A Platform for Both Solid-Phase Peptide Nucleic Acid Oligomer Synthesis and Subsequent in Situ Detection and Quantification of Nucleic Acid Sequences

McCairn, Mark C.; Hughes, Marcus D.; Hine, Anna V.; Sutherland, Andrew

doi:10.1021/cc060035g

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Peptide Nucleic Acids (PNAs)

Achim¹,

Armitage²,

Ly³

et al. 2008

Wiley Encyclopedia of Chemical Biology

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Peptide nucleic acid (PNA) is a chimeric molecule that consists of hydrogen‐bonding purine and pyrimidine heterocycles attached to a pseudopeptide backbone. The bases allow the recognition of specific DNA or RNA sequences, which results in hybrid multihelical structures. The lack of a negative charge on the PNA backbone eliminates Coulombic repulsion from target DNA and RNA strands, which results in high affinity hybridization. These properties have led to a diverse set of applications for PNA, which includes antisense/antigene inhibition of gene expression, various DNA/RNA detection assays, nucleic acid labeling and purification technologies, and programmed assembly of nanoscale materials. The modular design of PNA has led to the synthesis of several “next‐generation” analogs that promise to improve PNA's performance in many existing applications as well as to open doors to new applications. Although most prior research on PNA has focused on its nucleic acid‐like character, recent developments of the peptide‐like aspects of PNA promise to stimulate additionally the work on this fascinating DNA mimic.

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