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Merck
CN

M8386

Sigma-Aldrich

α,β-亚甲基腺苷 5'-二磷酸 钠盐

CD73 inhibitor

别名:

AMP-CP

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About This Item

经验公式(希尔记法):
C11H17N5O9P2
分子量:
425.23
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

质量水平

检测方案

≥98% (HPLC)

形式

powder

溶解性

water: 50 mg/mL, clear to slightly hazy, colorless

储存温度

−20°C

SMILES字符串

[Na].Nc1ncnc2n(cnc12)C3OC(COP(O)(=O)CP(O)(O)=O)C(O)C3O

InChI

1S/C11H17N5O9P2.Na.H/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21;;/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21);;

InChI key

HEBWZOPLDYDXPJ-UHFFFAOYSA-N

相关类别

应用

αβ-亚甲基腺苷5′-二磷酸钠盐用作胞外核苷酸酶/CD73抑制剂,表征腺苷的产生模式 和作为 体外研究的抑制剂。

生化/生理作用

αβ-亚甲基腺苷5′-二磷酸(AMP-CP)是ADP类似物,具有抑制胞外核苷酸酶/CD73 的能力,通过CD73/胞外-5′-核苷酸酶,用于研究腺苷能信号调控。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Ischemia-driven expression of CD73 confers tissue protection during liver ischemia/reperfusion.
Charles C Caldwell et al.
Gastroenterology, 135(5), 1460-1462 (2008-10-14)
Camilla Mohlin et al.
Pharmacology, 84(4), 196-202 (2009-09-05)
Extracellular ATP may be metabolized to AMP and adenosine by the ectonucleotidases CD39 and CD73 and, in this study, we characterized the pathways for adenosine formation in human urinary tract epithelial cells. Bladder (RT4) and kidney (A498) epithelial cells were
Adenosine A3 receptor elicits chemoresistance mediated by multiple resistance-associated protein-1 in human glioblastoma stem-like cells.
Torres A
Oncotarget, 7, 67373-67386 (2016)
Charles Dumontet et al.
European journal of medicinal chemistry, 157, 1051-1055 (2018-09-04)
The ecto-5'-nucleotidase CD73 has emerged as an important drug target in oncoimmunology as well as in other diseases. We describe new ADP analogues as CD73 inhibitors based on the replacement of the adenosine moiety, in the reference inhibitor APCP, by
Gennady G Yegutkin et al.
European journal of immunology, 41(5), 1231-1241 (2011-04-07)
CD73/ecto-5'-nucleotidase dephosphorylates extracellular AMP into adenosine, and it is a key enzyme in the regulation of adenosinergic signaling. The contribution of host CD73 to tumor growth and anti-tumor immunity has not been studied. Here, we show that under physiological conditions

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