Near-Quantitative Aqueous Synthesis of Rotaxanes via Bioconjugation to Oligopeptides and Proteins Carson J. Bruns Hanwei Liu Matthew B. Francis 10.1021/jacs.6b10231.s001 https://acs.figshare.com/articles/journal_contribution/Near-Quantitative_Aqueous_Synthesis_of_Rotaxanes_via_Bioconjugation_to_Oligopeptides_and_Proteins/4235756 In spite of widespread interest in rotaxane-based molecular machines and materials, rotaxanes have not been attached covalently to proteins. We describe the near-quantitative aqueous synthesis of [2]­rotaxanes based on neutral and charged aqueous hostscucurbit[7]­uril (CB7) and cyclobis­(paraquat-<i>p</i>-phenylene) (CBPQT<sup>4+</sup>), respectivelyusing the thiol-ene addition of cysteine and maleimide as a stoppering protocol. After verifying the high efficiency of the reaction using glutathione (GSH) as an oligopeptide stopper, we have employed cytochrome C (CytC) as a protein stopper to produce the first well-characterized protein-rotaxane bioconjugates. We anticipate that this methodology will enable the preparation of novel materials that combine the unique properties of proteins and mechanical bonds. 2016-11-08 00:00:00 well-characterized protein-rotaxane bioconjugates stoppering protocol cytochrome C Near-Quantitative Aqueous Synthesis CBPQT thiol-ene addition novel materials CB protein stopper oligopeptide stopper GSH