posted on 2021-07-02, 12:04authored byMary K. Miller, Michael J. Swierczynski, Yuxuan Ding, Zachary T. Ball
Boronic acids can play diverse roles
when applied in biological
environments, and employing boronic acid structures in tandem could
provide new tools for multifunctional probes. This Letter describes
a pair of boronic acid functional groups, 2-nitro-arylboronic acid
(NAB) and (E)-alkenylboronic acid (EAB), that enable
sequential cross-coupling through stepwise nickel- and copper-catalyzed
processes. The selective coupling of NAB groups enables the preparation
of stapled peptides, protein–protein conjugates, and other
bioconjugates.