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经验公式(希尔记法):
C24H24N5O15P3 · xC6H15N × yH2O
化学文摘社编号:
分子量:
715.39 (anhydrous free acid basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
产品名称
2′(3′)-O-(4-苯甲酰苯甲酰)腺苷5′-三磷酸 三乙铵盐, ≥93%
InChI
1S/C24H24N5O15P3.C6H15N/c25-21-17-22(27-11-26-21)29(12-28-17)23-19(31)20(16(41-23)10-40-46(36,37)44-47(38,39)43-45(33,34)35)42-24(32)15-8-6-14(7-9-15)18(30)13-4-2-1-3-5-13;1-4-7(5-2)6-3/h1-9,11-12,16,19-20,23,31H,10H2,(H,36,37)(H,38,39)(H2,25,26,27)(H2,33,34,35);4-6H2,1-3H3/t16-,19-,20-,23-;/m1./s1
SMILES string
CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](OC(=O)c4ccc(cc4)C(=O)c5ccccc5)[C@H]3O
InChI key
HVOVBTNCGADRTH-WBLDMZOZSA-N
biological source
synthetic (organic)
assay
≥93%
form
powder
solubility
water: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
−20°C
Quality Level
Application
2′(3′)-O-(4-苯甲酰基苯甲酰基)腺苷5′-三磷酸三乙铵盐已被用作大鼠肾脏切片、I型糖尿病诱发大鼠和星形胶质细胞−神经元共培养物中的P2X4受体激动剂。它还被用作等渗E3培养基中的合成ATP类似物。
可用作蛋白质和酶光亲和标记结合ATP。
Biochem/physiol Actions
2′(3′)-O-(4-苄基苯甲酰基)腺苷5′-三磷酸三乙铵盐是一种选择性嘌呤能受体(P2X)激动剂。在同源二聚体P2X7受体上,它比ATP更有效。它还可有效激活P2X1、P2X2和P2X3受体。可用作蛋白质和酶光亲和标记结合ATP。
选择性P2X嘌呤能激动剂。 在同源二聚体P2X7受体上,它比ATP更有效。
General description
2′(3′)-O-(4-苄基苯甲酰基)腺苷5′-三磷酸酯是ATP的光反应类似物。
Other Notes
混合异构体
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Covalent binding of 3'-O-(4-benzoyl) benzoyl adenosine 5'-triphosphate (BzATP) to the isolated alpha and beta subunits and the alpha 3 beta 3 core complex of TF1. Covalent binding of BzATP prevents association of alpha and beta subunits and induces dissociation of the alpha 3 beta 3 core complex.
BarZvi D, et al.
The Journal of Biological Chemistry, 267(16), 11029-11033 (1992)
Juan Francisco Codocedo et al.
PloS one, 8(3), e57626-e57626 (2013-03-09)
To assess the putative role of adenosine triphosphate (ATP) upon nitric oxide (NO) production in the hippocampus, we used as a model both rat hippocampal slices and isolated hippocampal neurons in culture, lacking glial cells. In hippocampal slices, additions of
Receptor-independent effects of 2?(3?)-O-(4-benzoylbenzoyl) ATP triethylammonium salt on cytosolic pH
Reyes JP, et al.
Purinergic Signaling, 9(4), 687-693 (2013)
P2X7 receptor inhibition increases CNTF in the subventricular zone, but not neurogenesis or neuroprotection after stroke in adult mice
Kang SS, et al.
Translational Stroke Research, 4(5), 533-545 (2013)
Benzophenone-ATP: A photoaffinity label for the active site of ATPases
Test, 126, 667-682 (1986)
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