title: Enantioselective transport by a steroidal guanidinium receptor.
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.
authors.affiliation: Department of Chemistry, Trinity College Dublin 2 Ireland.
authors.forename: Beatriz
authors.initials: B
authors.lastname: Baragaña
authors.forename: Adrian G
authors.initials: AG
authors.lastname: Blackburn
authors.forename: Perla
authors.initials: P
authors.lastname: Breccia
authors.forename: Anthony P
authors.initials: AP
authors.lastname: Davis
authors.forename: Javier
authors.initials: J
authors.lastname: de Mendoza
authors.forename: José M
authors.initials: JM
authors.lastname: Padrón-Carrillo
authors.forename: Pilar
authors.initials: P
authors.lastname: Prados
authors.forename: Jens
authors.initials: J
authors.lastname: Riedner
authors.forename: Johannes G
authors.initials: JG
authors.lastname: de Vries
mesh_terms: D002352:Carrier Proteins / Q000138:chemical synthesis; D019791:Guanidine / Q000737:chemistry*; D008567:Membranes, Artificial; D008752:Methylene Chloride; D008958:Models, Molecular; D018716:Molecular Mimicry; D011987:Receptors, Steroid / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002352:Carrier Proteins; D008567:Membranes, Artificial; D011987:Receptors, Steroid; D008752:Methylene Chloride; D019791:Guanidine