Polymerization of diene-containing lipids as liposomes by radical initiators. 6: Polymerization of 1,3-bis(2,4-octadecadienoyl)-rac-glycero-2-phosphorylcholine.
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概要
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1,3-Bis(2,4-octadecadienoyl)-<I>rac</I>-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)-<I>sn</I>-glycero-3-phosphorylcholine (DODPC). Polymerized 1,3-DPC liposomes were not soluble in organic solvent suggesting the formation of crosslinked bilayer structure. The obtained results suggested that the diene groups in both 1- and 3-acyl chains were almost equivalent and located in the interface between an aqueous phase and hydrophobic region. Polymerized liposomes thus prepared were stable against heating, detergent attack and even methanol washing. Copolymerization of mixed liposomes composed of 1,3-DPC and DODPC (5:1) revealed that the AIBN or AAPD initiated polymerization conversion of DODPC reached about 68%. 1,3-DPC is considered to be radical propagation transfer between diene groups in 1- and 2-acyl chains of DODPC during polymerization.
- 公益社団法人 日本化学会の論文
著者
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Takeoka Shinji
Department Of Applied Chemistry Graduate School Of Science And Engineering Waseda University
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Tsuchida Eishun
Department Of Applied Chemistry Waseda University
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Ohno Hiroyuki
Department Of Biotechnology And Life Science Tokyo University Of Agriculture And Technology
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Hasegawa Etsuo
Department of Applied Chemistry, Waseda University
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