Structure and conformational dynamics of DMPC/dicationic surfactant and DMPC/dicationic surfactant/DNA systems

International Journal of Molecular Sciences

Volumn 14, Issue 4, 2013, Pages 7642-7659

  Pietralik, Zuzanna ^a   Krzysztoń, Rafał ^a   Kida, Wojciech ^a   Andrzejewska, Weronika ^a   Kozak, Maciej ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

Dicationic surfactant; DNA; DNA lipid interactions; DNA surfactant interactions; Gemini surfactant; Phospholipids

Indexed keywords

1,2 DIMYRISTOYL SN GLYCERO 3 PHOSPHOCHOLINE; 1,5 BIS (1 IMIDAZOLILO 3 DECYLOXYMETHYL)PENTANE CHLORIDE; DNA; DRUG VEHICLE; LIPID; UNCLASSIFIED DRUG; DIMYRISTOYLPHOSPHATIDYLCHOLINE; LIPID BILAYER; SURFACTANT;

ARTICLE; CIRCULAR DICHROISM; CONCENTRATION (PARAMETERS); CONFORMATION; CONTROLLED STUDY; DIFFERENTIAL SCANNING CALORIMETRY; DRUG DNA INTERACTION; DRUG STRUCTURE; ENTHALPY; INFRARED SPECTROSCOPY; LIPID BILAYER; MOLECULAR DYNAMICS; SMALL ANGLE SCATTERING; STRUCTURE ACTIVITY RELATION; TEMPERATURE DEPENDENCE; THERMOSTABILITY; CHEMISTRY;

CIRCULAR DICHROISM; DIMYRISTOYLPHOSPHATIDYLCHOLINE; DNA; LIPID BILAYERS; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SURFACE-ACTIVE AGENTS;

EID: 84876307748     PISSN: 16616596     EISSN: 14220067     Source Type: Journal    
DOI: 10.3390/ijms14047642     Document Type: Article

References (57)

