α,β-Methyleneadenosine 5'-triphosphate (sodium salt) (Synonyms: αβ-methylene ATP) |
| Catalog No.GC45195 |
α,β-메틸렌아데노신 5'-삼인산(나트륨 염), ATP의 포스폰 유사체는 P2X3 및 P2X7 수용체 리간드입니다.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 1343364-54-4
Sample solution is provided at 25 µL, 10mM.
α,β-Methyleneadenosine 5’-triphosphate (αβ-methylene ATP) is a phosphonic analog of ATP that is characterized by the replacement of the bridging oxygen atom between the α- and β-phosphate groups with methylene. It is an agonist of P2X purinoceptors P2X1 and P2X3 (EC50 = ~1 µM) and is ~1,000-fold less potent at P2X2, P2X receptors 4-7, and P2Y receptors. [1][2][3][4] Persistent activation of purinoceptors results in desensitization, resulting in an antagonist-like effect of αβ-methylene ATP. [5] αβ-methylene ATP is used as a stable analog of ATP to study the interaction of ATP with kinases and other proteins. [6][7] It weakly binds and inhibits adenylate cyclase in a calcium-dependent manner (Ki= ~0.5 mM). [8][9]
Reference:
[1]. North, R.A. Molecular physiology of P2X receptors. Physiological Reviews 82(4), 1013-1067 (2002).
[2]. Coddou, C., Yan, Z., Obsil, T., et al. Activation and regulation of purinergic P2X receptor channels. Pharmacological Reviews 63(3), 641-683 (2011).
[3]. Helms, N., Kowalski, M., Illes, P., et al. Agonist antagonist interactions at the rapidly desensitizing P2X3 receptor. PLoS One 8(11), 1-11 (2013).
[4]. Abbracchio, M.P., Burnstock, G., Boeynaems, J.M., et al. International Union of Pharmacology LVIII: Update on the P2Y G protein-coupled nucleotide receptors: From molecular mechanisms and pathophysiology to therapy. Pharmacological Reviews 58(3), 281-341 (2006).
[5]. Dunn, P.M. Fertility: Purinergic receptors and the male contraceptive pill. Current Biology 10(8), R305-R307 (2000).
[6]. Gibson, K.J., Schubert, K.R., and Switzer, R.L. Binding of the substrates and the allosteric inhibitor adenosine 5'-diphosphate to phosphoribosylpyrophosphate synthetase from Salmonella typhimurium. The Journal of Biological Chemisty 257(5), 2391-2396 (1982).
[7]. Steegborn, C., Litvin, T.N., Levin, L.R., et al. Bicarbonate activation of adenylyl cyclase via promotion of catalytic active site closure and metal recruitment. Nature Structural & Molecular Biology 12(1), 32-37 (2005).
[8]. Krug, F., Parikh, I., Illiano, G., et al. αβ-Methylene-adenosine 5'-triphosphate. A competitive inhibitor of adenylate cyclase in fat and liver cell membranes. The Journal of Biological Chemisty 248(4), 1203-1206 (1973).
[9]. Dessauer, C.W., Scully, T.T., and Gilman, A.G. Interactions of forskolin and ATP with the cytosolic domains of mammalian adenylyl cyclase. The Journal of Biological Chemisty 272(35), 22272-22277 (1997).
| Cas No. | 1343364-54-4 | SDF | |
| Synonyms | αβ-methylene ATP | ||
| Canonical SMILES | O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O[C@@H]1COP(CP(OP(O)([O-])=O)([O-])=O)([O-])=O.[Na+].[Na+].[Na+] | ||
| Formula | C11H15N5O12P3•3Na | M.Wt | 571.2 |
| Solubility | 10 mg/ml in PBS (pH 7.2) | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 1.7507 mL | 8.7535 mL | 17.507 mL |
| 5 mM | 0.3501 mL | 1.7507 mL | 3.5014 mL |
| 10 mM | 0.1751 mL | 0.8754 mL | 1.7507 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Quality Control & SDS
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- Purity: >95.00%
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Average Rating: 5 (Based on Reviews and 17 reference(s) in Google Scholar.)
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