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Merck

C9137

Sigma-Aldrich

Cordycepin 5′-triphosphate sodium salt

≥95%

Sinónimos:

3′-dATP, 3′-deoxy-ATP, 3′-Deoxyadenosine 5′-triphosphate

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About This Item

Fórmula empírica (notación de Hill):
C10H16N5O12P3
Número de CAS:
Peso molecular:
491.18
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥95%

form

powder

mol wt

491.18  g/mol

storage temp.

−20°C

SMILES string

[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

General description

Cordycepin (3′-deoxyadenosine) is a cytotoxic adenosine analog and a bioactive agent extracted from Cordyceps militaris. Cordycepin 5′-triphosphate is a toxic derivative of cordycepin.

Application

Cordycepin 5′-triphosphate sodium salt has been used:
  • as a transcriptional inhibitor in RNA decay assay
  • to inhibit polyadenylation in HEK293T cells before harvesting for in- vitro interaction studies through co-immunoprecipitation (co-Ips)
  • as a positive control in in vitro assays for polymerase inhibition
  • as a precursor to produce cordycepin monophosphate

Biochem/physiol Actions

Cordycepin exhibits various metabolic effects by activating AMP-activated protein kinase (AMPK) in humans. Cordycepin triphosphate inhibits picornavirus polymerase-specific RNA synthesis by blocking in vitro [3H]GMP incorporation. It also retards cell growth by inhibiting RNA synthesis.
Cordycepin 5′-triphosphate is incorporated into nucleic acid by poly(A) polymerase. Because it lacks a 3′-hydroxyl group chain production it can be used for 3′-end labeling of RNA.

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

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


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Los clientes también vieron

G Costanzo et al.
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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%
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
3′-end labeling of RNA with recombinant yeast poly(A) polymerase.
Lingner J, Keller W.
Nucleic Acids Research, 25, 2917-2920 (1993)
D L Panicali et al.
Journal of virology, 25(1), 124-128 (1978-01-01)
Cordycepin triphosphate inhibited in vitro [3H]GMP incorporation by pricornavirus-specific polymerase complexes isolated from infected HeLa cells. The inhibition of [3H]GMP incorporation could be reversed with ATP added to the reaction mixture along with the inhibitor, but not with GTP so

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