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8-Aminoadenosine

Catalog No. T40483   CAS 3868-33-5
Synonyms: 8-NH2-Ado

8-Aminoadenosine (8-NH2-Ado) is an RNA-directed nucleoside analogue that effectively diminishes cellular ATP levels and impedes mRNA synthesis. Furthermore, it effectively obstructs Akt/mTOR signaling, inducing autophagy and apoptosis in a p53-independent manner. Its significant antitumor activity further highlights its therapeutic potential.

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8-Aminoadenosine Chemical Structure
8-Aminoadenosine, CAS 3868-33-5
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 8-Aminoadenosine (8-NH2-Ado) is an RNA-directed nucleoside analogue that effectively diminishes cellular ATP levels and impedes mRNA synthesis. Furthermore, it effectively obstructs Akt/mTOR signaling, inducing autophagy and apoptosis in a p53-independent manner. Its significant antitumor activity further highlights its therapeutic potential.
In vitro 8-Aminoadenosine (8-NH2-Ado) demonstrates a range of bioactive effects across various cell lines. In MM.1S and U266 cells, it exhibits half-maximal inhibitory concentrations (IC50s) of 1.5 μM and 8.88 μM, respectively, after a 48-hour exposure[1]. At a concentration of 10 μM over 24 hours, it induces significant apoptotic death of MCF-7 cells through a p53-independent mechanism, characterized by PARP cleavage[2]. Additionally, at a concentration of 3 μM, 8-Aminoadenosine triggers autophagy in MM.1S cells within 0.5 to 4 hours, and notably reduces ATP levels and glucose consumption over similar durations[1]. This compound also causes a marked time-dependent decrease in GLUT1 expression initially, with subsequent down-regulation of both GLUT1 and GLUT4 transporters over a longer period (24 hours)[1]. It is observed to inhibit cell proliferation and induce cell death without activating p53 pathway targets or increasing p53 or p21 proteins. Its toxicological actions are adenosine kinase activity-dependent, requiring conversion to 8-NH2-ATP in specifically adenosine kinase-deficient cells[1]. Analysis of cell viability and apoptosis under various concentrations and timeframes further corroborates its impact on cell survival and apoptotic pathways[1][2].
Synonyms 8-NH2-Ado
Molecular Weight 282.26
Formula C10H14N6O4
CAS No. 3868-33-5

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Powder: -20°C for 3 years | In solvent: -80°C for 1 year

TargetMolReferences and Literature

1. Mala Shanmugam, et al. Targeting glucose consumption and autophagy in myeloma with the novel nucleoside analogue 8-aminoadenosine. J Biol Chem. 2009 Sep 25;284(39):26816-30. 2. Alla Polotskaia, et al. 8-Amino-adenosine activates p53-independent cell death of metastatic breast cancers. Mol Cancer Ther. 2012 Nov;11(11):2495-504. 3. Jennifer Ann Frey, et al. 8-Amino-adenosine inhibits multiple mechanisms of transcription. Mol Cancer Ther. 2010 Jan;9(1):236-45.

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Keywords

8-Aminoadenosine 3868-33-5 8-NH2-Ado 8Aminoadenosine 8 Aminoadenosine inhibitor inhibit

 

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