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Site-selective peptide functionalisation mediated via vinyl-triazine linchpins †

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Peer-reviewed

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https://www.repository.cam.ac.uk/handle/1810/362428

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Authors

Sydenham, Jack D.  ORCID logo  https://orcid.org/0000-0003-0687-6102
Seki, Hikaru  ORCID logo  https://orcid.org/0000-0001-9663-7791
Krajcovicova, Sona  ORCID logo  https://orcid.org/0000-0003-0139-2360
Zeng, Linwei  ORCID logo  https://orcid.org/0000-0002-2399-8008

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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The Royal Society of Chemistry

Publisher DOI

https://doi.org/10.1039/d3cc05213c

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Except where otherwised noted, this item's license is described as http://creativecommons.org/licenses/by/3.0/
Sponsorship
EPSRC Centre for Doctoral Training in Technology Enhanced Chemical Synthesis (EP/S024220/1)
Horizon 2020 Framework Programme (101007256)
Grantová Agentura České Republiky (GA CR 22- 07138O)
UK Research and Innovation (Unassigned)
Isaac Newton Trust (22.39(l))

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