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Updated: Apr 7, 2026
07:11
Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
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Disulfide-bridged peptide macrobicycles from nature
Benjamin K W Chung1, Andrei K Yudin
1Lash Miller Chemical Laboratories, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6. ayudin@chem.utoronto.ca.
Organic & Biomolecular Chemistry
|July 11, 2015
Summary
Disulfide-bridged peptide bicycles (DBPBs) are natural and synthetic molecules with therapeutic potential. Further research combining high-throughput biology and synthetic chemistry will unlock novel DBPB development.
Area of Science:
- Medicinal Chemistry
- Organic Chemistry
- Biotechnology
Background:
- Disulfide-bridged peptide bicycles (DBPBs) feature a transannular disulfide bridge within a macrocyclic structure.
- Naturally occurring DBPBs exist, but synthetic analogues and their therapeutic applications remain underexplored.
Purpose of the Study:
- To present naturally-occurring DBPBs, detailing their structural and biological characteristics.
- To describe synthetic methodologies for preparing and characterizing these bicyclic systems.
Main Methods:
- Review of naturally-occurring DBPBs.
- Description of synthetic strategies for DBPB construction.
- Analysis of structural and biological features.
Main Results:
- Compilation of known DBPBs and their properties.
- Overview of synthetic routes for DBPB generation.
- Identification of key structural and biological attributes.
Conclusions:
- DBPBs represent a promising class of molecules with therapeutic potential.
- The integration of high-throughput biology and synthetic chemistry is crucial for advancing novel DBPB discovery and development.
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