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Protein bioconjugates have many critical applications, especially in the development of therapeutics. Consequently, the design of novel methodologies to prepare protein bioconjugates is of great importance. Herein, we present the development and optimization of a novel strategy to prepare bioconjugates via a genetically encoded [2+2+2] cycloaddition reaction. To do this, a novel unnatural amino acid (UAA) containing a dipropargyl amine functionality was synthesized and incorporated site-specifically. This UAA-containing protein was reacted with an alkyne-containing fluorophore to afford a covalently-linked, well-defined protein bioconjugate. This reaction is convenient with an optimized reaction time of just 2 hours at room temperature and yields a stable, polysubstituted benzene ring. Overall, this work contributes a new bioconjugation strategy to the growing toolbox of reactions to develop protein bioconjugates, which have a myriad of applications.
This article was published in the following journal.
Name: Chembiochem : a European journal of chemical biology
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