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Conjugation of RNA <i>via</i> 2′-OH acylation: Mechanisms determining nucleotide reactivity

Biswarup Jash, Eric T. Kool

2022Chemical Communications23 citationsDOIOpen Access PDF

Abstract

The acylation reactivity of RNA 2'-OH groups has proven broadly useful for labeling and mapping RNA. Here we perform kinetics studies to test the mechanisms governing this reaction, and we find strong steric and inductive effects modulating reactivity. The results shed light on new strategies for improved conjugation and mapping.

Topics & Concepts

AcylationSteric effectsReactivity (psychology)ChemistryKineticsRNANucleotideStereochemistryOrganic chemistryBiochemistryCatalysisMedicinePhysicsQuantum mechanicsPathologyGeneAlternative medicineRNA and protein synthesis mechanismsDNA and Nucleic Acid ChemistryRNA modifications and cancer