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Strategies for the Synthesis of Fluorinated Nucleosides, Nucleotides and Oligonucleotides

Harshita Shet, Rajesh Sahu, Yogesh S. Sanghvi, Anant R. Kapdi

2022The Chemical Record21 citationsDOI

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.

Topics & Concepts

OligonucleotideNucleic acidNucleotideNucleosideChemistryMoietyLipophilicityCombinatorial chemistryElectronegativityReagentStereochemistryOrganic chemistryBiochemistryDNAGeneFluorine in Organic ChemistryRNA modifications and cancerCarbohydrate Chemistry and Synthesis
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