Literature DB >> 31417998

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

Akitake Yamaguchi1, Sherif J Kaldas, Solomon D Appavoo, Diego B Diaz, Andrei K Yudin.   

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.

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Year:  2019        PMID: 31417998     DOI: 10.1039/c9cc05934b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

Review 1.  Recent Advances in Macrocyclic Drugs and Microwave-Assisted and/or Solid-Supported Synthesis of Macrocycles.

Authors:  Dianqing Sun
Journal:  Molecules       Date:  2022-02-02       Impact factor: 4.411

2.  Diversity-oriented synthesis of peptide-boronic acids by a versatile building-block approach.

Authors:  Stefan P A Hinkes; Severin Kämmerer; Christian D P Klein
Journal:  Chem Sci       Date:  2020-08-21       Impact factor: 9.825

  2 in total

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