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Updated: Apr 3, 2026

Self-Assembly of Gamma-Modified Peptide Nucleic Acids into Complex Nanostructures in Organic Solvent Mixtures
Published on: June 26, 2020
Synthesis and structural characterization of monomeric and dimeric peptide nucleic acids prepared by using
Reuben Ovadia1, Aurélien Lebrun, Ivan Barvik
1Laboratoire d'Architecture et Fonction des Macromolécules Biologiques, Université Aix-Marseille UMR CNRS 7257, Equipe "Antiviral Medicinal Chemistry", Parc scientifique de Luminy, 163 av. de Luminy, 13288 Marseille Cedex 9, France. karine.alvarez@afmb.univ-mrs.fr.
Abstract:
A solution phase synthesis of peptide nucleic acid monomers and dimers was developed by using microwave-promoted Ugi multicomponent reactions. A mixture of a functionalized amine, a carboxymethyl nucleobase, paraformaldehyde and an isocyanide as building blocks generates PNA monomers which are then partially deprotected and used in a second Ugi 4CC reaction, leading to PNA dimers. Conformational rotamers were identified by using NMR and MD simulations.
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