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Molecular recognition by large hydrophobic cavities embedded in synthetic bilayer membranes

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Supramolecular Chemistry II — Host Design and Molecular Recognition

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 175))

Abstract

Artificial receptors of three different structural modes, each being capable of providing a large hydrophobic cavity, were designed and synthesized: octopus cyclophanes having eight flexible hydrocarbon branches, steroid cyclophanes bearing four rigid steroid moieties, and cage-type cyclophanes composed of two macrocyclic skeletons and four chiral bridges connecting both macrocycles. In aqueous solution these cationic cyclophanes are effective in molecular recognition toward anionic and nonionic organic guests as artificial intracellular receptors. Hybrid assemblies are formed by combination of the individual cyclophanes with synthetic bilayer membranes composed of a peptide lipid that covalently involves an L-alanine residue interposed between an anionic head group and a hydrophobic double-chain segment. Such hybrid assemblies are considered to be artificial cell-surface receptors and generated supramolecular effects on molecular recognition.

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Authors and Affiliations

  1. Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University, 812, Fukuoka, Japan

    Yukito Murakami & Osamu Hayashida

  2. Institute for Fundamental Research in Organic Chemistry, Kyushu University, 812, Fukuoka, Japan

    Yukito Murakami & Jun-ichi Kikuchi

Authors
  1. Yukito Murakami
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  2. Jun-ichi Kikuchi
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  3. Osamu Hayashida
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E. Weber

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© 1995 Springer-Verlag

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Murakami, Y., Kikuchi, Ji., Hayashida, O. (1995). Molecular recognition by large hydrophobic cavities embedded in synthetic bilayer membranes. In: Weber, E. (eds) Supramolecular Chemistry II — Host Design and Molecular Recognition. Topics in Current Chemistry, vol 175. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-58800-0_20

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  • DOI: https://doi.org/10.1007/3-540-58800-0_20

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  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-58800-9

  • Online ISBN: 978-3-540-49106-4

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