1. Lehn, J.M. Toward self-organization and complex matter. Science 2002, 295, 2400-2403.
2. Misteli, T. The concept of self-organization in cellular architecture. J. Cell Biol. 2001, 155, 181.
3. Caroll, C.W.; Straight, A.F. Centromere formation: From epigenetics to self-assembly. Trends Cell Biol. 2006, 16, 70-78.
4. Zlotnick, A. To build a virus capsid. An equilibrium model of the self-assembly of polyhedral protein complexes. J Mol. Biol. 1994, 241, 59-67.
5. Tien, H.T.; Leitmannova, A.; Ottova-Leitmannova, A. Membrane Biophysics as Viewed from Experimental Bilayer Lipid Membranes; Elsevier: New York, NY, USA, 2000.
6. El-Aneed, A. An overview of current delivery systems in cancer gene therapy. J. Control. Release 2004, 94, 1-14.
7. Israelachvili, J.N.; Mitchell, D.J.; Ninham, B.W. Theory of self-assembly of hydrocarbon amphiphiles into micelles and bilayers. J. Chem. Soc. Faraday Trans. 1976, 72, 1525-1568.
8. Israelachvili, J.N. Intermolecular and Surface Forces; Academic Press: New York, NY, USA, 2011.
9. Mirkim, S.M. Discovery of alternative DNA structures: A heroic decade (1979-1989). Front. Biosci. 2008, 13, 1064-1071.
10. Bloomfield, V.A. DNA condensation. Curr. Opin. Struct. Biol. 1996, 6, 334-341.
11. Livolant, F.; Leforestier, A. DNA mesophases. A structural analysis in polarysing and electron microscopy. Mol. Cryst. Liquid Cryst. 1992, 215, 47-56.
12. Radler, J.O.; Koltover, I.; Salditt, T.; Safynia, C.F. Structure of DNA-cationic liposome complexes: DNA intercalation in multilamellar membranes in distinct interhelical packing regimes. Science 1997, 275, 810-814.
13. Dan, N. Multilamellar structures of DNA complexes with cationic liposomes. Biophys. J. 1997, 73, 1842-1846.
14. Koltover, I.; Salditt, T.; Safinya, C.R. Phase diagram, stability, and overcharging of lamellar cationic lipid-DNA self-assembled complexes. Biophys. J. 1999, 77, 915-924.
15. Bruinsma, R. Electrostatics of DNA-cationic lipid complexes: Isoelectric instability. Eur. Phys. J. B 1998, 4, 75-88.
16. Kirby, A.J.; Camilleri, P.; Engberts, J.B.F.N.; Feiters, M.C.; Nolte, R.J.M.; Suderman, O.; Bergsma, M.; Bell, P.C.; Fielden, M.L.; Rodr'guez, C.L.G.; et al. Gemini surfactants: New synthetic vectors for gene transfection. Angew. Chem. Int. Edit. 2003, 42, 1448-1457.
17. Groth, C.; Nyden, M.; Holmberg, K.; Kanicky, J.R.; Shah, D.O. Kinetics of the selfassembly of gemini surfactants. J. Surfactants Deterg. 2004, 7, 247-255.
18. Koltover, I.; Salditt, T.; Radler, J.O.; Safynia, C.F. An inverted hexagonal phase of cationic liposome-DNA complexes related to DNA release and delivery. Science 1998, 281, 78-81.
19. Bell, P.C.; Bergsma, M.; Dolbnya, I.P.; Bras, W.; Stuart, M.C.A.; Rowan, A.E.; Feiters, M.C.; Engberts, J.B.F.N. Transfection mediated by gemini surfactants: Engineered escape from the endosomal compartment. J. Am. Chem. Soc. 2003, 125, 1551-1558.
20. Slack, N.L.; Ahmad, A.; Evans, H.M.; Lin, A.J.; Samuel, C.E.; Safinya, C.R. Cationic lipid-DNA complexes for gene therapy: Understanding the relationship between complex structure and gene delivery pathways at the molecular level. Curr. Med. Chem. 2004, 11, 133-149.
21. Zuhorn, I.S.; Hoekstra, D. On the mechanism of cationic amphiphile-mediated transfection. To fuse or not to fuse: Is that the question? J. Membr. Biol. 2002, 189, 167-179.
22. Zhang, Y.; Chen, X.; Lan, J.; You, J.; Chen, L. Synthesis and biological applications of imidazolium-based polymerized ionic liquid as a gene delivery vector. Chem. Biol. Drug Des. 2009, 74, 282-288.
