Nonelectrolyte permeability of liposomes of hydroxyfatty acid-containing phosphatidylcholines

Yisrael Isaacson, Terrence E. Riehl, William F. Stenson

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4 Scopus citations


Two phosphatidylcholines containing hydroxylated fatty acids, 1-palmitoyl-2-[5-hydroxy-6,8,11,14-eicosatetraenoyl]-sn-glycero-3-phosphocholine (1-palm-2-5HETE PC) and 1-palmitoyl-2-[15(S)-hydroxyl-5,8,11,13-eicosatetraenoyl]-sn-glycero-3-phosphocholine (1-palm-2-15HETE PC), and one phosphatidylcholine containing nonhydroxylated fatty acids, 1-palmitoyl-2-arachidonyl-sn-glycero-3-phosphocholine (1-palm-2-arach PC) were synthesized. Permeation of small nonelectrolytes (glycerol, 1,2-propanediol, urea, methylurea, propionamide and dimethylformamide) was assessed in multilamellar liposomes containing these synthetic PCs plus egg yolk phosphatidycholine (EPC) in the presence and absence of cholesterol. In liposomes containing 23% cholesterol, 69.3% EPC and 7.7% of either 1-palm-2-5HETE PC or 1-palm-2-15HETE PC the permeability to small nonelectrolytes was 60 to 400% greater than in liposomes containing 23% cholesterol and 77% EPC. The HETE-containing PCs also increased permeability in liposomes without cholesterol but the effects were less striking. Addition of the synthetic PCs did not affect the energy of activation of permeation.

Original languageEnglish
Pages (from-to)295-300
Number of pages6
JournalBBA - Biomembranes
Issue number2
StatePublished - Nov 27 1989


  • 15(S)-Hydroxyeicosatetraenoic acid
  • 5-Hydroxyeicosatetraenoic acid
  • Cholesterol
  • Liposome
  • Permeability
  • Phosphatidylcholine


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