Displacement of the enantiomers of tryptophan from the achiral hydrophobic rim of a flattened cone resorcinarene derivative is induced by 2-aminobutane (B). The displacement exhibits a marked enantioselectivity which is traced to a conformational coupling between the achiral hydrophobic rim of the resorcinarene host and its chiral hydrophilic rim wherein the 2-aminobutane enantiomers are trapped.
Botta, B., Caporuscio, F., Subissati, D., Tafi, A., Botta, M., Filippi, A., et al. (2006). Flattened Cone 2,8,14,20-Tetrakis(l-valinamido)-[4]resorcinarene: An Enantioselective Allosteric Receptor in the Gas Phase. ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, 45(17), 2717-2720 [10.1002/anie.200503987].
Flattened Cone 2,8,14,20-Tetrakis(l-valinamido)-[4]resorcinarene: An Enantioselective Allosteric Receptor in the Gas Phase
Tafi, Andrea;Botta, Maurizio;
2006-01-01
Abstract
Displacement of the enantiomers of tryptophan from the achiral hydrophobic rim of a flattened cone resorcinarene derivative is induced by 2-aminobutane (B). The displacement exhibits a marked enantioselectivity which is traced to a conformational coupling between the achiral hydrophobic rim of the resorcinarene host and its chiral hydrophilic rim wherein the 2-aminobutane enantiomers are trapped.
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https://hdl.handle.net/11365/7609
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