BILAYER FORMATION AND METAL COMPLEXATION OF CHIRAL AMPHIPHILES WITH THE CYCLAM HEAD GROUP

Chiral amphiphiles which possess a cyclic polyamine (cyclam) as the hydrophilic head group (2 C16AspC1114 N4, 2 C12GluAzoC1014 N4, C12AlaAzoCn 14 N4) were prepared, and their aggregation behavior in water was investigated by electron microscopy, differential scanning calorimetry and circular dichroism spectroscopy. These amphiphiles and their metal complexes formed bilayer membranes. The aggregate morphology, gel-to-liquid crystal phase transition and the molecular orientation depended on structures of hydrophilic and hydrophobic units of the amphiphiles. The self-organizing property of these bilayers deteriorated by replacement of the trimethylammonium head with the cyclam head and its metal complexes: -N+>-14 N4-Zn2+=-14 N4-2 H+>-14 N4-Cu2+,-14N4-Ni2+. The influence of the hydrophobic unit on self organization was as follow; C12AlaAzoCn-<2 C12GluAzoC10-<2 C16AspC11-. © 1990, The Chemical Society of Japan. All rights reserved.