α,β-Methyleneadenosine 5'-triphosphate (sodium salt)

目录号: GC45195纯度: >95.00%同义词: αβ-methylene ATP
A stable ATP analog and P2X1,3 agonist

α,β-Methyleneadenosine 5'-triphosphate (sodium salt)
Cas No.: 1343364-54-4
规格价格库存数量操作
1mg¥955.00现货
1
5mg¥1,848.00现货
1
10mg¥3,249.00现货
1

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产品描述 Description

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).

产品文档 Product Documents

Purity:>95.00%

化学性质Chemical Properties

CAS 号
1343364-54-4
同义词
αβ-methylene ATP
化学名
5'-[hydrogen P-[[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate] adenosine, trisodium salt
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+]
分子式
C11H15N5O12P3•3Na
分子量
571.2 g/mol
溶解性
10 mg/ml in PBS (pH 7.2)
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至 37°C,然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备 RT,或根据请求配备蓝冰。

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