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

TitleConformationally stable peptide macrocycles assembled using the Petasis borono-Mannich reaction.
Publication TypeJournal Article
Year of Publication2019
AuthorsYamaguchi, A, Kaldas, SJ, Appavoo, SD, Diaz, DB, Yudin, AK
JournalChem Commun (Camb)
Date Published2019 Aug 16
ISSN1364-548X
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.

DOI10.1039/c9cc05934b
Alternate JournalChem. Commun. (Camb.)
PubMed ID31417998