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Submit ReviewMRS 2179 tetrasodium salt
Description: Selective P2Y1 antagonist
Chemical Name: 2'-Deoxy-N6-methyladenosine 3',5'-bisphosphate tetrasodium salt
Purity: ≥98% (HPLC)
Biological Activity for MRS 2179 tetrasodium salt
MRS 2179 tetrasodium salt is a competitive antagonist at P2Y1 receptors (KB = 100 nM). Selective over P2X1 (IC50 = 1.15 μM), P2X3 (IC50 = 12.9 μM), P2X2, P2X4, P2Y2, P2Y4 and P2Y6 receptors. Inhibits the upregulation of NTPDase1 by ATPγS.
Technical Data for MRS 2179 tetrasodium salt
| M. Wt | 513.16 |
| Formula | C11H13N5O9P2Na4 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 1454889-37-2 |
| PubChem ID | 90479745 |
| InChI Key | XLPQPYQWGFCKEY-IDAKGYGSSA-J |
| Smiles | [Na+].[Na+].[Na+].[Na+].CNC1=NC=NC2=C1N=CN2[C@@H]1C[C@H](OP([O-])([O-])=O)[C@@H](COP([O-])([O-])=O)O1 |
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 2179 tetrasodium salt
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 25.66 | 50 |
Preparing Stock Solutions for MRS 2179 tetrasodium salt
The following data is based on the product molecular weight 513.16. 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 |
|---|---|---|---|
| 0.5 mM | 3.9 mL | 19.49 mL | 38.97 mL |
| 2.5 mM | 0.78 mL | 3.9 mL | 7.79 mL |
| 5 mM | 0.39 mL | 1.95 mL | 3.9 mL |
| 25 mM | 0.08 mL | 0.39 mL | 0.78 mL |
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Product Datasheets for MRS 2179 tetrasodium salt
References for MRS 2179 tetrasodium salt
References are publications that support the biological activity of the product.
Boyer et al (1998) Competitive and selective antagonism of P2Y1 receptors by N6-methyl 2'-deoxyadenosine 3',5'-bisphosphate. Br.J.Pharmacol. 124 1 PMID: 9630335
Lu et al (2007) Stimulation of the P2Y1 receptor up-regulates nucleoside-triphosphate diphosphohydrolase-1 in human retinal pigment epithelial cells. J.Pharmacol.Exp.Ther. 323 157 PMID: 17626796
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
Brown et al (2000) Activity of novel adenine nucleotide derivatives as agonists and antagonists at recombinant rat P2X receptors. Drug Dev.Res. 49 253 PMID: 22791931
Nandanan et al (1999) Structure-activity relationships of bisphosphate nucleotide derivatives as P2Y1 receptor antagonists and partial agonists. J.Med.Chem. 42 1625 PMID: 10229631
If you know of a relevant reference for MRS 2179 tetrasodium salt, please let us know.
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35 Citations for MRS 2179 tetrasodium salt
Citations are publications that use Tocris products. Selected citations for MRS 2179 tetrasodium salt include:
Makkawi (2017) A complementary role for tetraspanin superfamily member TSSC6 and ADP purinergic P2Y12 receptor in platelets. Thromb Res 161 12 PMID: 29178985
Liñán-Rico et al (2015) Neuropharmacology of purinergic receptors in human submucous plexus: Involvement of P2X1, P2X2, P2X3 channels, P2Y and A3 metabotropic receptors in neurotransmission. Neuropharmacology 95 83 PMID: 25724083
Riquelme et al (2015) Pannexin channels mediate the acquisition of myogenic commitment in C2C12 reserve cells promoted by P2 receptor activation. J Neurosci 3 25 PMID: 26000275
Alsaqati et al (2013) Investigation of the functional expression of purine and pyrimidine receptors in porcine isolated pancreatic arteries. Purinergic Signal 10 241 PMID: 24310605
Ng (2018) Inhibition of cytokine-mediated JNK signalling by purinergic P2Y11 receptors, a novel protective mechanism in endothelial cells. Cell Signal 51 59 PMID: 30076967
Li and Diamond (2014) Detection of platelet sensitivity to inhibitors of COX-1, P2Y1, and P2Y12 using a whole blood microfluidic flow assay. Thromb Res 133 203 PMID: 24365044
Puerto et al (2012) Adenylate cyclase 5 coordinates the action of ADP, P2Y1, P2Y13 and ATP-gated P2X7 receptors on axonal elongation. J Cell Sci 125 176 PMID: 22250198
Tran et al (2012) Dynamic mass redistribution assays decode surface influence on signaling of endogenous purinergic P2Y receptors. Assay Drug Dev Technol 10 37 PMID: 22066912
Flamm et al (2012) Multiscale prediction of patient-specific platelet function under flow. Blood 120 190 PMID: 22517902
Duffy et al (2012) Changes in neuromuscular transmission in the W/W(v) mouse internal anal sphincter. Neurogastroenterol Motil 24 e41 PMID: 22074497
Begum et al (2012) DHA inhibits ER Ca2+ release and ER stress in astrocytes following in vitro ischemia. J Neurochem 120 622 PMID: 22129278
