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Synthesis of Chiral Heteronucleotide ONA Sequences by a Fmoc/Boc-Based Submonomeric Strategy
Authors:Aviran Amir  Amit Hetsron  Shimon Shatzmiller  Gary Gellerman
Institution:(1) Department of Biological Chemistry, Ariel University Center of Samaria, P.O. Box 3, 40700 Ariel, Israel;(2) Department of Chemistry, Bar-Ilan University, Ramat-gan, Israel
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.
Keywords:PNA  ONA  Heteronucleotidic  Submonomeric strategy  Fmoc  Cbz  Orn  SPPS
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