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- Title
Site‐Selective Installation of N<sup>ϵ</sup>‐Modified Sidechains into Peptide and Protein Scaffolds via Visible‐Light‐Mediated Desulfurative C–C Bond Formation.
- Authors
Griffiths, Rhys C.; Smith, Frances R.; Long, Jed E.; Scott, Daniel; Williams, Huw E. L.; Oldham, Neil J.; Layfield, Robert; Mitchell, Nicholas J.
- Abstract
Post‐translational modifications (PTMs) enhance the repertoire of protein function and mediate or influence the activity of many cellular processes. The preparation of site‐specifically and homogeneously modified proteins, to apply as tools to understand the biological role of PTMs, is a challenging task. Herein, we describe a visible‐light‐mediated desulfurative C(sp3)–C(sp3) bond forming reaction that enables the site‐selective installation of Nϵ‐modified sidechains into peptides and proteins of interest. Rapid, operationally simple, and tolerant to ambient atmosphere, we demonstrate the installation of a range of lysine (Lys) PTMs into model peptide systems and showcase the potential of this technology by site‐selectively installing an NϵAc sidechain into recombinantly expressed ubiquitin (Ub).
- Subjects
PEPTIDES; SCAFFOLD proteins; POST-translational modification; UBIQUITIN; PROTEINS
- Publication
Angewandte Chemie, 2022, Vol 134, Issue 2, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202110223