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Submit ReviewMRS 2279
Description: Selective, high affinity P2Y1 antagonist
Chemical Name: (1R*,2S*)-4-[2-Chloro-6-(methylamino)-9H-purin-9-yl]-2-(phosphonooxy)bicyclo[3.1.0]hexane-1-methanol dihydrogen phosphate ester diammonium salt
Purity: ≥98% (HPLC)
Biological Activity for MRS 2279
MRS 2279 is a selective, high affinity competitive antagonist of the P2Y1 receptor (Ki = 2.5 nM; IC50 = 51.6 nM). Fails to block nucleotide signaling at most other P2Y receptors (P2Y2, P2Y4, P2Y6, P2Y11 and P2Y12) and potently inhibits ADP-induced aggregation of human blood platelets in vitro (pKB = 8.05).
Licensing Information
Sold under license from the NIH, US Patent 10/169975
Technical Data for MRS 2279
| M. Wt | 503.78 |
| Formula | C13H18ClN5O8P2.2NH3 |
| Storage | Desiccate at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 2387505-47-5 |
| PubChem ID | 90488744 |
| InChI Key | MLPKPDFUVMQAOX-KOVKCLEESA-N |
| Smiles | ClC4=NC1=C(C(NC)=N4)N=CN1[C@H]2C[C@H](OP(O)(O)=O)[C@@]3(COP(O)(O)=O)[C@@H]2C3.N.N |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for MRS 2279
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 50.38 | 100 |
Preparing Stock Solutions for MRS 2279
The following data is based on the product molecular weight 503.78. 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 | 1.98 mL | 9.92 mL | 19.85 mL |
| 5 mM | 0.4 mL | 1.98 mL | 3.97 mL |
| 10 mM | 0.2 mL | 0.99 mL | 1.98 mL |
| 50 mM | 0.04 mL | 0.2 mL | 0.4 mL |
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Product Datasheets for MRS 2279
References for MRS 2279
References are publications that support the biological activity of the product.
Nandanan et al (2000) Synthesis, biological activity, and molecular modeling of ribose-modified deoxyadenosine bisphosphate analogues as P2Y1 receptor ligands. J.Med.Chem. 43 829 PMID: 10715151
Boyer et al (2002) 2-Chloro N6-methyl-(N)-methanocarba-2'-deoxyadenosine-3',5'-bisphosphate is a selective high affinity P2Y1 receptor antagonist. Br.J.Pharmacol. 135 2004 PMID: 11959804
Kim et al (2003) 2-Substitution of adenine nucleotide analogues containing a bicyclo[3.1.0]hexane ring system locked in a northern conformation: enhanced potency as P2Y1 receptor antagonists. J.Med.Chem 46 4974 PMID: 14584948
If you know of a relevant reference for MRS 2279, please let us know.
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Keywords: MRS 2279, MRS 2279 supplier, Selective, high, affinity, P2Y1, antagonists, Receptors, Purinergic, purinoceptors, MRS2279, 264611-07-6, 367909-40-8, antagonises, inhibitors, inhibits, P2Y, 2158, Tocris Bioscience
5 Citations for MRS 2279
Citations are publications that use Tocris products. Selected citations for MRS 2279 include:
Harper and Poole (2010) Protein kinase Ctheta negatively regulates store-independent Ca2+ entry and phosphatidylserine exposure downstream of glycoprotein VI in platelets. J Biol Chem 285 19865 PMID: 20388711
Dosch et al (2019) Connexin-43-dependent ATP release mediates macrophage activation during sepsis. Elife 8 PMID: 30735126
Wilkaniec et al (2017) P2X7 receptor-pannexin 1 interaction mediates extracellular alpha-synuclein-induced ATP release in neuroblastoma SH-SY5Y cells. Purinergic Signal 13 347 PMID: 28516276
Ohtomo et al (2011) Increase of intracellular Ca2+ by purinergic receptors in cultured rat lacrimal gland myoepithelial cells. Invest Ophthalmol Vis Sci 52 9503 PMID: 22039237
Kuboyama et al (2011) Astrocytic P2Y(1) receptor is involved in the regulation of cytokine/chemokine transcription and cerebral damage in a rat model of cerebral ischemia. Cell Death Dis 31 1930 PMID: 21487414
Do you know of a great paper that uses MRS 2279 from Tocris? Please let us know.
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
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P2X and P2Y Receptors Scientific Review
Written by Kenneth Jacobson, this review provides an overview of the different subtypes and structures of the P2 receptor families, as well as the pharmacological probes used to study them; compounds available from Tocris are listed.