Synthesis and Conformation Control of Peptide Ribonucleic Acid (PRNA) Containing 5′-Amino-5′-deoxyribopyrimidine and 5′ -Amino-5′-deoxyribopurine-nucleosides

Hirofumi Sato, Takehiko Wada, Yoshihisa Inoue

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

A novel nucleic acid model, a peptide ribonucleic acid (PRNA) tethering 5′-amino-5′-deoxypyrimidine ribonucleoside as a recognition site for nucleic acids, was designed and synthesized. It was demonstrated that the recognition behavior of PRNA could be controlled externally through switching the orientation of the pyrimidine nucleobase of PRNA induced by added borates. We extended this methodology of controlling the nucleobase orientation and recognition behavior of novel mono- and oligomeric PRNAs containing not only 5′-amino-5′-deoxypyrimidinenucleosides but also 5′ -amino-5′-deoxypurinenucleosides. In the case of PRNA oligomer containing pyrimidine-purine mixed sequence, efficient orientation switching of nucleobases induced by added borates was also observed.

Original languageEnglish
Pages (from-to)65-79
Number of pages15
JournalJournal of Bioactive and Compatible Polymers
Volume19
Issue number2
DOIs
Publication statusPublished - 2004 Mar 1
Externally publishedYes

Keywords

  • Aminonucleoside
  • Antisense RNA
  • External control
  • Recognition control
  • syn orientation

ASJC Scopus subject areas

  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

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