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While most functionalization methods target the N\u2010terminus or reactive residues, such as lysine, cysteine, or tyrosine, the chemo\u2010 and regioselective modification of the C\u2010terminus remains relatively underdeveloped. In this review, we discuss strategies for C\u2010terminal activation and functionalization, including classical coupling reagents, enzymatic modifications, photo\u2010 and electrochemical decarboxylation, and emerging catalytic approaches. Recent atom\u2010efficient advances in the field that describe protective group\u2010free syntheses while minimizing epimerization and improving chemo\u2010 and regio\u2010selectivity are discussed enabling the modification of complex peptides and proteins. 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