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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


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.