ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
Zhenguang paper-final.pdf (1.05 MB)

Chemoselective Copper-Mediated Radical Modification of Selenocysteines in Peptides and Proteins

preprint
submitted on 05.12.2020, 10:49 and posted on 07.12.2020, 10:42 by Zhenguang Zhao, Norman Metanis
Highly valuable bioconjugated molecules must be synthesized through efficient, chemoselective chemical modifications of peptides and proteins. Herein we report the chemoselective modification of peptides and proteins via a reaction between selenocysteine residues and aryl/alkyl radicals. In situ radical generation from hydrazine substrates and copper ions proceeds rapidly in neat aqueous buffer at near neutral pH (5-8), providing a variety of Se-modified linear and cyclic peptides and proteins conjugated to aryl and alkyl molecules, as well as to affinity label tag (biotin). This chemistry opens a new avenue for chemical protein modifications.

Funding

Israel Science Foundation (783/18)

ICRF Acceleration Grant

History

Email Address of Submitting Author

metanis@mail.huji.ac.il

Institution

The Hebrew University of Jerusalem

Country

Israel

ORCID For Submitting Author

0000-0002-6373-9318

Declaration of Conflict of Interest

The authors declare no competing conflict of interest.

Exports

ChemRxiv

Exports