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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