Rhys C. Griffiths
Cysteine-Selective Modification of Peptides and Proteins via Desulfurative C−C Bond Formation
Griffiths, Rhys C.; Smith, Frances R.; Li, Diyuan; Wyatt, Jasmine; Rogers, David M; Long, Jed E.; Cusin, Lola M. L.; Tighe, Patrick J.; Layfield, Robert; Hirst, Jonathan D.; Muller, Manuel M.; Mitchell, Nicholas
Authors
Frances R. Smith
Diyuan Li
Jasmine Wyatt
Dr David Rogers DAVID.ROGERS@NOTTINGHAM.AC.UK
SENIOR RESEARCH FELLOW
Jed E. Long
Lola M. L. Cusin
Professor PATRICK TIGHE paddy.tighe@nottingham.ac.uk
PROFESSOR OF MOLECULAR IMMUNOLOGY
Professor Rob Layfield ROBERT.LAYFIELD@NOTTINGHAM.AC.UK
PROFESSOR OF PROTEIN BIOCHEMISTRY
Professor JONATHAN HIRST JONATHAN.HIRST@NOTTINGHAM.AC.UK
PROFESSOR OF COMPUTATIONAL CHEMISTRY
Manuel M. Muller
Dr NICHOLAS MITCHELL NICHOLAS.MITCHELL@NOTTINGHAM.AC.UK
Associate Professor
Abstract
The site-selective modification of peptides and proteins facilitates the preparation of targeted therapeutic agents and tools to interrogate biochemical pathways. Among the numerous bioconjugation techniques developed to install groups of interest, those that generate C(sp3)−C(sp3) bonds are significantly underrepresented despite affording proteolytically stable, biogenic linkages. Herein, a visible-light-mediated reaction is described that enables the site-selective modification of peptides and proteins via desulfurative C(sp3)−C(sp3) bond formation. The reaction is rapid and high yielding in peptide systems, with comparable translation to proteins. Using this chemistry, a range of moieties is installed into model systems and an effective PTM-mimic is successfully integrated into a recombinantly expressed histone.
Citation
Griffiths, R. C., Smith, F. R., Li, D., Wyatt, J., Rogers, D. M., Long, J. E., Cusin, L. M. L., Tighe, P. J., Layfield, R., Hirst, J. D., Muller, M. M., & Mitchell, N. (2023). Cysteine-Selective Modification of Peptides and Proteins via Desulfurative C−C Bond Formation. Chemistry - A European Journal, 29(16), Article e202202503. https://doi.org/10.1002/chem.202202503
| Journal Article Type | Article |
|---|---|
| Acceptance Date | Dec 16, 2022 |
| Online Publication Date | Feb 14, 2023 |
| Publication Date | Mar 16, 2023 |
| Deposit Date | Jan 25, 2023 |
| Publicly Available Date | Feb 14, 2023 |
| Journal | Chemistry - A European Journal |
| Print ISSN | 0947-6539 |
| Electronic ISSN | 1521-3765 |
| Publisher | Wiley |
| Peer Reviewed | Peer Reviewed |
| Volume | 29 |
| Issue | 16 |
| Article Number | e202202503 |
| DOI | https://doi.org/10.1002/chem.202202503 |
| Keywords | General Chemistry; Catalysis; Organic Chemistry |
| Public URL | https://nottingham-repository.worktribe.com/output/15707035 |
| Publisher URL | https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.202202503 |
Files
Cysteine-Selective Modification of Peptides and Proteins via Desulfurative C-C Bond Formation
(3.3 Mb)
PDF
Publisher Licence URL
https://creativecommons.org/licenses/by/4.0/
You might also like
Downloadable Citations
About Repository@Nottingham
Administrator e-mail: discovery-access-systems@nottingham.ac.uk
This application uses the following open-source libraries:
SheetJS Community Edition
Apache License Version 2.0 (http://www.apache.org/licenses/)
PDF.js
Apache License Version 2.0 (http://www.apache.org/licenses/)
Font Awesome
SIL OFL 1.1 (http://scripts.sil.org/OFL)
MIT License (http://opensource.org/licenses/mit-license.html)
CC BY 3.0 ( http://creativecommons.org/licenses/by/3.0/)
Powered by Worktribe © 2025
Advanced Search