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Design and synthesis of chiral peptidic nucleic acids

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Abstract

Due to the increasing interest in the use ofoligonucleotide analogues as antisense and antigenedrugs, we designed a chiral analogue constituted of apeptidic frame bearing nucleobases in suitablepositions (C-PNA). We recently reported the synthesisof four nonnatural α-amino acids with the DNAbases in the lateral chain. In this paper we presentan improved synthesis of the Fmoc monomers and theirpolymerisation to polypeptidic oligonucleotideanalogues using a modification of the standardprotocol for solid phase peptide synthesis.

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Ciapetti, P., Mann, A., Schoenfelder, A. et al. Design and synthesis of chiral peptidic nucleic acids. Letters in Peptide Science 4, 341–349 (1997). https://doi.org/10.1023/A:1008801007027

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  • DOI: https://doi.org/10.1023/A:1008801007027

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