A derivative of ATP and an antagonist of the purinergic P2Y1, P2X3, and P2X2/3 receptors
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Alternative(s)
20902TNP-ATP (triethylammonium salt)
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TNP-ATP (sodium salt)

Item No. 38492

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
((3a'R,4'R,6'R,6a'R)-4'-(6-amino-9H-purin-9-yl)-2,4,6-trinitro-3a',4',6',6a'-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-2,5-dien-6'-yl)methyl triphosphate, tetrasodium salt
Molecular Formula
C16H13N8O19P3 • 4Na
Formula Weight
806.2
Purity
≥95%
Emission
547 nm
Excitation
403 nm
Formulation (Request formulation change)
A 10 mM solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O=P(OP([O-])([O-])=O)([O-])OP(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@]4([H])[C@]1([H])OC5(C([N+]([O-])=O)=CC([N+]([O-])=O)C=C5[N+]([O-])=O)O4)([O-])=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C16H17N8O19P3.4Na/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;;;;/h1-2,4-7,11-12,15H,3H2,(H,34,35)(H,36,37)(H2,17,18,19)(H2,31,32,33);;;;/q;4*+1/p-4/t6?,7-,11-,12-,15-,16?;;;;/m1..../s1
InChi Key
KCHIITPKWYBGJE-YXXRFPCHSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    3.6 mg

    $292

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    Product Description

    TNP-ATP is a derivative of ATP and an antagonist of the purinergic P2Y1, P2X3, and P2X2/3 receptors (IC50s = 6, 0.9, and 7 nM, respectively, in HEK293 cells expressing the human receptors).1 It is selective for these receptors over the purinergic P2X2, P2X4, and P2X7 receptors (IC50s = 2, 15.2, and >30 µM, respectively, in HEK293 cells expressing the human receptors). TNP-ATP decreases acetic acid-induced calcium flux in 1321N1 cells expressing the P2X3 and P2X2/3 receptors (IC50s = 100 and 62 nM, respectively).2 It reduces acetic acid-induced writhing in a mouse model of visceral pain (ED50 = 6.35 µmol/kg). It displays an emission maximum of 547 nm upon excitation at 403 nm, and its relative fluorescence increases four-fold when bound to insulin-degrading enzyme (IDE) and emission shifts to 538 nm.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Virginio, C., Robertson, G., Surprenant, A., et al. Trinitrophenyl-substituted nucleotides are potent antagonists selective for P2X1, P2X3, and heteromeric P2X2/3 receptors. Mol. Pharmacol. 53(6), 969-973 (1998).

    2. Honore, P., Mikusa, J., Bianchi, B., et al. TNP-ATP, a potent P2X3 receptor antagonist, blocks acetic acid-induced abdominal constriction in mice: Comparison with reference analgesics. Pain 96(1-2), 99-105 (2002).

    3. Yao, H., and Hersh, L.B. Characterization of the binding of the fluorescent ATP analog TNP-ATP to insulysin. Arch. Biochem. Biophys. 451(2), 175-181 (2006).