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“Triazole Bridge”: Disulfide-Bond Replacement by Ruthenium-Catalyzed Formation of 1,5-Disubstituted 1,2,3-Triazoles

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  • This research was supported by the Deutsche Forschungsgemeinschaft through grant Ko 1390/9-1, LOEWE—Soft Control and by BMBF.

Abstract

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A good impression: A modular approach using a ruthenium(II) catalyst during peptide synthesis gives rigid and well-defined triazole bridges as tailor-made substitutes for natural disulfide bridges (see structures). The corresponding modification of the monocyclic sunflower trypsin inhibitor-1 yielded an equally potent peptidomimetic containing a redox stable 1,5-disubstituted 1,2,3-triazole bridge.

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