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Azido-thalidomide is a building block in the synthesis of proteolysis-targeting chimera (PROTAC) technologies.1 It contains thalidomide, which is a ligand for the E3 ubiquitin ligase cereblon, and can be conjugated to alkynylated ligands for target proteins via click chemistry. Azido-thalidomide has been used in the synthesis of a SirReal-based PROTAC for the degradation of sirtuin 2 (Sirt2) in cells.
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1. Chemically induced degradation of Sirtuin 2 (Sirt2) by a proteolysis targeting chimera (PROTAC) based on sirtuin rearranging ligands (SirReals). J. Med. Chem. 61(2), 482-491 (2018).