Issue 39, 2024

Rapid diazotransfer for selective lysine labelling

Abstract

Azide functionalization of protein and peptide lysine residues allows selective bioorthogonal labeling to introduce new, site selective functionaltiy into proteins. Optimised diazotransfer reactions under mild conditions allow aqueous diazotransfer to occur in just 20 min at pH 8.5 on amino acid, peptide and protein targets. In addition, conditons can be modified to selectively label a single lysine residue in both protein targets investigated. Finally, we demonstrate selective modification of proteins containing a single azidolysine using copper(I)-catalyzed triazole formation.

Graphical abstract: Rapid diazotransfer for selective lysine labelling

Supplementary files

Article information

Article type
Communication
Submitted
02 Jul 2024
Accepted
09 Sep 2024
First published
16 Sep 2024
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2024,22, 7976-7981

Rapid diazotransfer for selective lysine labelling

S. H. Calvert, T. Pawlak, G. Hessman and J. F. McGouran, Org. Biomol. Chem., 2024, 22, 7976 DOI: 10.1039/D4OB01094A

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