58699-62-0
Chemical Structure
3'-Azido-3'-deoxyadenosine
- CAS No.: 58699-62-0
- Formula:C10H12N8O3
- Molecular Weight:292.25
IUPAC Name: (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-4-azido-5-(hydroxymethyl)tetrahydrofuran-3-ol
InChIKey: HTWSTKVLFZRAPM-QYYRPYCUSA-N
SMILES: OC[C@H]1O[C@@H](N(C=N2)C3=C2C(N)=NC=N3)[C@H](O)[C@@H]1N=[N+]=[N-]
Biological Activity: 3'-Azido-3'-deoxyadenosine is a purine nucleoside analog. 3'-Azido-3'-deoxyadenosine acts as a click chemistry reagent bearing an Azide group, which undergoes copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing an Alkyne group. 3'-Azido-3'-deoxyadenosine also undergoes strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups[1][2].
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3'-Azido-3'-deoxyadenosine | 98.44% | 3'-Azido-3'-deoxyadenosine is a purine nucleoside analog. 3'-Azido-3'-deoxyadenosine acts as a click chemistry reagent bearing an Azide group, which undergoes copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing an Alkyne group. 3'-Azido-3'-deoxyadenosine also undergoes strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups. | ||||||||||||||||||||
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References
- [1]. Robak T, et al. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-3388. [Content Brief]
- [2]. Steger J, et al. Efficient access to nonhydrolyzable initiator tRNA based on the synthesis of 3'-azido-3'-deoxyadenosine RNA. Angew Chem Int Ed Engl. 2010 Oct 4;49(41):7470-2. [Content Brief]
