Boronic Acid Pairs for Sequential Bioconjugation
Boronic Acid Pairs for Sequential Bioconjugation
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DOI：
10.1021/acs.orglett.1c01624
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发表时间：
2021-07-02
期刊：
影响因子：
5.2
通讯作者：
Ball, Zachary T.
中科院分区：
文献类型：
--
作者：
Miller, Mary K.;Swierczynski, Michael J.;Ball, Zachary T.
硼酸在生物环境中可以发挥多种作用，串联使用硼酸结构可以为多功能探针提供新的工具。这封信描述了一对硼酸官能团，2-硝基-芳基硼酸（NAB）和（E）-烯基硼酸（EAB），通过逐步镍和铜催化的过程，使顺序交叉偶联。NAB基团的选择性偶联使得能够制备钉合肽、蛋白质-蛋白质缀合物和其他生物缀合物。
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.