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.