Nickel(II)-Promoted Amide N-H Arylation of Pyroglutamate-Histidine with Arylboronic Acid Reagents
Nickel(II)-Promoted Amide N-H Arylation of Pyroglutamate-Histidine with Arylboronic Acid Reagents
复制标题
DOI：
10.1021/acs.orglett.9b00759
复制
发表时间：
2019-04-05
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：
Hanaya, Kengo;Miller, Mary K.;Ball, Zachary T.
小而简单的生物正交反应手柄，可以很容易地通过自然过程编码是重要的生物偶联。在温和的水条件下，镍促进了焦谷氨酸-组氨酸序列与2-硝基硼酸的N-H基化反应。内酰胺N-H在肽或蛋白质中的化学选择性活化为聚酰胺结构的选择性偶联提供了一种新的途径。
Small and simple bioorthogonal reactive handles that can be readily encoded by natural processes are important for bioconjugation. A rapid nickel-promoted N-H arylation of pyroglutamate-histidine sequences with 2-nitroarylboronic acids proceeds under mild aqueous conditions. Chemoselective activation of a lactam amide N-H within a peptide or protein provides a new approach to selective conjugation in polyamide structures.