Studies of Lateral Interactions Between C18 Unsaturated Fatty Acid with Polyethoxylated Phospholipid Mixed Langmuir Monolayer at Air-Aqueous Interface for Liposome Formulation

Y.Y. Teo; M. Misran; K.H. Low

doi:10.14233/ajchem.2014.16041

Issue

Vol. 26 No. 14 (2014): Vol 26 Issue 14

Issue Published : July 5, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Studies of Lateral Interactions Between C18 Unsaturated Fatty Acid with Polyethoxylated Phospholipid Mixed Langmuir Monolayer at Air-Aqueous Interface for Liposome Formulation

https://doi.org/10.14233/ajchem.2014.16041

Y.Y. Teo

Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia

M. Misran

Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia

K.H. Low

Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia

Corresponding Author(s) : Y.Y. Teo

yinyinteo@um.edu.my

Asian Journal of Chemistry, Vol. 26 No. 14 (2014): Vol 26 Issue 14
Article Published : July 5, 2014

Abstract

Intermolecular interactions between C18 polyunsaturated fatty acid and polyethoxylated phospholipids have been studied by surface pressure-area isotherm. The effect of fatty acids' unsaturation degree and polyethoxylated phospholipids with different molecular weight namely, 1,2-dipalmitoyl-sn-glycerol-3-phosphoethanolamine-N-[methoxy-(polyethylene glycol)-2000] (DPPE-PEG2000) and 1,2-dipalmitoyl-sn-glycerol-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-5000] (DPPE-PEG5000) on the stability of monolayer have been investigated. The obtained isotherms were analyzed quantitatively to evaluate the thermodynamic properties such as miscibility, compression modulus and stability of the mixed monolayer on phosphate buffer subphase. We found that miscibility for mixture of oleic acid and DPPE-PEG5000 is limited to higher mole fraction of DPPE-PEG5000. Whereas DPPE-PEG2000 is more compatible with oleic acid and DPPE-PEG5000 is more compatible with linoleic acid. These findings provide valuable information for the preparation of PEGylated fatty acid liposome and understanding on the interaction between fatty acid and polyethoxylated phospholipid in the lipid bilayer membrane as well as their membrane stability.

Keywords

Unsaturated fatty acid Polyethoxylated phospholipid Monolayer Stability

Teo, Y., Misran, M., & Low, K. (2014). Studies of Lateral Interactions Between C18 Unsaturated Fatty Acid with Polyethoxylated Phospholipid Mixed Langmuir Monolayer at Air-Aqueous Interface for Liposome Formulation. Asian Journal of Chemistry, 26(14), 4149–4156. https://doi.org/10.14233/ajchem.2014.16041

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References

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A.L. Kiibanov and L. Huang, J. Liposome Res., 2, 321 (1992); doi:10.3109/08982109209010212.
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F.C. Goodrich, Proc. Second Int. Congr. Surf. Act., 1, pp. 85-91, (1957).
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References

D.D. Lasic and F.J. Martin, Stealth Liposomes, Boca Raton, CRC Press, FL (1995).

M.C. Woodle, Poly(ethylene glycol)-Grafted Liposome Therapeutics, American Chemical Society (1997).

A.L. Klibanov, K. Maruyama, V.P. Torchilin and L. Huang, FEBS Lett., 268, 235 (1990); doi:10.1016/0014-5793(90)81016-H.

G. Blume and G. Cevc, Biochim. Biophys. Acta, 1029, 91 (1990); doi:10.1016/0005-2736(90)90440-Y.

T.M. Allen, C. Hansen, F. Martin, C. Redemann and A. Yauyoung, Biochim. Biophys. Acta, 1066, 29 (1991); doi:10.1016/0005-2736(91)90246-5.

D. Papahadjopoulos, T.M. Allen, A. Gabizon, E. Mayhew, K. Matthay, S.K. Huang, K.D. Lee, M.C. Woodle, D.D. Lasic and C. Redemann, Proc. Natl. Acad. Sci. USA, 88, 11460 (1991); doi:10.1073/pnas.88.24.11460.

E. Evans and W. Rawicz, Phys. Rev. Lett., 79, 2379 (1997); doi:10.1103/PhysRevLett.79.2379.

J. Majewski, T.L. Kuhl, M.C. Gerstenberg, J.N. Israelachvili and G.S. Smith, J. Phys. Chem. B, 101, 3122 (1997); doi:10.1021/jp962623y.

T.L. Kuhl, J. Majewski, J.Y. Wong, S. Steinberg, D.E. Leckband, J.N. Israelachvili and G.S. Smith, Biophys. J., 75, 2352 (1998); doi:10.1016/S0006-3495(98)77679-9.

T.H. Chou and I.M. Chu, Colloids Surf. A, 211, 267 (2002); doi:10.1016/S0927-7757(02)00280-7.

A.M. Gonçalves da Silva, J.C. Guerreiro, N.G. Rodrigues and T.O. Rodrigues, Langmuir, 12, 4442 (1996); doi:10.1021/la960258w.

K.G. Marinova, R.G. Alargova, N.D. Denkov, O.D. Velev, D.N. Petsev, I.B. Ivanov and R.P. Borwankar, Langmuir, 12, 2045 (1996); doi:10.1021/la950928i.

A.L. Kiibanov and L. Huang, J. Liposome Res., 2, 321 (1992); doi:10.3109/08982109209010212.

J. Majewski, T.L. Kuhl, J.Y. Wong and G.S. Smith, Rev. Mol. Biotechnol., 74, 207 (2000); doi:10.1016/S1389-0352(00)00011-8.

D.I. Crisp, Surface Phenomena in Chemistry and Biology, Pergamon Press (1958).

F.C. Goodrich, Proc. Second Int. Congr. Surf. Act., 1, pp. 85-91, (1957).

R.E. Pagano and N.L. Gershfeld, J. Colloid Interf. Sci., 41, 311 (1972); doi:10.1016/0021-9797(72)90116-6.

O. Tirosh, Y. Barenholz, J. Katzhendler and A. Priev, Biophys. J., 74, 1371 (1998); doi:10.1016/S0006-3495(98)77849-X.

Issue

Vol. 26 No. 14 (2014): Vol 26 Issue 14

Studies of Lateral Interactions Between C18 Unsaturated Fatty Acid with Polyethoxylated Phospholipid Mixed Langmuir Monolayer at Air-Aqueous Interface for Liposome Formulation

Corresponding Author(s) : Y.Y. Teo

Abstract

Keywords

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