2’-Azido-2’-deoxycytidine

2’-Azido-2’-deoxycytidine is a purine nucleoside analogue. 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’-Azido-2’-deoxycytidine is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups. 2’-Azido-2’-deoxycytidine is an azidonucleoside,and it should be phosphorylated twice to become an inhibitor of the nucleotide reductase.

[1]Kang SH, Cho MJ. Biological activity and phosphorylation of 2'-azido-2'-deoxyuridine and 2'-azido-2'-deoxycytidine. Nucleosides Nucleotides. 1998;17(6):1077-1088.|[2]Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-3388.