A Carbohydrate-Conjugated Deep Cavitand Permits Observation of Caviplexes in Human Serum

作者:Ryan Daniel A; Rebek Julius Jr*
来源:Journal of the American Chemical Society, 2011, 133(49): 19653-19655.
DOI:10.1021/ja2055676

摘要

A deep cavitand was covalently modified with carbohydrates to provide solubility in biologically relevant environments and to investigate its receptor function. Specifically, a tetrakis(beta-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.

  • 出版日期2011-12-14