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A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water

[Image: see text] The selective recognition of caffeine in water among structurally related xanthines and purine or pyrimidine bases was achieved by a simple tweezer-shaped receptor featuring sulfonate hydrosolubilizing groups. The remarkable affinity for caffeine, among the highest reported thus fa...

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Detalles Bibliográficos
Autores principales: Francesconi, Oscar, Ienco, Andrea, Papi, Francesco, Dolce, Marta, Catastini, Andrea, Nativi, Cristina, Roelens, Stefano
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8902752/
https://www.ncbi.nlm.nih.gov/pubmed/35107278
http://dx.doi.org/10.1021/acs.joc.1c02620
Descripción
Sumario:[Image: see text] The selective recognition of caffeine in water among structurally related xanthines and purine or pyrimidine bases was achieved by a simple tweezer-shaped receptor featuring sulfonate hydrosolubilizing groups. The remarkable affinity for caffeine, among the highest reported thus far in the literature and larger than that shown by adenosine receptors of all subtypes, stems from a synergistic combination of hydrogen bonding, CH−π, and π-stacking interactions.