Site-selective peptide functionalisation mediated via vinyl-triazine linchpins†
Jack D.
Sydenham, 
a
Hikaru
Seki,
a
Sona
Krajcovicova,
ab
Linwei
Zeng,
a
Tomas
Deingruber
a
and
David R.
Spring
*a
a
Hikaru
Seki,
a
Sona
Krajcovicova,
ab
Linwei
Zeng,
a
Tomas
Deingruber
a
and
David R.
Spring
*a
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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