Linker-Engineered Tyrosine-Azide Coatings for Stable Strain-Promoted Azide-Alkyne Cycloaddition (SPAAC) Functionalization.

ABSTRACT: Strain-promoted azide-alkyne cycloaddition (SPAAC) is widely used in solution-phase bioconjugation. However, its application in surface chemistry remains limited because substrate-independent azide films that remain stable upon reaction with bulky strained alkynes have not yet been developed. In this study, we address this challenge using a melanin-inspired coating based on tyrosine-azide derivatives with different linkers. In particular, we investigated how differences in linker length and hydrophilicity affect the hydrophobic interactions within the film network and, ultimately, determine film stability. Specifically, Tyr-3-N₃, a tyrosine-azide derivative having an azide group tethered to tyrosine through a short three-carbon alkyl linker, was identified as optimal, forming az

SUBMITTER: Park S 

PROVIDER: S-EPMC12656541 | biostudies-literature | 2025 Nov

REPOSITORIES: biostudies-literature