Synthesis of novel amphiphilic compounds containing AZA-12-crown-4 or D-glucosamine and their ion permeability

Article abstract of DOI:10.3987/COM-95-7302

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-12-crown-4 was connected to an amphiphlic alkyl chain by the -CO-N- linkage in Type 1 and by -C-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, KC1, and RbCl solutions.