23. Kamboj, R.; Singh, S.; Bhadani, A.; Kataria, H.; Kaur, G. Gemini imidazolium surfactants: Synthesis and their biophysiochemical study. Langmuir 2012, 28, 11969-11978.
24. Li, H.; Yu, C.; Chen, R.; Li, J.; Li, J. Novel ionic liquid-type Gemini surfactants: Synthesis, surface property and antimicrobial activity. Colloid Surf. A 2012, 395, 116-124.
25. Smith, G.S.; Sirota, E.B.; Safinya, C.R.; Plano, R.J.; Clark, N.A. X-ray structural studies of freely suspended ordered hydrated DMPC multimembrane films. J. Chem. Phys. 1990, 92, 4519-4529.
26. Lewis, R.N.A.H.; McElhaney, R.N. Fourier transform infrared spectroscopy in the study of lipid phase transitions in model and biological membranes: Practical considerations. Methods Mol. Biol. 2007, 400, 207-226.
27. Disalvo, E.A.; Lairion, F.; Martini, F. Structural and functional properties of hydration and confined water in membrane interfaces. Biochim. Biophys. Acta 2008, 1778, 2655-2670.
28. Pinaki, R.M.; Blume, A. Temperature-induced micelle-vesicle transitions in DMPC-SDS and DMPC-DTAB mixtures studied by calorimetry and dynamic light scattering. J. Phys. Chem. B 2002, 106, 10753-10763.
29. Kozak, M.; Wypych, A.; Szpotkowski, K.; Jurga, S.; Skrzypczak A. Structural and spectroscopic studies of DMPC/cationic surfactant system. J. Non-Cryst. Solids 2010, 356, 747-753.
30. Wypych, A.; Szpotkowski, K.; Jurga, S.; Domka, L.; Kozak, M. Interactions of a cationic surfactant-(benzyloxymethyl) dodecyldimethylammonium chloride with model biomembrane systems. Colloid Surf. B 2013, in press.
31. Szpotkowski, K.; Kozak, M.; Kozak, A.; Zielinski, R.; Wieczorek, D.; Jurga, S. Structural studies of selected DSPC-surfactant model systems of biological membranes. Acta Phys. Pol. A 2009, 115, 561-564.
32. Kozak, M.; Szpotkowski, K.; Kozak, A.; Zieliński, R.; Wieczorek, D.; Gajda, M.J.; Domka, L. The FTIR and SAXS studies of influence of a morpholine derivatives on the DMPC-based biological membrane systems. Rad. Phys. Chem. 2009, 78, S129-S133.
33. Kozak, M.; Szpotkowski, K.; Kozak, A.; Zieliński, R.; Wieczorek, D.; Gajda, M.J. The effect of selected zwiterionic surfactant on the structure of hydrated DMPC. Rad. Phys. Chem. 2009, 78, S112-S115.
34. Pullmannová, P.; Funari, S.S.; Devínsky, F.; Uhríková, D. The DNA-DNA spacing in gemini surfactants-DOPE-DNA complexes. Biochim. Biophys. Acta 2012, 1818, 2725-2731.
35. Kida, W.; Kozak M. Structural changes of DPPC bilayers induced by gemini surfactant Acta Phys. Pol. A 2012, 121, 893-898.
36. Labbé, J.F.; Cronier, F.; Gaudreault, R.C.; Auger, M. Spectroscopic characterization of DMPC/DOTAP cationic liposomes and their interactions with DNA and drugs. Chem. Phys. Lipids 2009, 158, 91-101.
37. Gruenbaum, S.M.; Skinnera, J.L. Vibrational spectroscopy of water in hydrated lipid multi-bilayers. I. Infrared spectra and ultrafast pump-probe observables. J. Chem. Phys. 2011, 135, 075101.
38. Gruenbaum, S.M.; Pieniazek, P.A.; Skinner, J.L. Vibrational spectroscopy of water in hydrated lipid multi-bilayers. II. Two-dimensional infrared and peak shift observables within different theoretical approximations. J. Chem. Phys. 2011, 135, 164506.
39. Kirchner, S.; Cevc, G. On the origin of thermal Lβ' → Pβ' pretransition in the lamellar phospholipid membranes. Europhys. Lett. 1994, 28, 31-36.
40. Kypr, J.; Kejnovská, I.; Renčiuk, D.; Vorlíčková, M. Circular dichroism and conformational polymorphism of DNA. Nucleic Acids Res. 2009, 37, 1713-1725.
