Lysophosphatidylcholine-arbutin complexes form bilayer-like structures

Biochimica et Biophysica Acta - Biomembranes

Volumn 1778, Issue 5, 2008, Pages 1259-1266

  Frias M A ^a,e   Winik, B ^a,e   Franzoni, M B ^b,e   Levstein, P R ^b,e   Nicastro, A ^c,d,e   Gennaro, A M ^c,d,e   Diaz, S B ^a,e   Disalvo, E A ^d,e  

^a UNIVERSIDAD NACIONAL DE TUCUMÁN   (Argentina)

^b UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

^c UNIVERSIDAD NACIONAL DEL LITORAL   (Argentina)

^d Instituto de Desarrollo Tecnologico para la Industria Quimica   (Argentina)

^e UNIVERSIDAD DE BUENOS AIRES   (Argentina)

Author keywords

31P NMR; Arbutin; Electron Microscopy; Electron Paramagnetic Resonance; FTIR interactions; Interdigitation; LysoPC

Indexed keywords

ARBUTIN; CARBONYL DERIVATIVE; LANTHANUM; LYSOPHOSPHATIDYLCHOLINE; MONOMYRISTOYLPHOSPHATIDYLCHOLINE; PHENOL; PHOSPHATE; PHOSPHORUS;

ARTICLE; COMPLEX FORMATION; DRUG FORMULATION; ELECTRON MICROSCOPY; ELECTRON SPIN RESONANCE; HYDROGEN BOND; HYDROPHOBICITY; IMAGE ANALYSIS; INFRARED SPECTROSCOPY; LIPID VESICLE; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL;

ANIMALS; ARBUTIN; CELL LINE, TUMOR; ELECTRON SPIN RESONANCE SPECTROSCOPY; LIPID BILAYERS; LYSOPHOSPHATIDYLCHOLINES; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MICROSCOPY, ELECTRON, TRANSMISSION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

MURINAE;

EID: 43049124079     PISSN: 00052736     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbamem.2008.02.002     Document Type: Article

References (27)

