A Carbohydrate-Conjugated Deep Cavitand Permits Observation of Caviplexes in Human Serum
| Autor: | Julius Rebek, Daniel Angus Ryan |
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| Rok vydání: | 2011 |
| Předmět: |
Models
Molecular Serum Magnetic Resonance Spectroscopy Aqueous solution Chemistry Carbohydrates Cavitand Resorcinols General Chemistry Conjugated system Biochemistry Micelle Combinatorial chemistry Catalysis chemistry.chemical_compound Colloid and Surface Chemistry Membrane Solubility Ethers Cyclic Covalent bond Humans Organic chemistry Sodium dodecyl sulfate Micelles |
| Zdroj: | Journal of the American Chemical Society. 133:19653-19655 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/ja2055676 |
| Popis: | A deep cavitand was covalently modified with carbohydrates to provide solubility in biologically relevant environments and to investigate its receptor function. Specifically, a tetrakis(β-D-glucosyl) cavitand (1) that was soluble in neutral water or acid/base-buffered solutions was synthesized, and it formed complexes with hydrophobic small molecules. Extraction of the cavitand into aqueous sodium dodecyl sulfate micelles as simple membrane mimetics increased the scope of guests bound by 1 beyond that observed in only aqueous media. Complex formation was also detected in human serum. The findings show the functional compatibility of the receptor in both micelle-bound and serum-soluble forms. |
| Databáze: | OpenAIRE |
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