Uridine triphosphate

• CAT Number: I009968
• CAS Number: 63-39-8
• Molecular Formula: C9H15N2O15P3
• Molecular Weight: 484.139
• Purity: ≥95%
• Target: purinoceptor P2U agonist
• Solubility: Soluble in DMSO
• Storage: 0 - 4 °C for short term, or -20 °C for long term
• IUPAC Name: [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• InChI: InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
• InChIKey: PGAVKCOVUIYSFO-XVFCMESISA-N
• SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O

Uridine triphosphate (Cat.No:I009968), also known as INS-316; KRN-316; UTP, is a purinoceptor P2U agonist potentially for the treatment of lung cancer. Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Uridine triphosphate (UTP) induces profibrotic responses in cardiac fibroblasts by activation of P2Y2 receptors. Uridine triphosphate prolongs action potential duration of guinea pig papillary muscles via P2Y2 purinoceptors.

Reference

1:A double-blind, randomized, comparative study of the use of a combination of uridine triphosphate trisodium, cytidine monophosphate disodium, and hydroxocobalamin, versus isolated treatment with hydroxocobalamin, in patients presenting with compressive neuralgias. Goldberg H, Mibielli MA, Nunes CP, Goldberg SW, Buchman L, Mezitis SG, Rzetelna H, Oliveira L, Geller M, Wajnsztajn F.J Pain Res. 2017 Feb 15;10:397-404. doi: 10.2147/JPR.S123045. eCollection 2017. PMID: 28243144 Free PMC Article2:Uridine Triphosphate Thio Analogues Inhibit Platelet P2Y12 Receptor and Aggregation. Gündüz D, Tanislav C, Sedding D, Parahuleva M, Santoso S, Troidl C, Hamm CW, Aslam M.Int J Mol Sci. 2017 Jan 29;18(2). pii: E269. doi: 10.3390/ijms18020269. PMID: 28146050 Free PMC Article3:Enzymatic synthesis and reverse transcription of RNAs incorporating 2/’-O-carbamoyl uridine triphosphate. Masaki Y, Ito H, Oda Y, Yamazaki K, Tago N, Ohno K, Ishii N, Tsunoda H, Kanamori T, Ohkubo A, Sekine M, Seio K.Chem Commun (Camb). 2016 Oct 25;52(87):12889-12892. PMID: 27738673 4:Do Cyclosporine A, an IL-1 Receptor Antagonist, Uridine Triphosphate, Rebamipide, and/or Bimatoprost Regulate Human Meibomian Gland Epithelial Cells? Kam WR, Liu Y, Ding J, Sullivan DA.Invest Ophthalmol Vis Sci. 2016 Aug 1;57(10):4287-94. doi: 10.1167/iovs.16-19937. PMID: 27552406 Free PMC Article5:Discovery of 1-((2R,4aR,6R,7R,7aR)-2-Isopropoxy-2-oxidodihydro-4H,6H-spiro[furo[3,2-d][1,3,2]dioxaphosphinine-7,2/’-oxetan]-6-yl)pyrimidine-2,4(1H,3H)-dione (JNJ-54257099), a 3/’-5/’-Cyclic Phosphate Ester Prodrug of 2/’-Deoxy-2/’-Spirooxetane Uridine Triphosphate Useful for HCV Inhibition. Jonckers TH, Tahri A, Vijgen L, Berke JM, Lachau-Durand S, Stoops B, Snoeys J, Leclercq L, Tambuyzer L, Lin TI, Simmen K, Raboisson P.J Med Chem. 2016 Jun 23;59(12):5790-8. doi: 10.1021/acs.jmedchem.6b00382. Epub 2016 Jun 3. PMID: 27181575 6:Regulation of the osteogenic and adipogenic differentiation of bone marrow-derived stromal cells by extracellular uridine triphosphate: The role of P2Y2 receptor and ERK1/2 signaling. Li W, Wei S, Liu C, Song M, Wu H, Yang Y.Int J Mol Med. 2016 Jan;37(1):63-73. doi: 10.3892/ijmm.2015.2400. Epub 2015 Nov 3. PMID: 26531757 Free PMC Article7:Effect of the use of combination uridine triphosphate, cytidine monophosphate, and hydroxycobalamin on the recovery of neurosensory disturbance after bilateral sagittal split osteotomy: a randomized, double-blind trial. Vieira CL, Vasconcelos BC, Leão JC, Laureano Filho JR.Int J Oral Maxillofac Surg. 2016 Feb;45(2):186-93. doi: 10.1016/j.ijom.2015.09.007. Epub 2015 Oct 14. PMID: 26458536 8:Extracellular Uridine Triphosphate and Adenosine Triphosphate Attenuate Endothelial Inflammation through miR-22-Mediated ICAM-1 Inhibition. Gidlöf O, Sathanoori R, Magistri M, Faghihi MA, Wahlestedt C, Olde B, Erlinge D.J Vasc Res. 2015;52(2):71-80. doi: 10.1159/000431367. Epub 2015 Jun 13. PMID: 26088024 9:Comparison of the novel vasodilator uridine triphosphate and adenosine for the measurement of fractional flow reserve. Sivertsen J, Jensen J, Galatius S, Raunsø J, Rosenmeier J.J Invasive Cardiol. 2014 Oct;26(10):512-8. PMID: 25274861 Free Article10:Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Choi JH, Ji YG, Lee DH.Pancreas. 2013 May;42(4):680-6. doi: 10.1097/MPA.0b013e318271bb4b. PMID: 23462325