Strain‐promoted azide–alkyne cycloaddition using dibenzoazacyclooctyne (DBCO) is widely applied in copper‐free bioorthogonal reactions.
Research teams led by Prof. YANG Weibo and Prof. HUANG Wei at Shanghai Institute of Materia Medica of Chinese Academy of Sciences cooperated to report the efficient acid‐promoted rearrangement and silver‐catalyzed amidation of DBCO, which alters its click reactivity robustly. In the switched click reaction, DBCO, as a caged acylation reagent, enables rapid peptide/protein modification after decaging facilitated by silver catalysts, rendering site‐specific conjugation of an IgG antibody by a Fc‐targeting peptide.
This work was published in Angew. Chem. Int. Ed. entitled “Manipulating the click reactivity of dibenzoazacyclooctynes: from an azide cliker to a caged acylation reagent”. PhD student SHI Wei at University of Chinese Academy of Sciences (institute: Shanghai Institute of Materia Medica, Chinese Academy of Sciences; supervisor: Prof. HUANG Wei) and postdoctoral fellow TANG Feng at Shanghai Institute of Materia Medica of Chinese Academy of Sciences are the first authors, Prof. YANG and Prof. HUANG are the corresponding authors, who are also doctoral supervisors at University of Chinese Academy of Sciences.
