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Journal Article
Research Support, Non-U.S. Gov't
Sequence-Specific β-Peptide Synthesis by a Rotaxane-Based Molecular Machine.
Journal of the American Chemical Society 2017 August 10
We report on the synthesis and operation of a three-barrier, rotaxane-based, artificial molecular machine capable of sequence-specific β-homo (β3 ) peptide synthesis. The machine utilizes nonproteinogenic 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.
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