Optimization of synthetic route to PNA-T-OH monomers

Year 2018, Volume: 5 Issue: 2, 457 - 468, 01.01.2018

Onur Alpturk , Z. Sevcan Yeşilbaş Gözde Sarıoğlu Aslı Karaçaylı Aytül Saylam Salih Özçubukcu

https://doi.org/10.18596/jotcsa.380410

Abstract

Peptide nucleic acids are synthetic molecules
crafted to mimic natural nucleic acids, and thus, they are widely utilized in
many chemical, and, biomedical applications. Although there exist many
approaches to synthesize monomers to date, there is still room to improve these
methodologies. With this motivation, we compared some widely utilized synthetic
routes to obtain N-Boc-PNA-T-OH, and N-Fmoc-PNA-T-OH. Our results indicate
that N-Boc-ethylenediamine is the
most pivotal intermediate in the chemistry of PNA, and synthetic route commencing
with this material affords these two PNA monomers in relatively high yield, and
purity, while being very reproducible. 

Keywords

Peptide nucleic acid, monomer synthesis, optimization

References

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