Yin, G.; Wei, J.; Shao, Y.; Wu, W.-H.; Xu, L.; Zhang, W.-B.* Native Conjugation between Proteins and [60]Fullerene Derivatives using SpyTag as a Reactive Handle, Chin. Chem. Lett. 2020, DOI: /doi.org/10.1016/j.cclet.2020.04.034.

Abstract: Herein, we report the facile conjugation between proteins and water-soluble [60]fullerene derivatives under native conditions using SpyTag as a reactive handle. Water-soluble [60]fullerene derivatives (DC60) were first prepared via sequential Bingel-Hirsch reaction and “clicked” with SpyTag to give DC60-SpyTag for native conjugation with proteins by the highly efficient SpyTag-SpyCatcher chemistry. The bioconjugation was confirmed by MALDI-TOF MS spectra and SDS-PAGE analysis. The TEM and UV-vis spectroscopic study further revealed that the DC60 could alter the optical performance and induce aggregation of the target proteins. It thus provides a general and robust method for modifying proteins with C60 derivatives and could potentially be adapted for native conjugation between proteins and other nonbiological motifs as well.