Polymerization of Diene-Containing Lipids as Liposomes by Radical Initiators. 6: Polymerization of 1,3-Bis(2,4-octadecadienoyl)-rac-glycero-2-phosphorylcholine

1,3-Bis(2,4-octadecadienoyl)-rac-glycero-2-phosphorylcholine (1,3-DPC), polymerizable lipid which contains diene groups in both 1- and 3-acyl chains, was polymerized as liposomes in an aqueous medium. Polymerization was initiated by water-insoluble azobis(isobutyronitrile) (AIBN) or water-soluble azobis(2-amidinopropane) dihydrochloride (AAPD). AIBN was mixed with the monomeric lipids and the mixture was dispersed in an aqueous medium by sonication to facilitate transfer of AIBN into monomeric lipid liposomes. On the other hand, AAPD was simply added to the liposome suspension. The 1,3-DPC liposomes were easily polymerized by the addition of either water-soluble AAPD or water-insoluble AIBN to give polymerization conversion of over 80% in both cases. No selective polymerization of diene groups in the different acyl chains was found in 1,3-DPC liposomes whereas the selective polymerization was clearly seen in 1,2-bis(2,4-octadecadienoyl)-sn-glycero-3-phosphorylcholine (DODPC). Polymerized 1,3-DPC liposomes...

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