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

Author:

Kennebeck Morgan M.1ORCID,Kaminsky Caroline K.1ORCID,Massa Maria A.1ORCID,Das Prakriti K.1ORCID,Boyd Robert D.1ORCID,Bishka Michelle1ORCID,Tricarico J. Tomas1ORCID,Silverman Scott K.1ORCID

Affiliation:

1. Department of Chemistry University of Illinois Urbana-Champaign 600 South Mathews Avenue Urbana IL-61801 USA

Abstract

AbstractWe 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.

Funder

National Institute of General Medical Sciences

Publisher

Wiley

Subject

General Chemistry,Catalysis

Cited by 1 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Controlled enzymatic synthesis of oligonucleotides;Communications Chemistry;2024-06-18

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