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Paper | Regular issue | Vol 43, No. 3, 1996, pp.589-599
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7302
Synthesis of Novel Amphiphilic Compounds Containing Aza-12-crown-4 or D-Glucosamine and Their Ion Permeability

Akira Katoh,* Shin-ichi Ishida, Junko Ohkanda, and Masao Washizu

*Department of Industrial Chemistry, Faculty of Engineering, Seikei University, Musashino, Tokyo 180, Japan

Abstract

New amphiphilic compounds (Types 1, 2, and 3) composed of triethylene glycol monomethyl ether, octanol, and aza-12-crown-4 or D-glucosamine were synthesized. Aza-15-crown-4 was connected to an amphiphlic alkyl chain by the -CO-N- linkage in Type 1 and by -CO-N- in Type 2, and D-glucosamine was connected to it by -CO-N- in Type 3. The ion permeability of these compounds was elucidated by means of the black lipid membrane method with an alternating current (a.c.). Only Type 2 compound showed significant transmembrane currents when incorporated into the lipid bilayer membrane in aqueous NaCl, KCl, and RbCl solutions.