- Manipulating the Click Reactivity of Dibenzoazacyclooctynes: From Azide Click Component to Caged Acylation Reagent by Silver Catalysis
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Strain-promoted azide–alkyne cycloaddition using dibenzoazacyclooctyne (DBCO) is widely applied in copper-free bioorthogonal reactions. Reported here is 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.
- Ao, Jiwei,Huang, He,Huang, Wei,Jiang, Bofeng,Liu, Junjie,Ren, Xuelian,Shi, Wei,Tang, Feng,Tang, Yubo,Yang, Weibo,Yu, Qun
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p. 19940 - 19944
(2020/09/02)
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