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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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
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author Francesconi, Oscar
Ienco, Andrea
Papi, Francesco
Dolce, Marta
Catastini, Andrea
Nativi, Cristina
Roelens, Stefano
author_facet Francesconi, Oscar
Ienco, Andrea
Papi, Francesco
Dolce, Marta
Catastini, Andrea
Nativi, Cristina
Roelens, Stefano
author_sort Francesconi, Oscar
collection PubMed
description [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.
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spelling pubmed-89027522022-03-09 A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water Francesconi, Oscar Ienco, Andrea Papi, Francesco Dolce, Marta Catastini, Andrea Nativi, Cristina Roelens, Stefano J Org Chem [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. American Chemical Society 2022-02-02 2022-03-04 /pmc/articles/PMC8902752/ /pubmed/35107278 http://dx.doi.org/10.1021/acs.joc.1c02620 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Francesconi, Oscar
Ienco, Andrea
Papi, Francesco
Dolce, Marta
Catastini, Andrea
Nativi, Cristina
Roelens, Stefano
A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
title A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
title_full A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
title_fullStr A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
title_full_unstemmed A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
title_short A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
title_sort sulfonated tweezer-shaped receptor selectively recognizes caffeine in water
url 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
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