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Merck
CN

C9137

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
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
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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);;

SMILES string

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

InChI key

FRGBONDYLMUOMH-UHFFFAOYSA-N

assay

≥95%

form

powder

mol wt

491.18  g/mol

storage temp.

−20°C

Quality Level

General description

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。

Application

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

Biochem/physiol Actions

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。

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

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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Junhua Pan et al.
Nature, 577(7789), 275-279 (2019-11-08)
Respiratory syncytial virus (RSV) and human metapneumovirus (HMPV) cause severe respiratory diseases in infants and elderly adults1. No vaccine or effective antiviral therapy currently exists to control RSV or HMPV infections. During viral genome replication and transcription, the tetrameric phosphoprotein
Lisa S Chen et al.
British journal of haematology, 140(6), 682-391 (2008-01-22)
Multiple myeloma (MM) is an incurable plasma cell malignancy that is slow-growing, and thus traditional DNA-replication directed chemotherapeutics are ineffective. We hypothesized that those agents that target RNA-directed processes would be successful in MM. To test this postulate, cordycepin, a
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%
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
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)

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