Work

Clicked H-Shaped Arylopeptoids

Year: 2025

Type: article

Abstract: This study presents a tentative synthesis of supported H-shaped and ladder-type compounds. If the ladders were not accessible, probably due to distance misfits between the reactive centers, a facile method for the synthesis of H-shaped N-alkylated aminomethyl oligobenzamides, i.e., arylopeptoids by on-resin homodimerization via the Copper(I)-Catalyzed-Alkyne-Azide-Cycloaddition (CuAAC) reaction is reported. While successful, a synthetic bottleneck was identified for further oligomer elongation due to congestion when the ligation occurs on solid support. However, this issue was effectively addressed using an elongated oligomer to conduct inter-strand cross-linking. Further CuAAC functionalization could be performed after elongation with additional alkyne groups to enhance diversity.

Source: Molecules

DOI: 10.3390/molecules30030724

Authors: Zein El Abidine Chamas, Ayman Akhdar, Florence Charnay-Pouget, Sophie Faure, Arnaud Gautier

Institutions: Centre National de la Recherche Scientifique, Université Clermont Auvergne, Institut de Chimie de Clermont-Ferrand, Clermont Auvergne INP

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: gold

Estimated APC paid: $3,258

Funder: Agence Nationale de la Recherche