4.6 Article

Different stabilities of liposomes containing saturated and unsaturated lipids toward the addition of cyclodextrins

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 22, Pages 5065-5072

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob00535g

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Funding

  1. Japanese Society for the Promotion of Science (JSPS) [25288037, 16H04133, 16K13982]
  2. Grants-in-Aid for Scientific Research [25288037, 16H04133, 16K13982] Funding Source: KAKEN

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Liposomes composed of unsaturated lipids were more stable than those containing saturated lipids toward DMe-beta-CDx, DMe-alpha-CDx and DMe-beta-CDx. The Hill coefficient values (n) indicated that the saturated lipid.DMe-CDx complexes had stoichiometric ratios in the range of 1 : 3-1 : 4, while the unsaturated lipid.DMe-CDx complexes had ratios in the range of 1 : 1.5-1 : 3. That is, a cis alkene group in the unsaturated lipids prevented complexation with a second DMe-CDx in the direction toward each acyl chain. Furthermore, the liposomes composed of the unsaturated lipids were much slower to form precipitates upon the addition of alpha-CDx than those of the saturated lipids. To the best of our knowledge, this is the first example showing that CDxs interact with unsaturated lipids.

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