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西亚试剂::Sequence-Specific Peptide Synthesis by an Artificial

Bartosz Lewandowski1, Guillaume De Bo1, John W. Ward1, Marcus Papmeyer1, Sonja Kuschel1,María J. Aldegunde2, Philipp M. E. Gramlich2, Dominik Heckmann2, Stephen M. Goldup2, Daniel M. D’Souza2,Antony E. Fernandes2, David A. Leigh1,2,*

The ribosome builds proteins by joining together amino acids in an order determined by messenger RNA. Here, we report on the design, synthesis, and operation of an artificial small-molecule machine that travels along a molecular strand, picking up amino acids that block its path, to synthesize a peptide in a sequence-specific manner. The chemical structure is based on a rotaxane, a molecular ring threaded onto a molecular axle. The ring carries a thiolate group that iteratively removes amino acids in order from the strand and transfers them to a peptide-elongation site through native chemical ligation. The synthesis is demonstrated with ~1018 molecular machines acting in parallel; this process generates milligram quantities of a peptide with a single sequence confirmed by tandem mass spectrometry.

丙烯醛肉桂醛桂皮醛4-硝基肉桂醛