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Published on: October 2, 2018
A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water
Oscar Francesconi1, Andrea Ienco2, Francesco Papi1
1Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
Abstract:
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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