluble. SMILES: O=P(OP(OP(O)([O-])=O)([O-])=O)([O-])OC[C@@H]1[C@]2([H])[C@](OC3(C([N+]([O-])=O)=C/C(C=C3[N+]([O-])=O)=[N+]([O-])/[O-])O2)([H])[C@H](N4C=NC5=C4N=CN=C5N)O1.CC[NH+](CC)CC.CC[NH+](CC)CC.CC[NH+](CC)CC.CC[NH+](CC)CC. InChi Code: InChI=1S/C16H16N8O19P3.4C6H15N/c17-13-10-14(19-4-18-13)21(5-20-10)15-12-11(7(39-15)3-38-45(34,35)43-46(36,37)42-44(31,32)33)40-16(41-12)8(23(27)28)1-6(22(25)26)2-9(16)24(29)30,4*1-4-7(5-2)6-3/h1-2,4-5,7,11-12,15H,3H2,(H6-,17,18,19,25,26,31,32,33,34,3. InChi Key: XTSNRUFLZVGKOU-NRBYJGOSSA-O.