MRS 2957 triethylammonium saltPotent and selective P2Y6 agonist CAS# 1228271-30-4 |
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Quality Control & MSDS
3D structure
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| Cas No. | 1228271-30-4 | SDF | Download SDF |
| PubChem ID | 90488923 | Appearance | Powder |
| Formula | C37H73N8O20P3 | M.Wt | 1042.94 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in water (supplied pre-dissolved at a concentration of 10mM) | ||
| Chemical Name | [[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-(methoxyamino)-2-oxopyrimidin-1-yl]oxolan-2-yl]methoxy-oxidophosphoryl] [[(2S,3R,4S,5S)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] phosphate;triethylazanium | ||
| SMILES | CC[NH+](CC)CC.CC[NH+](CC)CC.CC[NH+](CC)CC.CONC1=NC(=O)N(C=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OCC3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)O)O | ||
| Standard InChIKey | UCQYWKBGVXRIQK-BJFMRLMLSA-N | ||
| Standard InChI | InChI=1S/C19H28N5O20P3.3C6H15N/c1-38-22-10-2-4-23(18(30)20-10)16-14(28)12(26)8(41-16)6-39-45(32,33)43-47(36,37)44-46(34,35)40-7-9-13(27)15(29)17(42-9)24-5-3-11(25)21-19(24)31;3*1-4-7(5-2)6-3/h2-5,8-9,12-17,26-29H,6-7H2,1H3,(H,32,33)(H,34,35)(H,36,37)(H,20,22,30)(H,21,25,31);3*4-6H2,1-3H3/t8-,9+,12-,13+,14-,15+,16-,17+;;;/m1.../s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Potent P2Y6 agonist (EC50 = 12 nM). Displays 14- and 66-fold selectivity against P2Y2 and P2Y4 receptors respectively. |
MRS 2957 triethylammonium salt Dilution Calculator
MRS 2957 triethylammonium salt Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 0.9588 mL | 4.7941 mL | 9.5883 mL | 19.1766 mL | 23.9707 mL |
| 5 mM | 0.1918 mL | 0.9588 mL | 1.9177 mL | 3.8353 mL | 4.7941 mL |
| 10 mM | 0.0959 mL | 0.4794 mL | 0.9588 mL | 1.9177 mL | 2.3971 mL |
| 50 mM | 0.0192 mL | 0.0959 mL | 0.1918 mL | 0.3835 mL | 0.4794 mL |
| 100 mM | 0.0096 mL | 0.0479 mL | 0.0959 mL | 0.1918 mL | 0.2397 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Pyrimidine ribonucleotides with enhanced selectivity as P2Y(6) receptor agonists: novel 4-alkyloxyimino, (S)-methanocarba, and 5'-triphosphate gamma-ester modifications.[Pubmed:20446735]
J Med Chem. 2010 Jun 10;53(11):4488-501.
The P2Y(6) receptor is a cytoprotective G-protein-coupled receptor (GPCR) activated by UDP (EC(50) = 0.30 microM). We compared and combined modifications to enhance P2Y(6) receptor agonist selectivity, including ribose ring constraint, 5-iodo and 4-alkyloxyimino modifications, and phosphate modifications such as alpha,beta-methylene and extension of the terminal phosphate group into gamma-esters of UTP analogues. The conformationally constrained (S)-methanocarba-UDP is a full agonist (EC(50) = 0.042 microM). 4-Methoxyimino modification of pyrimidine enhanced P2Y(6), preserved P2Y(2) and P2Y(4), and abolished P2Y(14) receptor potency, in the appropriate nucleotide. N(4)-Benzyloxy-CDP (15, MRS2964) and N(4)-methoxy-Cp(3)U (23, MRS2957) were potent, selective P2Y(6) receptor agonists (EC(50) of 0.026 and 0.012 microM, respectively). A hydrophobic binding region near the nucleobase was explored with receptor modeling and docking. UTP-gamma-aryl and cycloalkyl phosphoesters displayed only intermediate P2Y(6) receptor potency but had enhanced stability in acid and cell membranes. UTP-glucose was inactive, but its (S)-methanocarba analogue and N(4)-methoxycytidine 5'-triphospho-gamma-[1]glucose were active (EC(50) of 2.47 and 0.18 microM, respectively). Thus, the potency, selectivity, and stability of pyrimidine nucleotides as P2Y(6) receptor agonists may be enhanced by modest structural changes.
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