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3’-β-C-Ethynyladenosine

3’-β-C-Ethynyladenosine is an adenosine analog. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression. Its popular products are adenosine phosphate, Acadesine (HY-13417), Clofarabine (HY-A0005), Fludarabine phosphate (HY-B0028) and Vidarabine (HY-B0277). 3’-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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CAS No.: 180300-54-3
Formula: C₁₂H₁₃N₅O₄
Molecular Weight:291.26

Storage:

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

Data Sheet (272 KB)

3’-β-C-Ethynyladenosine Chemical Structure

CAS No.: 180300-54-3

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

3’-β-C-Ethynyladenosine is an adenosine analog. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression. Its popular products are adenosine phosphate, Acadesine (HY-13417), Clofarabine (HY-A0005), Fludarabine phosphate (HY-B0028) and Vidarabine (HY-B0277)^[1]. 3’-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
CCRF-CEM	IC₅₀	0.61 μM Compound: 1	Cytostatic activity against human CEM cells after 72 hrs by Coulter counter method Cytostatic activity against human CEM cells after 72 hrs by Coulter counter method	[PMID: 26965865]
CCRF-CEM	IC₅₀	0.61 μM Compound: 5; Eado	Antiproliferative activity against human CEM cells after 72 hrs by Coulter counter method Antiproliferative activity against human CEM cells after 72 hrs by Coulter counter method	[PMID: 30098481]
HeLa	IC₅₀	0.29 μM Compound: 1	Cytostatic activity against human HeLa cells after 72 hrs by Coulter counter method Cytostatic activity against human HeLa cells after 72 hrs by Coulter counter method	[PMID: 26965865]
HeLa	IC₅₀	0.29 μM Compound: 5; Eado	Antiproliferative activity against human HeLa cells after 72 hrs by Coulter counter method Antiproliferative activity against human HeLa cells after 72 hrs by Coulter counter method	[PMID: 30098481]
KB	IC₅₀	0.83 μM Compound: EAdo(16)	In vitro tumor cell growth inhibitory activity against human nasopharyngeal KB cell lines In vitro tumor cell growth inhibitory activity against human nasopharyngeal KB cell lines	[PMID: 8960561]
L1210	IC₅₀	0.69 μM Compound: EAdo(16)	In vitro tumor cell growth inhibitory activity against mouse leukemia L1210 cell lines. In vitro tumor cell growth inhibitory activity against mouse leukemia L1210 cell lines.	[PMID: 8960561]
L1210	IC₅₀	0.73 μM Compound: 1	Cytostatic activity against mouse L1210 cells after 48 hrs by Coulter counter method Cytostatic activity against mouse L1210 cells after 48 hrs by Coulter counter method	[PMID: 26965865]
L1210	IC₅₀	0.73 μM Compound: 5; Eado	Antiproliferative activity against mouse L1210 cells after 48 hrs by Coulter counter method Antiproliferative activity against mouse L1210 cells after 48 hrs by Coulter counter method	[PMID: 30098481]

Chemical Information

CAS No. 180300-54-3
Molecular Weight 291.26
Formula C₁₂H₁₃N₅O₄
SMILES

OC[C@@H]1[C@](O)(C#C)[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O1
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

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

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (272 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
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]

[2]. Man S, et al. Potential and promising anticancer drugs from adenosine and its analogs. Drug Discov Today. 2021 Jun;26(6):1490-1500. [Content Brief]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

100 mg

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