Enantioselective transport by a steroidal guanidinium receptor |
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| Authors: | Baragaña Beatriz Blackburn Adrian G Breccia Perla Davis Anthony P de Mendoza Javier Padrón-Carrillo José M Prados Pilar Riedner Jens de Vries Johannes G |
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| Institution: | Department of Chemistry, Trinity College Dublin 2 Ireland. |
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| Abstract: | The cationic steroidal receptors 9 and 11 have been synthesized from cholic acid 3. Receptor 9 extracts N-acetyl-alpha-amino acids from aqueous media into chloroform with enantioselectivities (L:D) of 7-10:1. The lipophilic variant 11 has been employed for the enantioselective transport of N-acetylphenylalanine, a) through dichloromethane (DCM) and dichloroethane (DCE) bulk liquid membranes (U-tube apparatus), and b) through 2.5% (v/v) octanol/hexane via hollow fibre membrane contactors. Significant enantioselectivities and multiple turnovers were observed for both types of apparatus. |
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