ja1c12702 0006 boronic acid

In this study, researchers from Boston College develop and then apply a boronic acid with appended carbonyl warhead that can target lysine for covalent binding. Formation of an imine is first facilitated by the boronic acid and the resulting imine forms a stable but reversible B-N interaction. The effect of the whole is to create a reversible covalent probe for accessible lysine residues. The kinetics and thermodynamics of binding in a small number of examples are reported.

Lysine-Targeting Reversible Covalent Inhibitors with Long Residence Time
Rahi M. Reja, Wenjian Wang, Yuhan Lyu, Fredrik Haeffner, and Jianmin Gao*
J. Am. Chem. Soc. 2022, 144, 3, 1152–1157