Synthesis and structural characterization of monomeric and dimeric peptide nucleic acids prepared by using microwave-promoted multicomponent reactionsElectronic supplementary information (ESI) available: Experimental details and spectroscopic characterization. See DOI: 10.1039/c5ob01604e

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...

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Main Authors: Ovadia, Reuben, Lebrun, Aurélien, Barvik, Ivan, Vasseur, Jean-Jacques, Baraguey, Carine, Alvarez, Karine
Format: Article
Language:English
Online Access:Get full text
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Summary: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. A solution phase synthesis of peptide nucleic acid monomers and dimers was developed by using microwave-promoted Ugi multicomponent reactions.
ISSN:1477-0520
1477-0539
DOI:10.1039/c5ob01604e