pH-dependent release property of dioleoylphosphatidyl ethanolamine liposomes

Seong Min Cho; Hyeon Yong Lee; Jin-Chul Kim

Korean Journal of Chemical Engineering, Vol.25, No.2, 390-393, March, 2008

DOI10.1007/s11814-008-0066-6 Export Citation

pH-dependent release property of dioleoylphosphatidyl ethanolamine liposomes

Seong Min Cho, Hyeon Yong Lee, and Jin-Chul Kim^†

School of Biotechnology & Bioengineering and Institute of Bioscience and Biotechnology, Kangwon National University, 192-1, Hyoja 2-dong, Chunchon, Gangwon-do 200-701, Korea

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pH-sensitive liposomes were prepared by a detergent removal method. Dioleoylphosphatidylethanolamine (DOPE) and cholesteryl hemisuccinate (CHEMS) were combined for the preparation of the liposomes so that the molar ratios of DOPE to CHEMS are 9/1, 8/2, 6/4 and 5/5. On transmission electron micrographs, hundreds of nm sized - multilamella vesicles were observed. The degrees of fluorescence quenching were approximately 70-80%, indicating that closed vesicles were formed. According to the results of the pH-dependent release experiment with the liposome composed of DOPE/CHEMS (5/5), no significant release was observed in the pH region ranging from 6 to 8. At pH of 5, an appreciable amount of calcein was released. The patterns of pH-dependent releases from liposomes composed of DOPE/CHEMS (6/4) and DOPE/CHEMS (8/2) were almost the same as those from liposomes composed of DOPE/CHEMS (5/5). With the liposomes composed of DOPE/CHEMS (9/1), unlike the other liposomes described above, almost 90% release was observed at pH 6. In this case, since the amount of a complementary molecule, CHEMS, is relatively small, the liposomes would be subjective to destabilization even at a small change in the degree of deionization of the carboxylic group. This may explain why the liposome of DOPE/CHEMS (9/1) exhibits a significant release at a relatively high pH, pH 6.0.

Keywords:Liposome;Dioleoylphosphatidylethanolamine;Cholesteryl Hemisuccinate;pH-sensitive Release

[References]

Lee EO, Kim JG, Kim JD, J. Biochem., 112, 671 (1992)
Huang A, Tsao YS, Kennel SJ, Huang L, Biochim. Biophys. Acta, 716, 140 (1983)
Choi MJ, Han HS, Kim H, J. Biochem., 112, 694 (1992)
Maeda M, Kumano A, Tirrell DA, J. Am. Chem. Soc., 110, 7455 (1988)
Yatvin MB, Weinstein JN, Dennis WH, Blumenthal R, Science, 202, 1290 (1978)
Weinstein JN, Magin RL, Cysyl RL, Zaharko DS, Cancer Res., 40, 1388 (1980)
Hayashi H, Kono K, Takagishi T, Biochim. Biophys. Acta, 1280, 127 (1996)
Kim JC, Bae SK, Kim JD, J. Biochem., 121, 15 (1997)
Kono K, Nakai R, Morimoto K, Takagishi T, Biochim. Biophys. Acta, 1416, 239 (1999)
Kono K, Henmi A, Yamashita H, Hayashi H, Takagishi T, J. Control. Release, 59, 63 (1999)
Zignani M, Drummond DC, Meyer O, Hong K, Leroux JC, Biochim. Biophys. Acta, 1463, 383 (2000)
Straubinger RM, Duzgunes N, Papahadjopoulos D, Febs Lett., 179, 148 (1984)
Liu D, Huang L, Biochim. Biophys. Acta, 1022, 348 (1990)
Litzinger DC, Huang L, Biochim. Biophys. Acta, 1113, 201 (1992)
Ellens H, Bentz J, Szoka FC, Biochemistry, 23, 1532 (1984)
Cullis PR, De Kruijff B, Biochim. Biophys. Acta, 559, 399 (1979)
Kim JC, Kim JD, Colloids Surf. B: Biointerfaces, 24, 45 (2002)
Kim JC, Kim MS, Kim JD, Korean J. Chem. Eng., 16(1), 28 (1999)

[Related Articles]

[1] Lee EO, Kim JG, Kim JD, J. Biochem., 112, 671 (1992)

[2] Huang A, Tsao YS, Kennel SJ, Huang L, Biochim. Biophys. Acta, 716, 140 (1983)

[3] Choi MJ, Han HS, Kim H, J. Biochem., 112, 694 (1992)

[4] Maeda M, Kumano A, Tirrell DA, J. Am. Chem. Soc., 110, 7455 (1988)

[5] Yatvin MB, Weinstein JN, Dennis WH, Blumenthal R, Science, 202, 1290 (1978)

[6] Weinstein JN, Magin RL, Cysyl RL, Zaharko DS, Cancer Res., 40, 1388 (1980)

[7] Hayashi H, Kono K, Takagishi T, Biochim. Biophys. Acta, 1280, 127 (1996)

[8] Kim JC, Bae SK, Kim JD, J. Biochem., 121, 15 (1997)

[9] Kono K, Nakai R, Morimoto K, Takagishi T, Biochim. Biophys. Acta, 1416, 239 (1999)

[10] Kono K, Henmi A, Yamashita H, Hayashi H, Takagishi T, J. Control. Release, 59, 63 (1999)

[11] Zignani M, Drummond DC, Meyer O, Hong K, Leroux JC, Biochim. Biophys. Acta, 1463, 383 (2000)

[12] Straubinger RM, Duzgunes N, Papahadjopoulos D, Febs Lett., 179, 148 (1984)

[13] Liu D, Huang L, Biochim. Biophys. Acta, 1022, 348 (1990)

[14] Litzinger DC, Huang L, Biochim. Biophys. Acta, 1113, 201 (1992)

[15] Ellens H, Bentz J, Szoka FC, Biochemistry, 23, 1532 (1984)

[16] Cullis PR, De Kruijff B, Biochim. Biophys. Acta, 559, 399 (1979)

[17] Kim JC, Kim JD, Colloids Surf. B: Biointerfaces, 24, 45 (2002)

[18] Kim JC, Kim MS, Kim JD, Korean J. Chem. Eng., 16(1), 28 (1999)