Synthesis of Na 2 S 2 O 4 mediated cleavable affinity tag for labeling of O-GlcNAc modified proteins via azide-alkyne cycloaddition

Bioorg Med Chem Lett. 2021 Sep 15;48:128244. doi: 10.1016/j.bmcl.2021.128244. Epub 2021 Jul 3.


A facile and convergent procedure for the synthesis of azobenzene-based probe was reported, which could selectively release interested proteins conducted with sodium dithionite. Besides, the cleavage efficiency is closely associated with the structural features, in which an ortho-hydroxyl substituent is necessary for reactivity. In addition, the azobenzene tag applied in the Ac4GlcNAz-labled proteins demonstrated high efficiency and selectivity in comparison with Biotin-PEG4-Alkyne, which provides a useful platform for enrichment of any desired bioorthogonal proteomics.

Keywords: Cleavable tag; Metabolic labeling; O-GlcNAc; Proteomics.