Data for: On-resin synthesis and late-stage functionalization of macrocyclic atosiban mimetics via 5-iodo-1,4-triazoles

We report an on-resin strategy for synthesizing 5-iodo-1,4-disubstituted-1,2,3-triazole-containing macrocyclic peptides as multifunctional disulfide bond mimetics. Optimized CuAAC and Suzuki-Miyaura conditions enabled late-stage arylation at the triazole 5-position. This approach allowed fluorescent and biotin peptide labelling without traditional N-terminal linkers. Structural analysis revealed that the 5-iodo substituent influences peptide conformation. These findings establish 5-iodo-1,4-triazoles as versatile, tunable motifs for macrocyclization and functionalization, expanding the chemical space accessible for macrocyclic peptide chemical biology tools and therapeutics.