Synthesis of chiral heteronucleotide ONA sequences by a fmoc/boc-based submonomeric strategy

Aviran Amir, Amit Hetsron, Shimon Shatzmiller, Gary Gellerman

Research output: Contribution to journalArticlepeer-review

Abstract

Peptide nucleic acid (PNA) is a DNA analog able to form hybridization complexes with complementary DNA or RNA strands. Many PNAs have been described in recent years, particularly chiral PNA analogs. Chiral heteronucleotide ONA (Orn backbone PNA) is an important tool in the antisensing field, but was not been fully explored yet. In the present work, we performed studies toward the synthesis of chiral heteronucleotide ONA sequences by utilizing a Fmoc/Boc-based submonomer approach on solid support. The desired oligomers with different nucleic content and length were obtained in very good yields and high purity. Specific binding to the complimentary ssDNA oligomers was demonstrated.

Original languageEnglish
Pages (from-to)241-246
Number of pages6
JournalInternational Journal of Peptide Research and Therapeutics
Volume15
Issue number3
DOIs
StatePublished - Sep 2009

Keywords

  • Cbz
  • Fmoc
  • Heteronucleotidic
  • ONA
  • Orn
  • PNA
  • SPPS
  • Submonomeric strategy

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