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MRS 2693 trisodium salt

Selective P2Y6 agonist CAS# 1448858-83-0

MRS 2693 trisodium salt

Catalog No. BCC7386----Order now to get a substantial discount!

Product Name & Size Price Stock
MRS 2693 trisodium salt: 5mg $1438 In Stock
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Chemical structure

MRS 2693 trisodium salt

3D structure

Chemical Properties of MRS 2693 trisodium salt

Cas No. 1448858-83-0 SDF Download SDF
PubChem ID 90488768 Appearance Powder
Formula C9H10IN2Na3O12P2 M.Wt 596
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 5-Iodo-UDP trisodium salt
Solubility Soluble in water (supplied pre-dissolved at a concentration of 10mM)
Chemical Name trisodium;[[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-iodo-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-oxidophosphoryl] phosphate
SMILES C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])[O-])O)O)I.[Na+].[Na+].[Na+]
Standard InChIKey QWGVSYFNEAILDQ-FCIXCQMASA-K
Standard InChI InChI=1S/C9H13IN2O12P2.3Na/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(23-8)2-22-26(20,21)24-25(17,18)19;;;/h1,4-6,8,13-14H,2H2,(H,20,21)(H,11,15,16)(H2,17,18,19);;;/q;3*+1/p-3/t4-,5-,6-,8-;;;/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 MRS 2693 trisodium salt

DescriptionSelective P2Y6 agonist (EC50 = 0.015 μM at the hP2Y6 receptor). Displays no activity at other P2Y subtypes. Exerts a cytoprotective effect in an in vivo mouse model of hindlimb skeletal muscle ischemia/reperfusion injury.

MRS 2693 trisodium salt Dilution Calculator

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MRS 2693 trisodium salt Molarity Calculator

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Preparing Stock Solutions of MRS 2693 trisodium salt

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6779 mL 8.3893 mL 16.7785 mL 33.557 mL 41.9463 mL
5 mM 0.3356 mL 1.6779 mL 3.3557 mL 6.7114 mL 8.3893 mL
10 mM 0.1678 mL 0.8389 mL 1.6779 mL 3.3557 mL 4.1946 mL
50 mM 0.0336 mL 0.1678 mL 0.3356 mL 0.6711 mL 0.8389 mL
100 mM 0.0168 mL 0.0839 mL 0.1678 mL 0.3356 mL 0.4195 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 MRS 2693 trisodium salt

Attenuation of apoptosis in vitro and ischemia/reperfusion injury in vivo in mouse skeletal muscle by P2Y6 receptor activation.[Pubmed:18805489]

Pharmacol Res. 2008 Sep-Oct;58(3-4):232-9.

Activation of the G(q)-coupled P2Y(6) receptor heterologously expressed in astrocytes significantly attenuates apoptosis induced by tumor necrosis factor alpha (TNFalpha). We have extended the analysis of P2Y(6) receptor-induced cytoprotection to mouse skeletal muscle cells endogenously expressing this receptor. The endogenous P2Y(6) receptor agonist UDP and synthetic agonist MRS2693 protected C2C12 skeletal muscle cells against apoptosis in a concentration-dependent manner (0.1-10 nM) as determined by propidium iodide staining, histochemical analysis using hematoxylin and Hoechst 33258, and DNA fragmentation. The insurmountable P2Y(6) receptor antagonist MRS2578 blocked the protection. TNFalpha-induced apoptosis in C2C12 cells correlated with activation of the transcription factor NF-kappaB. The NF-kappaB activation was attenuated by 10nM MRS2693, which activated the antiapoptic ERK1/2 pathway. In an in vivo mouse hindlimb model, MRS2693 protected against skeletal muscle ischemia/reperfusion injury. The P2Y(6) receptor is a novel cytoprotective receptor that deserves further exploration in ameliorating skeletal muscle injury.

Structure-activity relationships of uridine 5'-diphosphate analogues at the human P2Y6 receptor.[Pubmed:16942026]

J Med Chem. 2006 Sep 7;49(18):5532-43.

The structure-activity relationships and molecular modeling of the uracil nucleotide activated P2Y6 receptor have been studied. Uridine 5'-diphosphate (UDP) analogues bearing substitutions of the ribose moiety, the uracil ring, and the diphosphate group were synthesized and assayed for activity at the human P2Y6 receptor. The uracil ring was modified at the 4 position, with the synthesis of 4-substituted-thiouridine 5'-diphosphate analogues, as well as at positions 2, 3, and 5. The effect of modifications at the level of the phosphate chain was studied by preparing a cyclic 3',5'-diphosphate analogue, a 3'-diphosphate analogue, and several dinucleotide diphosphates. 5-Iodo-UDP 32 (EC50 = 0.15 microM) was equipotent to UDP, while substitutions of the 2'-hydroxyl (amino, azido) greatly reduce potency. The 2- and 4-thio analogues, 20 and 21, respectively, were also relatively potent in comparison to UDP. However, most other modifications greatly reduced potency. Molecular modeling indicates that the beta-phosphate of 5'-UDP and analogues is essential for the establishment of electrostatic interactions with two of the three conserved cationic residues of the receptor. Among 4-thioether derivatives, a 4-ethylthio analogue 23 displayed an EC50 of 0.28 microM, indicative of favorable interactions predicted for a small 4-alkylthio moiety with the aromatic ring of Y33 in TM1. The activity of analogue 19 in which the ribose was substituted with a 2-oxabicyclohexane ring in a rigid (S)-conformation (P = 126 degrees , 1'-exo) was consistent with molecular modeling. These results provide a better understanding of molecular recognition at the P2Y6 receptor and will be helpful in designing selective and potent P2Y6 receptor ligands.

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