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.
Original language | English (US) |
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Article number | e202317565 |
Journal | Angewandte Chemie - International Edition |
Volume | 63 |
Issue number | 7 |
DOIs | |
State | Published - Feb 12 2024 |
Keywords
- Deoxyribozymes
- in Vitro Selection
- Nucleic Acids
- Oligonucleotides
- Ribozymes
ASJC Scopus subject areas
- Catalysis
- General Chemistry