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Merck
CN

C9137

Sigma-Aldrich

5′-三磷酸虫草素 钠盐

≥95%

别名:

3′-dATP, 3′-脱氧-ATP, 3′-脱氧腺苷-5′-三磷酸

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关于此项目

经验公式(希尔记法):
C10H16N5O12P3
化学文摘社编号:
分子量:
491.18
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51
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方案

≥95%

表单

powder

分子量

491.18  g/mol

储存温度

−20°C

SMILES字符串

[Na].Nc1ncnc2n(cnc12)C3OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)CC3O

InChI

1S/C10H16N5O12P3.Na.H/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(16)1-5(25-10)2-24-29(20,21)27-30(22,23)26-28(17,18)19;;/h3-6,10,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19);;

InChI key

FRGBONDYLMUOMH-UHFFFAOYSA-N

一般描述

虫草素(Cordycepin,3′-脱氧腺苷)是从蛹虫草Cordyceps militaris中提取的细胞毒性腺苷类似物和生物活性试剂。5′-三磷酸虫草素是虫草素的毒性衍生物。

应用

5′-三磷酸虫草素钠盐已用于:
  • 作为RNA降解检测的转录抑制剂
  • 在收获前抑制HEK293T细胞的多腺苷化,通过免疫共沉淀(co-Ips)法进行体外相互作用研究
  • 作为聚合酶抑制的体外检测实验中的阳性对照
  • 作为生产虫草素单磷酸的前体

生化/生理作用

虫草素 5′-三磷酸盐通过 poly (A) 聚合酶掺入核酸中。因为它缺少一个 3′-羟基链的产生,它可用于 3′-RNA 的末端标记。
虫草素可激活人类AMP活化蛋白激酶(AMPK),发挥多种代谢功能。三磷酸虫草素通过体外阻断[3H]GMP掺入来抑制微小核糖核酸病毒(picornavirus)聚合酶特异性RNA合成。它也可抑制RNA合成而延缓细胞生长。

象形图

Health hazardExclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Sandra Holbein et al.
RNA (New York, N.Y.), 15(5), 837-849 (2009-03-28)
Cordycepin (3' deoxyadenosine) is a biologically active compound that, when incorporated during RNA synthesis in vitro, provokes chain termination due to the absence of a 3' hydroxyl moiety. We were interested in the effects mediated by this drug in vivo
Use of vaccinia virus poly(A) polymerase for RNA 3′-end labeling with a chain-terminating nucleotide or a short 3′ homopolymer tract.
Thomson JG, Gershon PD.
Biotechniques, 19, 422-425 (1995)
K Ghoshal et al.
Nucleic acids research, 19(21), 5871-5875 (1991-11-11)
Previous studies have demonstrated that Ara-ATP can inhibit poly(A) polymerase activity by competing with ATP. To elucidate the mechanism of action of this compound, its effect on the cleavage and polyadenylation of two specific substrates, SV40L and adenovirus L3 pre-mRNAs
Vasiliki Daikopoulou et al.
Molecules (Basel, Switzerland), 26(11) (2021-07-03)
Despite the fact that COVID-19 vaccines are already available on the market, there have not been any effective FDA-approved drugs to treat this disease. There are several already known drugs that through drug repositioning have shown an inhibitory activity against
G Costanzo et al.
Molecular and cellular biology, 21(9), 3166-3178 (2001-04-05)
Quantitative analysis of multiple-hit potassium permanganate (KMnO(4)) footprinting has been carried out in vivo on Saccharomyces cerevisiae 5S rRNA genes. The results fix the number of open complexes at steady state in exponentially growing cells at between 8 and 17%

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