Oleoscience
Online ISSN : 2187-3461
Print ISSN : 1345-8949
ISSN-L : 1345-8949
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Volume 6, Issue 11
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  • Stereoselective Syntheses and Self-Assemblies of Artificial Cyclic Lipids
    Development of Novel Functional Lipids by Mimicking Archaeal Membrane Lipids
    Motonari SHIBAKAMI
    2006 Volume 6 Issue 11 Pages 558-565
    Published: November 01, 2006
    Released on J-STAGE: June 01, 2013
    DOIhttps://doi.org/10.5650/oleoscience.6.558
    JOURNAL FREE ACCESS
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    Considerable resistance of archaea to harsh environments is derived from unique cyclic lipids observed in their biomembranes. We have synthesized artificial cyclic lipids that mimic the natural lipids for the purpose of constructing mechanically and thermally stable membranes. The structural features of these lipids include (i) a cyclic framework, (ii) two diacetylene units, (iii) ether (amide) bonds and (iv) two hydrophilic groups. These are the minimum structural elements that would be necessary in order to create functional equivalents of the archaeal lipids. In this paper, we report (i) molecular design, (ii) stereoselective syntheses, and (iii) self-assemblies of the artificial cyclic lipids into various nanostructures including tubules, fibers, and ribbons.
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