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Issue 71, 2019
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Conformationally stable peptide macrocycles assembled using the Petasis borono-Mannich reaction

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Abstract

Macrocyclization of linear peptide precursors using the Petasis borono-Mannich reaction affords a diverse range of macrocycles with an endocyclic amine. Analysis of the corresponding macrocyclic structures underscores that the hydrogen bond between an endocyclic amine and the adjacent amide NH is a powerful control element for conformationally homogenous peptide macrocycles.

Graphical abstract: Conformationally stable peptide macrocycles assembled using the Petasis borono-Mannich reaction

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Publication details

The article was received on 30 Jul 2019, accepted on 02 Aug 2019 and first published on 02 Aug 2019


Article type: Communication
DOI: 10.1039/C9CC05934B
Chem. Commun., 2019,55, 10567-10570

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    Conformationally stable peptide macrocycles assembled using the Petasis borono-Mannich reaction

    A. Yamaguchi, S. J. Kaldas, S. D. Appavoo, D. B. Diaz and A. K. Yudin, Chem. Commun., 2019, 55, 10567
    DOI: 10.1039/C9CC05934B

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