Synthesis and structural characterization of monomeric and dimeric peptide nucleic acids prepared by using microwave-promoted multicomponent reactions - Archive ouverte HAL Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2015

Synthesis and structural characterization of monomeric and dimeric peptide nucleic acids prepared by using microwave-promoted multicomponent reactions

Abstract

A solution phase synthesis of Peptide Nucleic Acid monomers and dimers was developed by using microwave-promoted Ugi multicomponent reactions. The 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 NMR and MD simulations.
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Dates and versions

hal-01438999 , version 1 (01-03-2022)

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Reuben Ovadia, Aurelien Lebrun, Ivan Barvik, Jean-Jacques Vasseur, Carine Baraguey, et al.. Synthesis and structural characterization of monomeric and dimeric peptide nucleic acids prepared by using microwave-promoted multicomponent reactions. Organic & Biomolecular Chemistry, 2015, 13, pp.11052-11071. ⟨10.1039/c5ob01604e⟩. ⟨hal-01438999⟩
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