Effect of plant monofunctional pentacyclic triterpenes on the dynamic and structural properties of dipalmitoylphosphatidylcholine bilayers

Chemistry and Physics of Lipids

Volumn 89, Issue 2, 1997, Pages 119-130

  Rodríguez, Sonia ^a   Garda, Horacio A ^b   Heinzen, Horacio ^a   Moyna, Patrick ^a  

^a UNIVERSIDAD DE LA REPÚBLICA   (Uruguay)

^b FACULTAD DE CIENCIAS MÉDICAS   (Argentina)

Author keywords

1,6 Diphenyl 1,3 5 hexatriene; 1 (4 Trimethylammoniumphenyl) 6 phenyl 1,3,5 hexatriene; Bilayer ordering; Differential polarized phase fluorescence; Dipalmitoylphosphatidylcholine bilayers; Fluorescence lifetime; Pentacyclic triterpenes

Indexed keywords

1,6 DIPHENYL 1,3,5 HEXATRIENE; DIPALMITOYLPHOSPHATIDYLCHOLINE; KETONE; TARAXERONE; TRITERPENE;

ARTICLE; BILAYER MEMBRANE; FLUORESCENCE; HYDROGEN BOND; MOLECULAR DYNAMICS; NONHUMAN; PLANT; PRIORITY JOURNAL;

EID: 18844467028     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-3084(97)00068-6     Document Type: Article

References (29)

1. Baret, J.F., 1981. Phase transitions in two-dimensional amphiphilic systems. In: Cadenhead, D.A., Danielli, J.F. (Eds.), Progress in Surface and Membrane Science, vol. 14. Academic Press, London, pp. 291-351.
2. Bloch K.E. Sterol structure and membrane function. CRC Crit. Rev. Biochem. 14:1983;47-89.
3. Demel R.A., Bruckdorfer K.R., Van Deenen L.L.M. Structural requirements of sterols for the interaction with lecithin at the air-water interface. Biochim. Biophys. Acta. 255:1972;311-320.
4. Eibl H. Phospholipids as functional constituents of biomembranes. Angew. Chem. Int. Ed. 23:1984;257-271.
5. Finean J.B. Interaction between cholesterol and phospholipid in hydrated bilayers. Chem. Phys. Lipids. 54:1990;147-156.
6. Garda H.A., Bernasconi A.M., Brenner R.R. Possible compensation of structural and viscotropic properties in hepatic microsomes and erythrocyte membranes of rats with essential fatty acid deficiency. J. Lipid Res. 35:1994;1367-1377.
7. Garda H.A., Bernasconi A.M., Brenner R.R. Influence of membrane proteins on lipid matrix structure and dynamics. A differential polarized phase fluorometry study in rat liver microsomes and erythrocyte membranes. An. Assoc. Quím. Argent. 82:1994;305-323.
8. Heinzen, H., 1993. Chemische Transformationen und Oekologie Triterpenoider Wachse. Cuilliver, Göttingen, Germany.
9. Heinzen H., Moyna P. The effect of wax constituents on denatured cellular structures. ΦYTON. 54:1993;51-58.
10. Houslay, M.D., Stanley, K.K., 1983. Dynamic of Biological Membranes. Wiley, New York. pp. 157-162.
11. Kinosita K., Kawato S., Ikegami A. A theory of fluorescence polarization decay in membranes. Biophys. J. 20:1977;289-305.
12. Lakowicz, J.R., 1983. Principles of Fluorescence Spectroscopy, Chs. 3 and 6. Plenum Press, New York.
13. Lakowicz J.R., Cherek H. Dipolar relaxation in proteins on the nanosecond timescale observed by wavelength-resolved phase fluorometry of tryptophan fluorescence. J. Biol. Chem. 255:1980;831-834.
14. Lakowicz J.R., Cherek H., Bevan D.R. Demonstration of nanosecond dipolar relaxation in biopolymers by inversion of the apparent fluorescence phase shift and demodulation lifetimes. J. Biol. Chem. 255:1980;4403-4406.
15. Lakowicz J.R., Prendergast F.G., Hogen D. Differential polarized phase fluorometric investigations of diphenylhexatriene in lipid bilayers. Quantitation of hindered depolarizing rotations. Biochemistry. 18:1979;508-519.
16. Marsh D. General features of phospholipid phase transitions. Chem. Phys. Lipids. 57:1991;109-120.
17. Martínez R., Moyna P. TLC-scanning for direct quantitation of natural waxes. J. Liquid Chromatogr. 13:1990;1959-1965.
18. Mouristen O.G., Jorgensen K. Dynamical order and disorder in lipid bilayers. Chem. Phys. Lipids. 73:1994;3-25.
19. Moyna P., Heinzen H., Laborde E., Ramos G. Epicuticular wax of Colletia paradoxa. Phytochemistry. 22:1983;1283-1285.
20. Nes W.D., Saunders G.A., Heftmann E. Role of steroids and triterpenoids in the growth and reproduction of Phytophthora cactorum. Lipids. 17:1982;178-183.
21. Prendergast F.G., Haugland R.P., Callahan P.J. 1-[4-(Trimethylamino)phenyl]-6-phenylhexa-1,3,5-triene synthesis, fluorescent properties and use as a fluorescent probe of lipid bilayers. Biochemistry. 20:1981;7333-7338.
22. Smith, C.M., 1989. Plant Resistance to Insects. A Fundamental Approach. Wiley, New York.
23. Spencer R.D., Weber G. Influence of brownian rotations and energy transfer upon the measurements of fluorescence lifetime. J. Chem. Phys. 52:1970;1654-1663.
24. Svoboda J.A. Steroid metabolism as a target for insect control. Biochem. Soc. Trans. 221:1994;635-641.
25. Svoboda J.A., Feldlaufer M.F. Neutral sterol metabolism in insects. Lipids. 26:1991;614-618.
26. Svoboda J.A., Thompson M.J., Herbert E.W. Jr., Shortino T.J., Szczepanik-Vanleeuwen P.A. Utilization and metabolism of dietary sterols in the honey bee and the yellow fever mosquito. Lipids. 17:1982;220-225.
27. Tricerri M.A., Garda H.A., Brenner R.R. Lipid chain order and dynamics at different bilayer depths in liposomes of several phosphatidylcholines studied by differential polarized phase fluorescence. Chem. Phys. Lipids. 71:1994;61-72.
28. Weber G. Limited rotational motion: recognition by differential phase fluorometry. Acta Phys. Pol. A 54:1978;173-179.
29. Weber G. Resolution of the fluorescence lifetimes in a heterogeneous system by phase and modulation measurements. J. Phys. Chem. 85:1981;949-953.