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• W3204313153 abstract "Phosphorothioate (PS) modification of antisense oligonucleotides (ASOs) is a critical factor enabling their therapeutic use. Standard chemical synthesis incorporates this group in a stereorandom manner; however, significant effort was made over the years to establish and characterize the impact of chiral control. In this work, we present our in-depth characterization of interactions between Escherichia coli RNase H and RNA-DNA heteroduplexes carrying chirally defined PS groups. First, using a massive parallel assay, we showed that at least a single Rp-PS group is necessary for efficient RNase H-mediated cleavage. We followed by demonstrating that this group needs to be aligned to the phosphate-binding pocket of RNase H, and that chiral status of other PS groups in close proximity to RNase H does not affect cleavage efficiency. We have shown that RNase H's PS chiral preference can be utilized to guide cleavage to a specific chemical bond. Finally, we present a strategy for ASO optimization by mapping preferred RNase H cleavage sites of a non-thioated compound, followed by introduction of Rp-PS in a strategic position. This results in a cleaner cleavage profile and higher knockdown activity compared with a compound carrying an Sp-PS at the same location." @default.
• W3204313153 created "2021-10-11" @default.
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• W3204313153 date "2021-12-01" @default.
• W3204313153 modified "2023-09-25" @default.
• W3204313153 title "Characterization of <i>Escherichia coli</i> RNase H Discrimination of DNA Phosphorothioate Stereoisomers" @default.
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• W3204313153 doi "https://doi.org/10.1089/nat.2021.0055" @default.
• W3204313153 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/34619060" @default.
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