Strategies for the Synthesis of Fluorinated Nucleosides, Nucleotides and Oligonucleotides

Chem Rec. 2022 Sep;22(9):e202200066. doi: 10.1002/tcr.202200066. Epub 2022 May 31.

Abstract

Fluorinated nucleosides and oligonucleotides are of specific interest as probes for studying nucleic acids interaction, structures, biological transformations, and its biomedical applications. Among various modifications of oligonucleotides, fluorination of preformed nucleoside and/or nucleotides have recently gained attention owing to the unique properties of fluorine atoms imparting medicinal properties with respect to the small size, electronegativity, lipophilicity, and ability for stereochemical control. This review deals with synthetic protocols for selective fluorination either at sugar or base moiety in a preformed nucleosides, nucleotides and nucleic acids using specific fluorinating reagents.

Keywords: Fluorinating reagents; Nucleic acids; Nucleosides; Nucleotides; Site-selective Fluorination.

Publication types

  • Review

MeSH terms

  • Fluorine / chemistry
  • Nucleic Acids* / chemistry
  • Nucleosides*
  • Nucleotides
  • Oligonucleotides / chemistry

Substances

  • Nucleic Acids
  • Nucleosides
  • Nucleotides
  • Oligonucleotides
  • Fluorine

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