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Accelerated microfluidic native chemical ligation at difficult amino acids toward cyclic peptides

Author

Listed:
  • Nathalie Ollivier

    (Université de Lille)

  • Thomas Toupy

    (University of Liège)

  • Ruben C. Hartkoorn

    (Université de Lille)

  • Rémi Desmet

    (Université de Lille)

  • Jean-Christophe M. Monbaliu

    (University of Liège)

  • Oleg Melnyk

    (Université de Lille)

Abstract

Cyclic peptide-based therapeutics have a promising growth forecast that justifies the development of microfluidic systems dedicated to their production, in phase with the actual transitioning toward continuous flow and microfluidic technologies for pharmaceutical production. The application of the most popular method for peptide cyclization in water, i.e., native chemical ligation, under microfluidic conditions is still unexplored. Herein, we report a general strategy for fast and efficient peptide cyclization using native chemical ligation under homogeneous microfluidic conditions. The strategy relies on a multistep sequence that concatenates the formation of highly reactive S-(2-((2-sulfanylethyl)amino)ethyl) peptidyl thioesters from stable peptide amide precursors with an intramolecular ligation step. With very fast ligation rates (

Suggested Citation

  • Nathalie Ollivier & Thomas Toupy & Ruben C. Hartkoorn & Rémi Desmet & Jean-Christophe M. Monbaliu & Oleg Melnyk, 2018. "Accelerated microfluidic native chemical ligation at difficult amino acids toward cyclic peptides," Nature Communications, Nature, vol. 9(1), pages 1-12, December.
    • Handle: RePEc:nat:natcom:v:9:y:2018:i:1:d:10.1038_s41467-018-05264-8
    DOI: 10.1038/s41467-018-05264-8
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