2’-β-C-Ethynyladenosine

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2’-β-C-Ethynyladenosine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. 2’-β-C-Ethynyladenosine is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

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2’-β-C-Ethynyladenosine Chemical Structure

CAS No. : 640725-76-4

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Biological Activity
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Description

2’-β-C-Ethynyladenosine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc^[1]. 2’-β-C-Ethynyladenosine is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

Cellular Effect

Cell Line	Type	Value	Description	References
A549	EC₅₀	1.41 μM Compound: 11	Antiviral activity against at 0.3 MOI Dengue virus 2 infected in human A549 cells assessed as level of E protein after 48 hrs by ELISA Antiviral activity against at 0.3 MOI Dengue virus 2 infected in human A549 cells assessed as level of E protein after 48 hrs by ELISA	[PMID: 20457821]
A549	CC₅₀	40 μM Compound: 11	Cytotoxicity against human A549 cells assessed as intracellular ATP level by Celltiter-Glo luminescent assay Cytotoxicity against human A549 cells assessed as intracellular ATP level by Celltiter-Glo luminescent assay	[PMID: 20457821]

Molecular Weight

291.26

Formula

C₁₂H₁₃N₅O₄

CAS No.

640725-76-4

SMILES

O[C@@H]1[C@@H](CO)O[C@@H](N2C(N=CN=C3N)=C3N=C2)[C@]1(C#C)O

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Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. [Content Brief]