A P2Y2 receptor agonist
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Uridine-5'-O-(3-thiotriphosphate) (sodium salt)

Item No. 38692

Technical Information
Formal Name
uridine 5′-(trihydrogen diphosphate), P′-anhydride with phosphorothioic acid, tetrasodium salt
Synonyms
  • UTP-γ-S
Molecular Formula
C9H11N2O14P3S • 4Na
Formula Weight
Purity
≥95%
A solution in water
Water: Soluble
SMILES
[S-]P([O-])(OP([O-])(OP([O-])(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C=CC(NC2=O)=O)=O)=O)=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C9H15N2O14P3S.4Na/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(23-8)3-22-26(16,17)24-27(18,19)25-28(20,21)29;;;;/h1-2,4,6-8,13-14H,3H2,(H,16,17)(H,18,19)(H,10,12,15)(H2,20,21,29);;;;/q;4*+1/p-4/t4-,6-,7-,8-;;;;/m1..../s1
InChi Key
NIHHDDVKLDQJOP-ODQFIEKDSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Uridine-5'-O-(3-thiotriphosphate) (UTP-γ-S) is a hydrolysis-resistant derivative of UTP (Item No. 9003530) an agonist of the purinergic P2Y2 receptor.1 It induces inositol phosphate formation in 1321N1 astrocytoma cells expressing the human P2Y2 receptor (EC50 = 240 nM) and chloride secretion in primary nasal epithelial cells from patients with cystic fibrosis in a concentration-dependent manner. UTP-γ-S induces vasoconstriction in isolated human coronary arteries (EC50 = 25.1 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lazarowski, E.R., Watt, W.C., Stutts, M.J., et alEnzymatic synthesis of UTPγS, a potent hydrolysis resistant agonist of P2U-purinoceptors. Br. J. Pharmacol. 117(1), 203-209 (1996).

    2. Malmsjö, M., Hou, M., Harden, T.K., et alCharacterization of contractile P2 receptors in human coronary arteries by use of the stable pyrimidines uridine 5'-O-thiodiphosphate and uridine 5'-O-3-thiotriphosphate. J. Pharmacol. Exp. Ther. 293(3), 755-760 (2000).