Chemical Synthesis of Proteins Using an o-Nitrobenzyl Group as a Robust Temporary Protective Group for N-Terminal Cysteine Protection

• DOI: 10.1021/acs.orglett.3c00998
• Publication Date: 2023-05-05T13:45:19Z
• Authors: Xiao-Lei Xie; Jing-Ze Qi; Xiao-Cui Wan; Suo-De Zhang; Yan-Ni Zhang; Ge-Min Fang
• Keywords: Native chemical ligation; Residue (chemistry); Protecting group; Chemical Ligation

We report here a robust and practical strategy for chemical protein synthesis using an o-nitrobenzyl group as temporary protective N-terminal cysteine residue of intermediate hydrazide fragments. By reinvestigating the photoremoval group, we establish reliable its quantitative photodeprotection. The is completely stable to oxidative NaNO2 treatment has been applied convergent programmed death ligand 1 fragment, providing avenue hydrazide-based native ligation.