1. 2. Biochim. Biophys. Acta 1168 (1993) 13-22
2. 2. Biochim. Biophys. Acta 1211 (1994) 289-300
3. Frías M.A., Díaz S.B., Ale N.M., Ben Altabef A., and Disalvo E. A FTIR analysis of the interaction of arbutin with dimyristoylphosphatidylcholine in anhydrous and hydrated states. Biochim. Biophys. Acta 1758 (2006) 1823-1829
4. Frías M.A., Nicastro A., Casado N., Gennaro A.M., Díaz S.B., and Disalvo E.A. Arbutin blocks defects in the ripple phase of DMPC bilayers by changing carbonyl organization. Chem. Phys. Lipids 147 (2007) 22-29
5. Tokiwa Y., Kitagawa M., Raku T., Yanagitani S., and Yoshino K. Enzymatic synthesis of arbutin undecylenic acid ester and its inhibitory effect on melanin synthesis. Bioorg. Med. Chem. Lett. 17 11 (2007) 3105-3108 (1)
6. Cullis P.R., and de Kruijff B. Lipid polymorphism and the functional roles of lipid in biological membranes. Biochim. Biophys. Acta 559 (1979) 399-420
7. Fuller N., and Rand R.P. The influence of lysolipids on the spontaneous curvature and bending elasticity of phospholipid membranes. Biophys. J. 81 (2001) 243-254
8. Reman F.C., Demel R.A., De Gier J., Van Deenen L.L.M., Eibl H., and Westphal O. Studies of the lysis of red cells and bimolecular lipid leaflets by synthetic lysolecithins, lecithins and structural analogs. Chem. Phys. Lipids 3 (1969) 221-233
9. Senisterra G.A., Disalvo E.A., and Gagliardino J.J. Osmotic dependence of the lysophosphatidylcholine lytic action on liposomes in the gel state. Biochim. Biophys. Acta 941 (1988) 264-270
10. Disalvo E.A., Viera L.I., Bakas L.S., and Senisterra G.A. Lysophospholipids as natural molecular harpoons sensing defects at lipid interfaces. J. Coll. Interf. Sci. 178 (1996) 417-425
11. Díaz S.B., Biondi de López A.C., and Disalvo E.A. Dehydration of carbonyls and phosphates of phosphatidylcholines determines the lytic action of lysoderivates. Chem. Phys. Lipids 122 (2003) 153-157
12. Ramsammy L., and Brockerhoff H. Lysophosphatidylcholine-cholesterol complex. J. Biol. Chem. 257 (1982) 3570-3574
13. Karnovsky M.J. A formaldehyde-glutaraldehyde fixative of high osmolarity for use in electron microscopy. J. Cell Biol. 27 (1965) 137-338
14. Veiga M.P., Arrondo J.L., Goñi F.M., Alonso A., and Marsh D. Interaction of cholesterol with sphingomyelin in mixed membranes containing phosphatidylcholine, studied by spin-label ESR and IR spectroscopies. A possible stabilization of gel-phase sphingolipid domains by cholesterol. Biochemistry 40 (2001) 2614-2622
15. Griffith O.H., and Jost P.C. Spin labels in biological membranes. In: Berliner L.J. (Ed). Spin Labeling: Theory and Applications (1976), Academic Press, New York 454
16. Mendelsohn R., and Mantsch H.H. In: Watts A., and DePont A. (Eds). Progress in Protein-Lipid Interactions (1986), Elsevier Science Publishers BV, Amsterdam 103-146
17. Marsh D., and Horváth L.I. Spin label studies of the structure and dynamics of lipids and protein in membranes. In: Hoff (Ed). Advanced EPR: Applications in Biology and Biochemistry (1989), Elsevier, Amsterdam
18. Díaz S.B., Amalfa F., Biondi de López A.C., and Disalvo E.A. Effect of water polarized at the carbonyl groups of phosphatidylcholines on the dipole potential of lipid bilayers. Langmuir 15 15 (1999) 5179-5182
19. Hübner W., and Blume A. Interactions at the lipid-water interface. Chem. Phys. Lipids 96 1-2 (1998) 99-123
20. Mantsch H.H., and McElhaney R.N. Phospholipids phase transitions in model and biological membranes as studied by infrared spectroscopy. Chem. Phys. Lipids 57 (1991) 213-226
21. Smith I.C.P. Application of Solid State NMR to the lipids of model and biological membranes. In: Pettegrew J.W. (Ed). En "NMR: Principles and Applications to Biomedical Research" (1990), Springer-Verlag, New York 142
22. Dufourc E.J., Mayer C., Stohrer J., Althoff G., and Kothe G. Dynamics of phosphate head groups in biomembranes. A comprehensive analysis using phosphorus-31 nuclear magnetic resonance lineshape and relaxation time measurements. Biophys. J. 61 (1992) 42-57
23. Mendelsohn R., and Flach C.R. Infrared reflection-absorption spectroscopy of lipid, peptides, and proteins in aqueous monolayers. In: Simon S.A., and McIntosh T.J. (Eds). Current Topics in Membranes vol. 52 (2002), Academic Press, San Diego 57-88
24. Luzardo M.C., Amalfa F., Núñez A., Díaz S., Biondi de López A.C., and Disalvo E.A. Effect of trehalose and sucrose on the hydration and dipole potential of lipid bilayers. Biophys. J. 78 (2000) 2452-2458
25. Oliver A.E., Hincha D.K., Tsvetkova N.M., Vigh L., and Crowe J.H. The effect of arbutin on membrane integrity during drying is mediated by stabilization of the lamellar phase in the presence of nonbilayer-forming lipids. Chem. Phys. Lipids 111 1 (2001) 37-57
26. Nambi P., Rowe E.S., and McIntosh T.J. Studies of the ethanol-induced interdigitated gel phase in phosphatidylcholines using the fluorophore 1, 6-diphenyl-1, 3, 5-hexatriene. Biochemistry 27 (1988) 9175-9182
27. 31P NMR and spin label EPR as complementary techniques for lipid polymorphism studies. In: Condat B. (Ed). Recent Research Developments in Biophysical Chemistry (2002), Research Signpost., India 165-180