Peptide nucleic acids (PNA), which contain an aminoethylgylcine (aeg) backbone functionalized with nucleobases, have been used as antisense drugs for their ability to bind to DNA through base pair formation. The aeg backbone provides a stable skeleton due to the increased stability of peptide bonds that spatially mimic the negatively charged sugar-phosphate backbone of DNA without the electrostatic repulsion between phosphate groups.  Alternatively, metal coordinating ligands have been used in place of nucleobases, dubbed iDNA (inorganic DNA) replacing hydrogen bonding with metal ligand coordination. Our research aims to synthesize dipeptides utilizing an aeg backbone functionalized with metal ligands. FMOC/t-butyl ester protected acetyl and pyridyl monomers have been selected for the synthesis of two dipeptides, pyridine-pyridine and acetyl-pyridine combinations. The dipeptides are purified by column chromatography and characterized with mass spectrometry and NMR spectroscopy. The pyridyl subunits will subsequently be functionalized with platinum terpyridine ligands.

Synthesis of precursor dipeptides for the coordination of Pt(tpy) in the formation of mono- and di-metallic peptides

244th National Meeting (2012)

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