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5-OMe-UDP trisodium salt

Potent P2Y6 agonist CAS# 1207530-98-0

5-OMe-UDP trisodium salt

Catalog No. BCC6153----Order now to get a substantial discount!

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Chemical structure

5-OMe-UDP trisodium salt

3D structure

Chemical Properties of 5-OMe-UDP trisodium salt

Cas No. 1207530-98-0 SDF Download SDF
PubChem ID 90488936 Appearance Powder
Formula C10H13N2Na3O13P2 M.Wt 500.13
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in water (supplied pre-dissolved at a concentration of 10mM)
Chemical Name trisodium;[[(2R,3S,4R,5R)-5-(2,6-dihydroxy-5-methoxy-3-methyl-1,3-diazinan-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] phosphate
SMILES CN1CC(C(N(C1O)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])[O-])O)O)O)OC.[Na+].[Na+].[Na+]
Standard InChIKey IGMOCSFADHRLMQ-QAUZTDKFSA-K
Standard InChI InChI=1S/C11H24N2O13P2.3Na/c1-12-3-5(23-2)9(16)13(11(12)17)10-8(15)7(14)6(25-10)4-24-28(21,22)26-27(18,19)20;;;/h5-11,14-17H,3-4H2,1-2H3,(H,21,22)(H2,18,19,20);;;/q;3*+1/p-3/t5?,6-,7-,8-,9?,10-,11?;;;/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.
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.
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.

Biological Activity of 5-OMe-UDP trisodium salt

DescriptionPotent P2Y6 agonist (EC50 = 0.08 μM). Displays greater potency at P2Y6 than UDP (EC50 = 0.14 μM).

5-OMe-UDP trisodium salt Dilution Calculator

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5-OMe-UDP trisodium salt Molarity Calculator

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Preparing Stock Solutions of 5-OMe-UDP trisodium salt

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9995 mL 9.9974 mL 19.9948 mL 39.9896 mL 49.987 mL
5 mM 0.3999 mL 1.9995 mL 3.999 mL 7.9979 mL 9.9974 mL
10 mM 0.1999 mL 0.9997 mL 1.9995 mL 3.999 mL 4.9987 mL
50 mM 0.04 mL 0.1999 mL 0.3999 mL 0.7998 mL 0.9997 mL
100 mM 0.02 mL 0.1 mL 0.1999 mL 0.3999 mL 0.4999 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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References on 5-OMe-UDP trisodium salt

5-OMe-UDP is a potent and selective P2Y(6)-receptor agonist.[Pubmed:20095577]

J Med Chem. 2010 Feb 25;53(4):1673-85.

P2Y nucleotide receptors (P2Y-Rs) play important physiological roles. However, most of the P2Y-R subtypes are still lacking potent and selective agonists and antagonists. Based on data mining analysis of binding interactions in 44 protein-uridine nucleos(t)ides complexes, we designed uracil nucleotides, substituted at the C5/C6 position. All C6-substituted derivatives were inactive at the P2Y(2,4,6)-Rs, while out of the C5-substituted analogues, only 5-OMe-UD(T)P showed activity. To rationalize the data, the ionization and conformation of these analogues were evaluated. The pK(a) values of most analogues substituted at the C5/C6 positions were unaltered compared to UTP (pK(a) 9.42), except for 5-F-UTP nucleotide (pK(a) 7.85). C6-substituted analogues adopt the syn or high-syn conformations, which are disfavored by the receptors, while 5-OMe-UD(T)P adopt the favored anti conformation. Furthermore, 5-OMe-UDP adopts the S sugar puckering, which is the conformation preferred by the P2Y(6)-R, but not the P2Y(2)- or P2Y(4)-Rs. 5-OMe-UDP fulfills the conformational and H-bonding requirements of P2Y(6)-R, thus, making a potent P2Y(6)-R agonist (EC(50) 0.08 microM), more than UDP (EC(50) 0.14 microM).

Description

Potent P2Y6 agonist

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