Martín-Gil et al (2012) Silencing of P2Y(2) receptors reduces intraocular pressure in New Zealand rabbits. Br J Pharmacol 165 1163 PMID: 21740413
Hazleton et al (2012) Purinergic receptors are required for HIV-1 infection of primary human macrophages. J Immunol 188 4488 PMID: 22450808
Balduini et al (2012) Constitutively released adenosine diphosphate regulates proplatelet formation by human megakaryocytes. Haematologica 97 1657 PMID: 22689668
Barría et al (2018) Trypanosoma cruzi Infection Induces Pannexin-1 Channel Opening in Cardiac Myocytes. Am J Trop Med Hyg 98 105 PMID: 29141748
Kleiner et al (2018) Activator protein-1 contributes to the NaCl-induced expression of VEGF and PlGF in RPE cells. Mol Vis 24 647 PMID: 30310263
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. Front Cell Dev Biol 31 1930 PMID: 21487414
Kawano et al (2015) Autocrine Regulation of UVA-Induced IL-6 Production via Release of ATP and Activation of P2Y Receptors. PLoS One 10 e0127919 PMID: 26030257
Hwang et al (2011) β-nicotinamide adenine dinucleotide is an enteric inhibitory neurotransmitter in human and nonhuman primate colons. Gastroenterology 140 608 PMID: 20875415
Tang et al (2014) Lactate-mediated glia-neuronal signalling in the mammalian brain. Nat Commun 5 3284 PMID: 24518663
Giachini et al (2014) Anti-platelet therapy with clopid. prevents endothelial dysfunction and vascular remodeling in aortas from hypertensive rats. PLoS One 9 e91890 PMID: 24638017
Wang et al (2014) Nucleolin down-regulation is involved in ADP-induced cell cycle arrest in S phase and cell apoptosis in vascular endothelial cells. PLoS One 9 e110101 PMID: 25290311
Pinheiro et al (2013) Bradykinin-induced Ca2+ signaling in human subcutaneous fibroblasts involves ATP release via hemichannels leading to P2Y12 receptors activation. Cell Commun Signal 11 70 PMID: 24047499
Fei et al (2013) Neurogenic mucosal bicarbonate secretion in guinea pig duodenum. Br J Pharmacol 168 880 PMID: 22994306
Alefishat et al (2013) Antagonism of P2Y1-induced vasorelaxation by acyl CoA: a critical role for palmitate and 3'-phosphate. Br J Pharmacol 168 1911 PMID: 23215951
Ashpole et al (2013) Loss of calcium/calmodulin-dependent protein kinase II activity in cortical astrocytes decreases glutamate uptake and induces neurotoxic release of ATP. J Biol Chem 288 14599 PMID: 23543737
Oestreich et al (2013) Pharmacodynamic interplay of the P2Y(1), P2Y(12), and TxA(2) pathways in platelets: the potential of triple antiplatelet therapy with P2Y(1) receptor antagonism. Thromb Res 131 e64 PMID: 23245937
Huang et al (2009) Autocrine and paracrine roles for ATP and serotonin in mouse taste buds. Cancer Med 29 13909 PMID: 19890001
Li and Olson (2008) Purinergic activation of anion conductance and osmolyte efflux in cultured rat hippocampal neurons. Am J Physiol Cell Physiol 295 C1550 PMID: 18923056
Chandaka et al (2011) Facilitation of transmitter release from rat sympathetic neurons via presynaptic P2Y(1) receptors. Br J Pharmacol 164 1522 PMID: 21557728
Czajkowski et al (2004) Differential effects of P2Y1 and P2Y12 nucleotide receptors on ERK1/ERK2 and phosphatidylinositol 3-kinase signalling and cell proliferation in serum-deprived and nonstarved glioma C6 cells. Br J Pharmacol 141 497 PMID: 14718252
Holinstat et al (2006) PAR4, but not PAR1, signals human platelet aggregation via Ca2+ mobilization and synergistic P2Y12 receptor activation. J Biol Chem 281 26665 PMID: 16837456
Braun et al (2007) Residual platelet ADP reactivity after clopid. treatment is dependent on activation of both the unblocked P2Y(1) and the P2Y (12) receptor and is correlated with protein expression of P2Y (12). Purinergic Signal 3 195 PMID: 18404433
Mutafova-Yambolieva et al (2007) Beta-nicotinamide adenine dinucleotide is an inhibitory neurotransmitter in visceral smooth muscle. Proc Natl Acad Sci U S A 104 16359 PMID: 17913880
Gallego et al (2008) Purinergic and nitrergic junction potential in the human colon. Am J Physiol Gastrointest Liver Physiol 295 G522 PMID: 18599588
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works well.
By
Karthik krishnamurthy on 11/08/2018
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: astrocytes
used to block P2Y1 receptor mediated calcium entry in mouse astrocytes stimulated with 2MeSADP
25 micromolar of MRS2179 was bath applied.
Literature in this Area
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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.