An Umpolung Approach for the Chemoselective Arylation of Selenocysteine in Unprotected Peptides

Herein we report an umpolung strategy for the bioconjugation of selenocysteine in unprotected peptides. This mild and operationally simple approach takes advantage of the electrophilic character of an oxidized selenocysteine (Se-S bond) to react with a nucleophilic arylboronic acid to provide the ar...

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Bibliographic Details
Main Authors: Cohen, Daniel Tzvi, Zhang, Chi, Pentelute, Bradley L., Buchwald, Stephen Leffler
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Published: American Chemical Society (ACS) 2018
Online Access:http://hdl.handle.net/1721.1/113061
https://orcid.org/0000-0001-7703-424X
https://orcid.org/0000-0001-9519-7456
https://orcid.org/0000-0003-3875-4775