Sequence-Specific Beta-Peptide Synthesis by a Rotaxane- Based Molecular Machine

Guillaume De Bo, Malcolm Gall, Matthew Kitching, Sonja Kuschel, David Leigh, Daniel Tetlow, John Ward

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    We report on the synthesis and operation of a three-barrier, rotaxane-based, artificial molecular machine capable of sequence-specific beta-homo (β3) peptide synthesis. The machine utilizes non-proteinogenic β3-amino acids, a class of amino acids not generally accepted by the ribosome, particularly consecutively. Successful operation of the machine via native chemical ligation (NCL) demonstrates that even challenging 15- and 19-membered ligation transition states are suitable for information translation using this artificial molecular machine. The peptide-bond-forming catalyst region can be removed from the transcribed peptide by peptidases; artificial and biomachines working in concert to generate a product that cannot be made by either machine alone.
    Original languageEnglish
    JournalAmerican Chemical Society. Journal
    Early online date19 Jul 2017
    Publication statusPublished - 2017


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