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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Cyanides / chemical synthesis
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Cyanides / chemistry
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Dimerization
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Formaldehyde / chemical synthesis
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Formaldehyde / chemistry
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Magnetic Resonance Spectroscopy
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Microwaves
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Molecular Dynamics Simulation
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Peptide Nucleic Acids / chemical synthesis*
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Peptide Nucleic Acids / chemistry
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Polymers / chemical synthesis
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Polymers / chemistry
Substances
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Cyanides
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Peptide Nucleic Acids
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Polymers
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Formaldehyde
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paraform