Chiral discrimination of amino acids and their potassium or sodium salts by optically active crown ether derived from d-mannose

• Published in: Journal of membrane science Vol. 138; no. 1; pp. 109 - 113
• Main Authors: Pietraszkiewicz, Marek, Koźbiał, Małgorzata, Pietraszkiewicz, Oksana
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 07.01.1998; Elsevier
• Subjects: Amino acids transport; Chemistry; Chiral molecular receptor; Colloidal state and disperse state; Enantioselective extraction; Exact sciences and technology; General and physical chemistry; Liquid membranes; Membranes; Molecular recognition; Chiral molecular receptor; Enantioselective extraction; Molecular recognition; Liquid membranes; Amino acids transport; Transport process; Separation; Flux density; Crown ethers; Liquid liquid extraction; Aminoacid; Enantiomer; Crown compound; Chiral compound; Liquid membrane; Selectivity; Experimental study
• ISSN: 0376-7388; 1873-3123
• DOI: 10.1016/S0376-7388(97)00218-4

Chiral naphtho-18-crown-6 incorporating α-methyl d-mannopyranoside unit exhibits a pronounced chiral discrimination of amino acids in their zwitterionic form, or as potassium and sodium salts in transport across the bulk liquid membrane containing the carrier, as well as in the extraction experiments from the water phase to chloroform phase containing the receptor. The d l selectivity strongly depends on the species used (neutral amino acids, or their salts), and in some cases the reversed selectivity within the same amino acid enantiomers has been observed, indicating the influence of the cation involved.