Abstract
Peptide nucleic acids (PNA) are one of many synthetic mimics of DNA and RNA that have found applications as biological probes, as nano-scaffold components, and in diagnostics. In an effort to use PNA as constructs for cellular delivery we investigated the possibility of installing a biologically susceptible disulfide bond in the backbone of a PNA oligomer. Here we report the synthesis of a new abasic Fmoc monomer containing a disulfide bond that can be incorporated into a PNA oligomer (DS-PNA) using standard solid phase peptide synthesis. The disulfide bond survives cleavage from the resin and DS-PNA forms duplexes with complementary PNA oligomers. Initial studies aimed at determining if the disulfide bond is cleavable to reducing agents while in a duplex are explored using UV thermal analysis and HPLC.
Original language | English |
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Pages (from-to) | 394-398 |
Number of pages | 5 |
Journal | Bioorganic Chemistry |
Volume | 84 |
DOIs | |
State | Published - Mar 2019 |
Keywords
- Abasic site
- Antisense
- Disulfide cleavage
- Peptide nucleic acid