Site-selective peptide functionalisation mediated via vinyl-triazine linchpins

Literature Information

Publication Date 2023-12-06
DOI 10.1039/D3CC05213C
Impact Factor 6.222
Authors

Jack D. Sydenham, Hikaru Seki, Linwei Zeng, Tim Schober, Tomas Deingruber, David R. Spring


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Abstract

Herein we introduce 3-vinyl-1,2,4-triazines derivatives as dual-reactive linkers that exhibit selectivity towards cysteine and specific strained alkynes, enabling conjugate addition and inverse electron-demand Diels–Alder (IEDDA) reactions. This approach facilitates site-selective bioconjugation of biologically relevant peptides, followed by rapid and highly selective reactions with bicyclononyne (BCN) reagents.

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