Design and NMR characterization of reversible head-to-tail boronate-linked macrocyclic nucleic acids.
Org Biomol Chem
; 20(14): 2889-2895, 2022 04 06.
Article
em En
| MEDLINE
| ID: mdl-35319560
ABSTRACT
Inspired by the ability of boronic acids to bind with compounds containing diol moieties, we envisioned the formation in solution of boronate ester-based macrocycles by the head-to-tail assembly of a nucleosidic precursor that contains both a boronic acid and the natural 2',3'-diol of ribose. DOSY NMR spectroscopy experiments in water and anhydrous DMF revealed the dynamic assembly of this precursor into dimeric and trimeric macrocycles in a concentration-dependent fashion as well as the reversibility of the self-assembly process. NMR experimental values and quantum mechanics calculations provided further insight into the sugar pucker conformation profile of these macrocycles.
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1
Base de dados:
MEDLINE
Assunto principal:
Ácidos Nucleicos
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article