Assembly of split aptamers by dynamic pH-responsive covalent ligation

Abstract

Reversible pH-responsive N-methoxyoxazolidine formation is used to ligate split aptamer fragments. Two twice-split models and one thrice-split model of CBA (cocaine-binding aptamer) were examined. The aptamer assembly was dynamic, proportional...

Stimuli‐Responsive Boronate Formation to Control Nucleic Acid‐Based Functional Architectures

“…Another approach is to decorate the fragments with reactive groups, allowing for covalent linkage during assembly and folding. Boronate ester linkage formation has proven to be an effective strategy for stabilizing split nucleic acid enzymes and aptamers, [17] among other chemistries such as Click ligation, [18] reaction between an amine and an aldehyde, [19] or N ‐methoxyoxazolidine formation [20] . In this context, we recently evaluated the activity of split 10–23 DNAzymes composed of two fragments for cleaving a suitable RNA substrate.…”

Enriched switching in a donor–acceptor Stenhouse adduct via reversible covalent bonding

“…Oxazolidines have been utilized as a pH-responsive cleavable linker to release aldehydes/ketones as oligonucleotides/aptamers/drugs. 31,32 Notably, these released aldehydes/ketones were starting reagents for obtaining oxazolidines. In contrast, the oxazolidine in 1c is formed by an intramolecular addition, which then hydrolyzes to release dienal as a new product.…”