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2',5'-dideoxy Adenosine (Synonyms: 2ʹ,5ʹ-dd-Ado,NSC 95943)

Catalog No.GC17544

La 2',5'-didésoxy adénosine est un inhibiteur puissant et non compétitif de l'adénylylcyclase via la liaison du site P avec une CI50 de 3 µM .

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2',5'-dideoxy Adenosine Chemical Structure

Cas No.: 6698-26-6

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5mg
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10mg
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Sample solution is provided at 25 µL, 10mM.

Description of 2',5'-dideoxy Adenosine

2',5'-dideoxy Adenosine, a nucleoside analog, is one of the first identified cell-permeable, P-site inhibitors of adenylate cyclase [1].

Adenylyl cyclase is an enzyme with key regulatory roles in almost all cells. Adenylyl cyclases have been involved in catalyzing the conversion of ATP to cAMP) and pyrophosphate [2]. 2',5'-dideoxy Adenosine inhibits forskolin-induced activation of a cAMP-dependent reporter gene in HEK293 cells with an IC50 value of 33 μM.

In vitro: In HEK293 cells expressing a cAMP response element (CRE) reporter gene, 2',5'-dideoxy Adenosine (ddAd) effectively and potently inhibited the activity of adenylate cyclase (AC). The ddAd effectively inhibited the effect of forskolin, an AC activator, with IC50 value of 33 μM [1]. Pretreatment with graded concentrations of ddAd effectively inhibited PACAP-induced reporter gene activation with IC50 value of ~35 μM [1]. The ddAd inhibited forskolin-induced Elk-1 transactivation with an IC50 of 10 μM. The ddAd at concentrations greater than 500 mM failed to completely inhibit PACAP-induced cAMP elevation[1].

References:
[1] Emery A C, Eiden M V, Eiden L E.  A new site and mechanism of action for the widely used adenylate cyclase inhibitor SQ22, 536[J]. Molecular pharmacology, 2013, 83(1): 95-105.
[2] Gilman A G.  G proteins and dual control of adenylate cyclase[J]. Cell, 1984, 36(3): 577-579.

Chemical Properties of 2',5'-dideoxy Adenosine

Cas No. 6698-26-6 SDF
Synonymes 2ʹ,5ʹ-dd-Ado,NSC 95943
Chemical Name 2',5'-dideoxy-adenosine
Canonical SMILES C[C@@H]1[C@@H](O)C[C@H](N2C=NC3=C2N=CN=C3N)O1
Formula C10H13N5O2 M.Wt 235.2
Solubility ≤20mg/ml in DMSO;5mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 2',5'-dideoxy Adenosine

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1 mg 5 mg 10 mg
1 mM 4.2517 mL 21.2585 mL 42.517 mL
5 mM 0.8503 mL 4.2517 mL 8.5034 mL
10 mM 0.4252 mL 2.1259 mL 4.2517 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 23 reference(s) in Google Scholar.)

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