Machine-Driven Chemoenzymatic Synthesis of Glycopeptide

Angew Chem Int Ed Engl. 2020 Nov 2;59(45):19825-19829. doi: 10.1002/anie.202001124. Epub 2020 Aug 31.

Abstract

Historically, researchers have put considerable effort into developing automation systems to prepare natural biopolymers such as peptides and oligonucleotides. The availability of such mature systems has significantly advanced the development of natural science. Over the past twenty years, breakthroughs in automated synthesis of oligosaccharides have also been achieved. A machine-driven platform for glycopeptide synthesis by a reconstructed peptide synthesizer is described. The designed platform is based on the use of an amine-functionalized silica resin to facilitate the chemical synthesis of peptides in organic solvent as well as the enzymatic synthesis of glycan epitopes in the aqueous phase in a single reaction vessel. Both syntheses were performed by a peptide synthesizer in a semiautomated manner.

Keywords: automation; chemoenzymatic synthesis; machine-driven; peptide synthesizer; silica resin.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Automation
  • Chemistry Techniques, Synthetic
  • Enzymes / chemistry*
  • Glycopeptides / chemical synthesis*

Substances

  • Enzymes
  • Glycopeptides