Recognition of Hydrophilic Cyclic Compounds by a Water-Soluble Cavitand
| Autor: | Julius Rebek, Yang Yu, Yun-Hui Wan, Yu-Jie Zhu |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
hydrogen bond
Chemistry Hydrogen bond Communication Organic Chemistry Pharmaceutical Science Cavitand hydrophilic molecule recognition Analytical Chemistry Hydrophobic effect Solvent lcsh:QD241-441 lcsh:Organic chemistry Chemistry (miscellaneous) Intramolecular force Drug Discovery Polymer chemistry Molecular Medicine Molecule Physical and Theoretical Chemistry Solubility Selectivity water-soluble cavitand hydrophobic effect |
| Zdroj: | Molecules, Vol 26, Iss 1922, p 1922 (2021) Molecules |
| ISSN: | 1420-3049 |
| Popis: | A water-soluble deep cavitand bearing amides on the upper rim and trimethyl ammonium groups on the feet was synthesized. The open-ended cavity is stabilized by the intramolecular hydrogen bonds formed between the adjacent amides, and the introduction of trimethylammonium imparts to the cavitand good solubility in water. The cavitand exhibits high binding affinity and selectivity to hydrophilic molecules in water. With certain guests, such as cyclohexyl alcohols, amines and acids, the recognition involves the synergistic action of hydrogen bonding with hydrophobic effects. The binding phenomena are interpreted in terms of a fixed solvent cage presented by the host to the guest. |
| Databáze: | OpenAIRE |
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