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Issue 33, 2015
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Disulfide-bridged peptide macrobicycles from nature

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Disulfide-bridged peptide bicycles (DBPBs) are molecules that contain a transannular disulfide bridge within a macrocyclic framework. While DBPBs are precedented in nature, the development of synthetic analogues and their use as therapeutic agents has yet to realize their full potential. A series of naturally-occurring DBPBs and their respective structural and biological features is presented, followed by a description of synthetic methods used to prepare and understand these unique bicyclic systems. The synergy of high-throughput biology and synthetic chemistry should facilitate the development of novel DBPBs in the near future.

Graphical abstract: Disulfide-bridged peptide macrobicycles from nature

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The article was received on 04 Jun 2015, accepted on 23 Jun 2015 and first published on 23 Jun 2015

Article type: Review Article
DOI: 10.1039/C5OB01115A
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Citation: Org. Biomol. Chem., 2015,13, 8768-8779
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    Disulfide-bridged peptide macrobicycles from nature

    B. K. W. Chung and A. K. Yudin, Org. Biomol. Chem., 2015, 13, 8768
    DOI: 10.1039/C5OB01115A

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