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Related Concept Videos

Mitochondrial Precursor Proteins01:39

Mitochondrial Precursor Proteins

Mitochondrial precursors are partially unfolded or loosely folded polypeptide chains. Newly synthesized precursors are inhibited from spontaneously folding into their native conformation by the cytosolic chaperones, heat shock proteins 70 (Hsp70), and mitochondrial import stimulation factors (MSFs). Precursors bound to MSFs are guided to the TOM70-TOM37 receptors, while precursors bound to Hsp70  chaperones are targetted to TOM20-TOM22 receptor complexes.
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Peptidoglycan Synthesis01:28

Peptidoglycan Synthesis

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Preparation of Amides01:29

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Related Experiment Video

Updated: May 7, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
07:11

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Published on: September 28, 2022

Template-constrained macrocyclic peptides prepared from native, unprotected precursors.

Kenneth V Lawson1, Tristan E Rose, Patrick G Harran

  • 1Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095.

Proceedings of the National Academy of Sciences of the United States of America
|September 18, 2013
PubMed
Summary

Researchers developed a new method to create stable, macrocyclic peptides from short linear motifs. This palladium-catalyzed process enhances peptide stability and offers a promising avenue for drug development.

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Area of Science:

  • Medicinal Chemistry
  • Organic Chemistry
  • Biochemistry

Background:

  • Peptide-protein interactions are crucial for cellular signaling.
  • Short linear motifs mediate molecular recognition but have poor drug-like properties.
  • Existing peptide modification methods have limitations.

Purpose of the Study:

  • To develop a method for transforming peptides into stable, macrocyclic structures.
  • To utilize palladium catalysis for efficient peptide macrocyclization.
  • To enhance the pharmacological properties of peptides.

Main Methods:

  • Peptide templating and macrocyclization using palladium catalysis.
  • Engaging native peptide functionalities (phenols, imidazoles, amines, carboxylic acids).
  • Tunable reaction conditions for chemoselectivity control.

Main Results:

  • Efficient formation of large macrocyclic rings in high yield at room temperature.
  • Broad scope of catalysis, accommodating various peptide functionalities without protecting groups.
  • Demonstrated stabilization of secondary structure and enhanced proteolytic stability in vitro.

Conclusions:

  • Palladium-catalyzed macrocyclization offers a versatile and efficient method for peptide modification.
  • Templated macrocycles improve peptide stability and secondary structure.
  • This approach complements existing peptide modification techniques for therapeutic applications.