Abstract

N,N-dimethyl- N,N-dihexadecylammonium 12-(lipoyloxy)dodecanoate and three other analogues were synthesized as polymerizable ion pair amphiphiles (PIPA) to increase the stability of ion pair amphiphile (IPA) liposome and control the release of encapsulated materials. Among the four PIPA candidates made, only N,N-dimethyl- N,N-dihexadecylammonium 12-(lipoyloxy)dodecanoate showed reliable and stable liposome formation with remarkable increase in encapsulation efficiency, and the polymerized IPA liposome thus formed was stable enough to withstand the lysis from SDS or Triton X-100. In addition, the polymerization method was as easy and convenient as just shaking the solution at room temperature without any need for the addition of initiator and input of energy such as light. Physical properties were also checked in the point of phase transition, release rate of marker, and ion permeation through the bilayer. Reasons for such high encapsulation and future applications are briefly discussed.

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