Journal
JOURNAL OF INORGANIC BIOCHEMISTRY
Volume 232, Issue -, Pages -Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.jinorgbio.2022.111831
Keywords
Antisense; Artificial ribonuclease; Ribozyme mimic; RNA cleavage; Transesterification; Threoninol
Funding
- National Science Foundation [CHE-9802660]
- Washington University Mass Spectrometry Resource, an NIH Research Resource [P41RR0954]
- Petroleum Research Fund
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Artificial ribonucleases, known as synthetic ribozymes, were synthesized by linking the RNA transesterification catalyst copper (II) terpyridine to an abasic threoninol backbone residue. The study found that oligonucleotides with a (2S,3S)-threoninol backbone were more efficient at RNA transesterification than their (2R,3R)-isomer counterpart.
Artificial ribonucleases, also known as synthetic ribozymes, were synthesized with an internal, stereochemicallypure, abasic threoninol backbone-residue to which the RNA transesterification catalyst copper (II) terpyridine was covalently linked. These oligonucleotide conjugates were constructed to determine if the stereochemistry of the abasic threoninol backbone residue influences the transesterification rate of complementary RNA oligonucleotides. Following synthesis, these compounds were reacted with complementary 28-mer and 159-mer RNA substrates and their relative transesterification efficiencies were determined. The transesterification kinetics were also compared with previously synthesized oligonucleotides that incorporated copper (II) terpyridine via a serinol-residue. It was determined that oligonucleotides that contained copper (II) terpyridine linked via a (2S,3S)-threoninol backbone were more efficient at RNA transesterification than their (2R,3R)-stereoisomer counterpart.
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