31556-28-2
Chemical Structure
4-Thiouridine 5′-triphosphate
Synonym(s): 4-Thio-UTP
- CAS No.: 31556-28-2
- Formula:C9H15N2O14P3S
- Molecular Weight:500.21
IUPAC Name: ((2R,3S,4R,5R)-3,4-dihydroxy-5-(2-oxo-4-thioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate
InChIKey: GKVHYBAWZAYQDO-XVFCMESISA-N
SMILES: S=C(C=CN1[C@H]2[C@H](O)[C@H](O)[C@@H](COP(O)(OP(O)(OP(O)(O)=O)=O)=O)O2)NC1=O
Biological Activity: 4-Thiouridine 5′-triphosphate (4-Thio-UTP) is an influenza virus RNA polymerase inhibitor (IC50 = 45 μM) and a P2Y12 receptor antagonist. 4-Thiouridine 5′-triphosphate inhibits the incorporation of UTP into viral RNA by the influenza virus ribonucleoprotein polymerase complex and competitively antagonizes the binding of Adenosine 5'-diphosphate (ADP) (HY-W010918) to platelet P2Y12 receptors, blocking ADP -induced inhibition of adenylate cyclase (Adenylate Cyclase) and Cyclic AMP (cAMP) (HY-B1511) production, thereby inhibiting collagen-induced and ADP-induced platelet aggregation. 4-Thiouridine 5′-triphosphate activates Gq-coupled P2Y2 and P2Y4 receptors. 4-Thiouridine 5′-triphosphate can be used for research on influenza and thrombosis[1][2][3].
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4-Thiouridine 5′-triphosphate | 4-Thiouridine 5′-triphosphate (4-Thio-UTP) is an influenza virus RNA polymerase inhibitor (IC50 = 45 μM) and a P2Y12 receptor antagonist. 4-Thiouridine 5′-triphosphate inhibits the incorporation of UTP into viral RNA by the influenza virus ribonucleoprotein polymerase complex and competitively antagonizes the binding of Adenosine 5'-diphosphate (ADP) (HY-W010918) to platelet P2Y12 receptors, blocking ADP -induced inhibition of adenylate cyclase (Adenylate Cyclase) and Cyclic AMP (cAMP) (HY-B1511) production, thereby inhibiting collagen-induced and ADP-induced platelet aggregation. 4-Thiouridine 5′-triphosphate activates Gq-coupled P2Y2 and P2Y4 receptors. 4-Thiouridine 5′-triphosphate can be used for research on influenza and thrombosis. | |||||||||||||||||||||
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References
- [1]. Meneghesso S, et al. Synthesis and biological evaluation of pyrimidine nucleoside monophosphate prodrugs targeted against influenza virus. Antiviral research. 2012 Apr;94(1):35-43.
- [2]. Gündüz D, et al. Uridine triphosphate thio analogues inhibit platelet P2Y12 receptor and aggregation. International Journal of Molecular Sciences. 2017 Jan 29;18(2):269.
- [3]. El-Tayeb A, et al. Structural modifications of UMP, UDP, and UTP leading to subtype-selective agonists for P2Y2, P2Y4, and P2Y6 receptors. Journal of medicinal chemistry. 2011 Apr 28;54(8):2878-90. [Content Brief]
