Phase transition behaviour of artificial liposomes composed of phosphatidylcholines acylated with cyclopropane fatty acids.
Phase transitions of liposomes composed of synthetic phoshatidylcholines acylated with the cyclopropane fatty acids, lactobacillic and dihydrosterculic acid, were studied by differential scanning calorimetry. Transition temperatures were approx. 16 degrees C higher than for phosphatidylcholines acylated with the corresponding unsaturated fatty acids, cis-vaccenic and oleic acid. Though our transition temperatures were all several degrees lower than those determined by Silvius and McElhaney ((1979) Chem. Phys. Lipids 25, 125--134), the increase produced by replacement of the double bond with a cyclopropane ring was the same. We propose that this replacement, through its effect on membrane fluidity, may serve to regulate the activity of membrane-associated processes such as transport.
D000215:Acylation; D055598:Chemical Phenomena; D002621:Chemistry; D003521:Cyclopropanes / Q000494:pharmacology*; D005227:Fatty Acids / Q000494:pharmacology*; D005231:Fatty Acids, Unsaturated; D008081:Liposomes / Q000378:metabolism*; D008560:Membrane Fluidity / Q000187:drug effects*; D010713:Phosphatidylcholines / Q000378:metabolism*; D013696:Temperature
D003521:Cyclopropanes; D005227:Fatty Acids; D005231:Fatty Acids, Unsaturated; D008081:Liposomes; D010713:Phosphatidylcholines; C028775:cyclopropane fatty acids; C029355:dihydrosterculic acid; C028716:phytomonic acid