title: A carbohydrate-conjugated deep cavitand permits observation of caviplexes in human serum.
abstract: 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.
authors: The Skaggs Institute for Chemical Biology and Department of Chemistry,  The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors: Daniel A
authors: DA
authors: Ryan
authors: Julius
authors: J
authors: Rebek
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008823:Micelles; D008958:Models, Molecular; D012118:Resorcinols / Q000737:chemistry*; D044967:Serum / Q000737:chemistry; D012995:Solubility
chemical_list: D002241:Carbohydrates; D004988:Ethers, Cyclic; D008823:Micelles; D012118:Resorcinols; C442939:cavitand