Bilayer Formation and Metal Complexation of Chiral Amphiphiles with the Cyclam Head Group

Yuichi Ishikawa, Izumi Ichinose, Taisei Nishimi, Masashi Tukamoto, Toyoki Kunitake

Research output: Contribution to journalArticle

Abstract

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-.

Original languageEnglish
Pages (from-to)1065-1071
Number of pages7
JournalNIPPON KAGAKU KAISHI
Volume1990
Issue number10
DOIs
Publication statusPublished - Jan 1 1990

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Amphiphiles
Complexation
Metals
Coordination Complexes
Polyamines
Metal complexes
Circular dichroism spectroscopy
Liquid Crystals
Molecular orientation
Liquid crystals
Electron microscopy
Differential scanning calorimetry
Agglomeration
Gels
Phase transitions
Membranes
Water
cyclam

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Ishikawa, Y., Ichinose, I., Nishimi, T., Tukamoto, M., & Kunitake, T. (1990). Bilayer Formation and Metal Complexation of Chiral Amphiphiles with the Cyclam Head Group. NIPPON KAGAKU KAISHI, 1990(10), 1065-1071. https://doi.org/10.1246/nikkashi.1990.1065

Bilayer Formation and Metal Complexation of Chiral Amphiphiles with the Cyclam Head Group. / Ishikawa, Yuichi; Ichinose, Izumi; Nishimi, Taisei; Tukamoto, Masashi; Kunitake, Toyoki.

In: NIPPON KAGAKU KAISHI, Vol. 1990, No. 10, 01.01.1990, p. 1065-1071.

Research output: Contribution to journalArticle

Ishikawa, Y, Ichinose, I, Nishimi, T, Tukamoto, M & Kunitake, T 1990, 'Bilayer Formation and Metal Complexation of Chiral Amphiphiles with the Cyclam Head Group', NIPPON KAGAKU KAISHI, vol. 1990, no. 10, pp. 1065-1071. https://doi.org/10.1246/nikkashi.1990.1065
Ishikawa, Yuichi ; Ichinose, Izumi ; Nishimi, Taisei ; Tukamoto, Masashi ; Kunitake, Toyoki. / Bilayer Formation and Metal Complexation of Chiral Amphiphiles with the Cyclam Head Group. In: NIPPON KAGAKU KAISHI. 1990 ; Vol. 1990, No. 10. pp. 1065-1071.
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N2 - 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-.

AB - 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-.

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