Chen Yang, Yang Wenjie, Wu Jiamin, Sun Wangbin, Loh Teck-Peng, Jiang Yaojia
Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, P. R. China.
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616, Singapore.
Org Lett. 2020 Mar 6;22(5):2038-2043. doi: 10.1021/acs.orglett.0c00415. Epub 2020 Feb 27.
2-Azirine-2-caboxamides have been designed to perform as a new type of bifunctional thiol linker under very mild reaction conditions. The cleavage of a C-N double bond of 2-azirine furnishes an amino amide functional group through a thiol addition and ring-opening process. It works with a broad scope of thiols and 2-azirines in the absence of any catalysts at room temperature. Cysteine-containing peptides have also been demonstrated to work efficiently in a completely water solution.
2-氮杂环丙烯-2-羧酰胺被设计为在非常温和的反应条件下作为一种新型双功能硫醇连接剂。2-氮杂环丙烯的C-N双键断裂通过硫醇加成和开环过程提供一个氨基酰胺官能团。在室温下，它在没有任何催化剂的情况下能与多种硫醇和2-氮杂环丙烯反应。含半胱氨酸的肽也已被证明在完全水溶液中能高效发挥作用。
