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| ln Vitro |
Through the stimulation of P2Y2 receptors and enhanced activation and production of extracellular matrix metalloproteinase-2 (MMP-2) [1], uridine triphosphate treatment causes migration of schwannoma cells. Protein kinase D, Src family tyrosine kinases, Ca/calmodulin-dependent protein kinase II, phosphatidylinositol 3-kinase (PI3K), Akt, and phospholipase D are the mechanisms that promote uridine triphosphate-induced proliferation. Through protein kinases, Src family tyrosine kinases, Ca/calmodulin-dependent protein kinase II, and PI3K, uridine triphosphate enhances the phosphorylation of Akt C [2].
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| ln Vivo |
Following hypoxia, uridine triphosphate lowers the amount of calcium in the mitochondria. Urea triphosphate preconditioning, whether done early or late, can successfully shrink infarct size and enhance myocardial function [3]. In regional lymph nodes, uridine triphosphate treatment upregulates the expression of the IL-4 and IL-13 genes and increases the number of monocytes and macrophages in the infiltrating pocket [4].
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| References |
[1]. Lamarca A, et al. Uridine 5'-triphosphate promotes in vitro Schwannoma cell migration through matrix metalloproteinase-2 activation. PLoS One. 2014 Jun 6;9(6):e98998.
[2]. Choi JH, et al. Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Pancreas. 2013 May;42(4):680-6. [3]. Yitzhaki S, et al. Uridine-5'-triphosphate (UTP) reduces infarct size and improves rat heart function aftermyocardial infarct. Biochem Pharmacol. 2006 Oct 16;72(8):949-55. [4]. Iwaki Y, et al. Enhancement of antibody production against rabies virus by uridine 5'-triphosphate in mice. Microbes Infect. 2014 Mar;16(3):196-202 |
| Additional Infomation |
UTP is a pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a pyrimidine ribonucleoside 5'-triphosphate and a uridine 5'-phosphate. It is a conjugate acid of an UTP(4-) and an UTP(3-).
Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety. Uridine triphosphate is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Uridine 5'-triphosphate has been reported in Helianthus tuberosus, Homo sapiens, and other organisms with data available. INS316 is a short-acting, aerosolized uridine 5-triphosphate (UTP) solution used as a diagnostic aid for lung cancer. INS316 appears to improve sputum expectoration mediated through the P2Y2 receptor, a nucleotide receptor expressed in human airway epithelial cells and some other tissues. UTP binding to the P2Y2 receptor triggers signal transduction that leads to chloride ion secretion, thereby resulting in mucociliary clearance of airway. Uridine triphosphate is a metabolite found in or produced by Saccharomyces cerevisiae. Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety. See also: Uridine 5'-(tetrahydrogen triphosphate) (annotation moved to). |
| Molecular Formula |
C9H15N2O15P3
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|---|---|
| Molecular Weight |
484.1393
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| Exact Mass |
483.969
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| CAS # |
63-39-8
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| Related CAS # |
Uridine triphosphate-13C9,15N2 sodium;285978-18-9;Uridine triphosphate trisodium salt;19817-92-6
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| PubChem CID |
6133
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| Appearance |
White to off-white solid powder
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| Density |
2.106 g/cm3
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| Flash Point |
113ºC
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| LogP |
-5.8
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| Hydrogen Bond Donor Count |
7
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| Hydrogen Bond Acceptor Count |
15
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| Rotatable Bond Count |
8
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| Heavy Atom Count |
29
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| Complexity |
839
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| Defined Atom Stereocenter Count |
4
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| SMILES |
C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
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| InChi Key |
PGAVKCOVUIYSFO-XVFCMESISA-N
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| InChi Code |
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
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| Chemical Name |
[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
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| Synonyms |
INS 316; INS-316; Uridine triphosphate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product is not stable in solution, please use freshly prepared working solution for optimal results. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
H2O : ≥ 150 mg/mL (~309.83 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (206.55 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
(Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.0655 mL | 10.3276 mL | 20.6552 mL | |
| 5 mM | 0.4131 mL | 2.0655 mL | 4.1310 mL | |
| 10 mM | 0.2066 mL | 1.0328 mL | 2.0655 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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