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Chem. J. Chinese Universities ›› 2004, Vol. 25 ›› Issue (4): 787.

• Articles • Previous Articles     Next Articles

Novel pH and Ionic Strength-sensitive Vesicles Composed of Alkyl Phosphates with 2-Hydroxy-3-chloropropyl or Epoxy Propyl on Their Membrane Surface

SONG Xi-Ming1, ZHANG Guo-Lin2, WU Qiu-Hua1, LIU Feng-Qi3, TIAN Peng1, LIU Zhen-Rong1, ZHANG Xiang-Dong1, ZHANG Feng1, WANG Jun1, LIU Qi-Tao1   

  1. 1. School of Chemical Science and Engineering, Liaoning University, Shenyang 110036, China;
    2. College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China;
    3. College of Chemistry, Jilin University, Changchun 130023, China
  • Received:2003-03-20 Online:2004-04-24 Published:2004-04-24

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Abstract: Amphiphilic alkyl (dodecyl and hexadecyl)-2-hydroxy-3-chloropropyl phosphates (C12 - and C16 -AHCP) were synthesized, and then alkyl glycidyl phosphates (C12 - and C16 -AGP) were quantitatively obtained by the treatment of AHCP with NaOH in order to prepare a novel vesicle which has reactive and polymerizable epoxy group on its membrane surface. The bilayer vesicles were formed by ultrasonication of aqueous dispersion of C16 -AHCP or C16 -AGP, but the vesicles composed of C12 -AHCP and C12 -AGP were not obtained by the same treatment. Both of C16 -AHCP and C16 -AGP bilayer vesicles are only stable at pH5—10 or the ionic strength below 0.15. The gel-filtration chromatography and the UV-Vis absorption spectroscopic studies on Co(Ⅱ) tetrakis(propyloxycarbonyl)phthalocyanine as a lipophilic probe indicated that the phthalocyanine was effectively incorporated into the C16 -AHCP bilayer membranes and predominantly present in a monomeric state in the membranes, which is much different from its leading diameric state in SDS micelle and ethanol.

Key words: Vesicle, Phosphate, 2-Hydroxy-3-chloropropyl, Epoxy

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