Formation and structure of stably dispersed particles composed of retinal with dipalmitoylphosphatidylcholine: Coexistence of emulsion particles with bilayer vesicles

European Journal of Pharmaceutics and Biopharmaceutics

Volumn 48, Issue 1, 1999, Pages 77-83

  Asai, Yasuyuki ^a   Watanabe, Sumio ^a  

^a EISAI CO LTD   (Japan)

Author keywords

Dipalmitoylphosphatidylcholine; Dispersion; Monolayer bilayer equilibrium; Retinal; Structure; Vitamin A aldehyde

Indexed keywords

CALCEIN; COPPER SULFATE; DIPALMITOYLPHOSPHATIDYLCHOLINE; MARKER; N DANSYLHEXADECYLAMINE; RETINAL; UNCLASSIFIED DRUG;

ARTICLE; BILAYER MEMBRANE; CONTROLLED STUDY; DISPERSION; DRUG STABILITY; EMULSION; FLUOROMETRY; MEMBRANE VESICLE; PARTICLE SIZE; PHYSICAL CHEMISTRY; PRESSURE; TEMPERATURE; ULTRASOUND;

1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE; ALGORITHMS; EMULSIONS; INJECTIONS, INTRAVENOUS; LIPID BILAYERS; MICROSPHERES; PARTICLE SIZE; RETINALDEHYDE; SPECTROMETRY, FLUORESCENCE;

EID: 0033059859     PISSN: 09396411     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0939-6411(99)00024-7     Document Type: Article

References (24)

1. Fahmy K., Siebert F. Spectroscopic evidence for altered chromophore-protein interactions in low-temperature photoproducts of the visual pigment responsible for congenital night blindness. Biochemistry. 35:1996;15065-15073.
2. Boeck H.D., Zidovetzki R. study of the interaction of retinoids with phospholipid bilayers. Biochim. Biophys. Acta. 946:1988;244-252.
3. Wassall S.R., Phelps T.M., Albrecht M.P., Langsford C.A., Stillwell W. Electron spin resonance study of the interactions of retinoids with a phospholipid model membrane. Biochim. Biophys. Acta. 939:1988;393-402.
4. Seddon J.M. An inverse face-centered cubic phase formed by diacylglycerol-phosphatidylcholine mixtures. Biochemistry. 29:1990;7997-8002.
5. Nilsson A., Holmgren A., Lindblom G. Fourier-transform infrared spectroscopy study of dioleoylphosphatidylcholine and monooleoylglycerol in lamellar and cubic liquid crystals. Biochemistry. 30:1991;2126-2133.
6. Handa T., Asai Y., Komatsu H., Miyajima K. Interactions and structure-organizations of menaquinone-4 and egg yolk phosphatidylcholine mixtures: Formation of bilayer and nonbilayer structures in an aqueous medium. J. Colloid. Interface Sci. 153:1992;303-313.
7. Nakajima K., Utsumi H., Kazama M., Hamada A. (-Tocopherol-induced hexagonal HII phase formation in egg yolk phosphatidylcholine membranes. Chem. Pharm. Bull. 38:1990;1-4.
8. Miller K.M., Small B.M. Triolein-cholesteryl oleate-cholesterol-lecithin emulsions: Structural models of triglyceride-rich lipoproteins. Biochemistry. 22:1983;443-451.
9. Handa T., Saito H., Miyajima K. Phospholipid monolayers at the triolein-saline interface: Production of microemulsion particles and conversion of monolayers to bilayers. Biochemistry. 29:1990;2884-2890.
10. Handa T., Asai Y., Miyajima K., Kawashima Y., Kayano M., Ida K., Ikeuchi T. Formation and structure of stably dispersed small particles composed of phosphatidylcholine and ubiquinone-10: A pool of ubiquinone-10 separated from lipid bilayers. J. Colloid. Interface Sci. 143:1991;205-213.
11. Asai Y., Watanabe S. Interaction of (-tocopherol acetate with phosphatidylcholine and their formation of small dispersed particles. Chem. Pharm. Bull. 46:1998;1785-1789.
12. Asai Y., Watanabe S. Formation and Stability of the dispersed particles composed of retinyl palmitate and phosphatidylcholine. Pharm. Dev. Tech. 1999;. (in press).
13. Gulari E., Gulari E., Tsunashima Y., Chu E. Photon correlation spectroscopy of particle distributions. J. Chem. Phys. 70:1979;3695-3972.
14. Allen T.M., Cleland L.G. Serum-induced leakage of liposome contents. Biochim. Biophys. Acta. 597:1980;418-436.
15. Bartlett G.R. Phosphorus assay in column chromatography. J. Biol. Chem. 234:1959;466-468.
16. Matsuzaki K., Takaishi Y., Fujita T., Miyajima K. Hypelcin A, an (-aminoisobutyric acid containing antibiotic peptide, induced fusion of egg yolk L-(-phosphatidylcholine small unilamellar vesicles. Colloid and Polym. Sci. 269:1991;604-611.
17. R.A. Badley, in: E.L. Wehry (Ed.), Modern fluorescence spectroscopy, Plenum Press, New York, 1976, Vol 2, pp. 112-119.
18. Handa T., Ichihashi C., Nakagaki M. Polymorphic phase transition and monomolecular spreading of synthetic phospholipids. Prog. Colloid. Polym. Sci. 71:1985;26-31.
19. Nakagaki M., Tomita K., Handa T. Interaction of differently oriented lipids in monolayer: mixed monolayers of 16-(9-anthroxyloxy) palmitic acid with phosphatidylcholine and cholesterol. Biochemistry. 24:1985;4619-4624.
20. Jr F. Szoka. D. Papahadjopoulos, Procedure for preparation of liposomes with large internal aqueous space and high capture by reverse-phase evaporation. Proc. Natl. Acad. Sci. USA. 75:1978;4194-4198.
21. Iwamoto K., Sunamoto J. Liposomal membrane IX. Fluorescence depolarization studies on N-dansylhexadecylamine in liposomal bilayers. Bull. Chem. Soc. Jap. 54:1981;399-403.
22. Huang C.H. Studies on phosphatidylcholine vesicles. Formation and physical characteristics. Biochemistry. 8:1969;344-351.
23. Huang C.H., Mason J.T. Geometric packing constrains in egg phosphatidylcholine vesicles. Proc. Natl. Acad. Soc. USA. 75:1978;308-310.
24. R. Defy, I. Prigogine, A. Bellmans, D.E. Everett, Surface tension and adsorption. In: Defy R, editor. London: Longmans, Green, 1966:71-84.