Novel Bisimidazole-Containing Peptidomimetic Molecules for Мetal-Independent RNA Cleavage: Synthesis and Solid-Phase Screening Method

A. S. Pavlova, P. A. Ogurtsova, L. S. Koroleva, I. Y. Serpokrylova, A. A. Lomzov, I. A. Pyshnaya, V. N. Silnikov, D. V. Pyshnyi

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Novel bisimidazole-containing peptidomimetic molecules, which can efficiently cleave RNA in the absence of divalent metal ions have been synthesized. The thymidine 5'-monophosphate derivatives modified with these peptidomimetics have been obtained on CPG (controlled pore glass) using a solid phase azide-alkyne cycloaddition. The ability of all synthesized derivatives to cleave RNA has been demonstrated by a solid-phase screening method. The resulting conjugates have provided a 20–100% cleavage of the RNA target in 18 hours. The results allow us to consider the described strategy as a useful approach for the rapid selection of potentially promising peptidomimetic molecules in order to synthesize reactive constructs on their basis.

Original languageEnglish
Pages (from-to)813-824
Number of pages12
JournalRussian Journal of Bioorganic Chemistry
Volume45
Issue number6
DOIs
Publication statusPublished - 1 Nov 2019

Keywords

  • artificial nucleases
  • azide-alkyne cycloaddition
  • CPG
  • imidazole
  • RNA cleavage
  • solid-phase screening
  • DESIGN
  • CLICK CHEMISTRY
  • LIGATION
  • CYCLOADDITION
  • NUCLEOSIDE
  • PEPTIDES
  • SEQUENCE-SPECIFIC CLEAVAGE
  • IMIDAZOLE
  • ANTISENSE OLIGONUCLEOTIDES
  • RIBONUCLEASE

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