Synonym
Uridine 5'-triphosphate sodium salt; UTP sodium salt
IUPAC/Chemical Name
sodium ((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogen triphosphate
InChi Key
MMJGIWFJVDOPJF-LLWADOMFSA-K
InChi Code
InChI=1S/C9H15N2O15P3.3Na/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);;;/q;3*+1/p-3/t4-,6-,7-,8-;;;/m1.../s1
SMILES Code
O=P(OP(OP(O)([O-])=O)([O-])=O)([O-])OC[C@@H]1[C@@H](O)[C@@H](O)[C@@](N2C(NC(C=C2)=O)=O)([H])O1.[Na+].[Na+].[Na+]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
550.08
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Choi, J.H., Ji, Y.G., and Lee, D.H. Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Pancreas 42(4), 680-686 (2013).
2: Maruoka, H., Jayasekara, M.P.S., Barrett, M.O., et al. Pyrimidine nucleotides with 4-alkyloxyimino and terminal tetraphosphate δ-ester modifications as selective agonists of the P2Y4 receptor. J. Med. Chem. 54(12), 4018-4033 (2011).
3: Matsumoto, T., Nakane, T., and Chiba, S. UTP induces vascular responses in the isolated and perfused canine epicardial coronary artery via UTP-preferring P2Y receptors. Br. J. Pharmacol. 122(8), 1625-1632 (1997).
4: Berg, J.M., Tymoczko, J.L., and Stryer, L. In de novo synthesis, the pyrimidine ring is assembled from bicarbonate, aspartate, and glutamine. Biochemistry (2002).
5: Berg, J.M., Tymoczko, J.L., and Stryer, L. Glycogen is synthesized and degraded by different pathways. Biochemistry (2002).