Electrochemical Modification of Polypeptides at Selenocysteine

Abstract: Mild strategies for the selective modification of peptides and proteins are in demand for applications in therapeutic peptide and protein discovery, and in the study of fundamental biomolecular processes. Herein, we describe the development of an electrochemical selenoetherification (e‐SE) platform for the efficient site‐selective functionalization of polypeptides. This methodology utilizes the unique reactivity of the 21st amino acid, selenocysteine, to effect formation of valuable bioconjugates through stable selenoether linkages under mild electrochemical conditions. The power of e‐SE is highlighted through late‐stage C‐terminal modification of the FDA‐approved cancer drug leuprolide and assembly of a library of anti‐HER2 affibody conjugates bearing complex cargoes. Following assembly by e‐SE, the utility of functionalized affibodies for in vitro imaging and targeting of HER2 positive breast and lung cancer cell lines is also demonstrated.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Electrochemical Modification of Polypeptides at Selenocysteine ; day:09 ; month:11 ; year:2023 ; extent:11
Angewandte Chemie ; (09.11.2023) (gesamt 11)

Urheber
Mackay, Angus S.
Maxwell, Joshua W. C.
Bedding, Max J.
Kulkarni, Sameer S.
Byrne, Stephen A.
Kambanis, Lucas
Popescu, Mihai V.
Paton, Robert S.
Malins, Lara R.
Ashhurst, Anneliese S.
Corcilius, Leo
Payne, Richard J.

DOI
10.1002/ange.202313037
URN
urn:nbn:de:101:1-2023111014111535498024
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
14.08.2025, 10:48 MESZ

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Beteiligte

  • Mackay, Angus S.
  • Maxwell, Joshua W. C.
  • Bedding, Max J.
  • Kulkarni, Sameer S.
  • Byrne, Stephen A.
  • Kambanis, Lucas
  • Popescu, Mihai V.
  • Paton, Robert S.
  • Malins, Lara R.
  • Ashhurst, Anneliese S.
  • Corcilius, Leo
  • Payne, Richard J.

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