DNAzyme-Catalyzed Site-Specific N-Acylation of DNA Oligonucleotide Nucleobases

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2023 Dec 29

PMID 38157448

Authors

Morgan M Kennebeck

Caroline K Kaminsky

Maria A Massa

Prakriti K Das

Robert D Boyd

Michelle Bishka

J Tomas Tricarico

Scott K Silverman

Affiliations

Soon will be listed here.

Abstract

We used in vitro selection to identify DNAzymes that acylate the exocyclic nucleobase amines of cytidine, guanosine, and adenosine in DNA oligonucleotides. The acyl donor was the 2,3,5,6-tetrafluorophenyl ester (TFPE) of a 5'-carboxyl oligonucleotide. Yields are as high as >95 % in 6 h. Several of the N-acylation DNAzymes are catalytically active with RNA rather than DNA oligonucleotide substrates, and eight of nine DNAzymes for modifying C are site-specific (>95 %) for one particular substrate nucleotide. These findings expand the catalytic ability of DNA to include site-specific N-acylation of oligonucleotide nucleobases. Future efforts will investigate the DNA and RNA substrate sequence generality of DNAzymes for oligonucleotide nucleobase N-acylation, toward a universal approach for site-specific oligonucleotide modification.

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