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A Genetically Encoded, Phage-Displayed Cyclic-Peptide Library.

Xiaoshan Shayna Wang1, Peng-Hsun Chase Chen1, J Trae Hampton1

  • 1Department of Chemistry, Texas A&M University, College Station, TX, 77843-3255, USA.

Angewandte Chemie (International Ed. in English)
|August 10, 2019
PubMed
Summary
This summary is machine-generated.

We developed a novel phage-display method for creating cyclic peptides using a cysteine-AcrK linker. This technique successfully identified potent therapeutic ligands with enhanced target affinity, offering new drug discovery possibilities.

Keywords:
HDAC8Nϵ-acryloyl-lysinecyclic peptidesphage displayproximity-driven cyclization

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Area of Science:

  • Biochemistry
  • Molecular Biology
  • Drug Discovery

Background:

  • Cyclic peptides exhibit superior biological activity compared to linear peptides, positioning them as promising therapeutic agents.
  • Phage display with cysteine conjugation is a common method for identifying cyclic peptide ligands, but it has limitations.
  • Existing methods for cyclic peptide generation via phage display face challenges that hinder their broad application.

Purpose of the Study:

  • To introduce an innovative phage-display technique for cyclic peptide generation.
  • To overcome the drawbacks associated with traditional cysteine conjugation methods.
  • To demonstrate the efficacy of this new method in identifying high-affinity ligands for therapeutic targets.

Main Methods:

  • Developed a novel phage-display system utilizing a proximity-driven Michael addition reaction.
  • Employed an amber-codon-encoded Nϵ -acryloyl-lysine (AcrK) and cysteine for peptide cyclization.
  • Utilized a randomized 6-mer peptide library for selection against TEV protease and HDAC8.

Main Results:

  • Successfully selected potent cyclic peptide ligands for TEV protease and HDAC8.
  • The selected cyclic peptides demonstrated 4- to 6-fold increased affinity for their protein targets compared to linear analogs.
  • The new cyclization strategy proved effective in generating high-affinity cyclic peptide ligands.

Conclusions:

  • The novel cysteine-AcrK based phage-display technique offers a robust alternative for cyclic peptide generation.
  • This approach enhances ligand affinity and overcomes limitations of previous methods.
  • The method holds significant potential for broad applications in therapeutic target drug discovery.