41. Miyahara, T.; Nakatsuji, H.; Sugiyam, H. Helical structure and circular dichroism spectra of DNA: A theoretical study. J. Phys. Chem. A 2013, 117, 42-55.
42. Zhou, T.; Xu, G.; Ao, M.; Yang, Y.; Wang, C. DNA compaction to multi-molecular DNA condensation induced by cationic imidazolium gemini surfactants. Colloid Surf. A 2012, 414, 33-40.
43. Lee, H.K.; Mijović, J. Bio-nano complexes: DNA/surfactant/single-walled carbon nanotube interactions in electric field. Polymer 2009, 50, 881-890.
44. Chang, Y.-M.; Chen, C.K.-M.; Hou, M.-H. Conformational changes in DNA upon ligand binding monitored by circular dichroism. Int. J. Mol. Sci. 2012, 13, 3394-3413.
45. Rowat, A.C.; Keller, D.; Ipsen, J.H. Effects of farnesol on the physical properties of DMPC membranes. Biochim. Biophys. Acta 2005, 1713, 29-39.
46. Almeida, J.A.S.; Faneca, H.; Carvalho, R.A.; Marques, E.F.; Pais, A.A.C.C. Dicationic alkylammonium bromide gemini surfactants. membrane perturbation and skin irritation. PLoS One 2011, 6, e26965.
47. Muñoz-Úbeda, M.; Misra, S.K.; Barrán-Berdón, A.L.; Datta, S.; Aicart-Ramos, C.; Castro-Hartmann, P.; Kondaiah, P.; Junquera, E.; Bhattacharya, S.; Aicart, E. How does the spacer length of cationic gemini lipids influence the lipoplex formation with plasmid DNA? Physicochemical and biochemical characterizations and their relevance in gene therapy. Biomacromolecules 2012, 13, 3926-3937.
48. Salditt, T.; Koltover, I.; Rädler, J.; Safinya, C. Two-dimensional smectic ordering of linear DNA chains in self-assembled DNA-Cationic liposome mixtures. Phys. Rev. Lett. 1997, 79, 2582-2585.
49. Caracciolo, G.; Pozzi, D.; Caminiti, R.; Mancini, G.; Luciani P.; Amenitsch, H. Observation of a rectangular DNA superlattice in the liquid crystalline phase of cationic lipid/DNA complexes. J. Am. Chem. Soc. 2007, 129, 10092-10093.
50. Bilalov, A.; Olsson, U.; Lindman, B. DNA-lipid self-assembly: Phase behavior and phase structures of a DNA-surfactant complex mixed with lecithin and water. Soft Matter 2011, 7, 730-742.
51. Milani, S.; Bombelli, F.B.; Berti, D.; Baglioni, P. Nucleolipoplexes: A new paradigm for phospholipid bilayer-nucleic acid interactions. J. Am. Chem. Soc. 2007, 129, 11664-11665.
52. Pietralik, Z.; Taube, M.; Skrzypczak, A.; Kozak, M. SAXS Study of influence of gemini surfactant, 1,1'-(1,4-butanediyl)bis 3-cyclododecyloxymethylimidazolium di-chloride, on the fully hydrated DMPC. Acta Phys. Pol. A 2010, 117, 311.
53. Roessle, M.W.; Klaering, R.; Ristau, U.; Robrahn, B.; Jahn, D.; Gehrmann, T.; Konarev, P.V.; Round, A.; Fiedler, S.; Hermes, S.;et al. Upgrade of the small angle X-ray scattering Beamline X33 at the European Molecular Biology Laboratory, Hamburg. J. Appl. Cryst. 2007, 40, 190-194.
54. Round, A.R.; Franke, D.; Moritz, S.; Huchler, R.; Fritsche, M.; Malthan, D.; Klaering, R.; Svergun, D.I.; Roessle, M. Automated sample-changing robot for solution scattering experiments at the EMBL Hamburg SAXS station X33. J. Appl. Cryst. 2008, 41, 913-917.
55. Huang, T.C.; Toraya, H.; Blanton, T.N.; Wu, Y. X-ray-powder diffraction analysis of silver behenate, a possible low-angle diffraction standard. J. Appl. Cryst. 1993, 26, 180 184.
56. Konarev, P.V.; Volkov, V.V.; Sokolova, A.V.; Koch, M.H.J.; Svergun, D.I. PRIMUS-A Windows-PC based system for small-angle scattering data analysis. J. Appl. Cryst. 2003, 36, 1277-1282.
57. Ryhanan, S.J.; Saily, M.J.; Paukku, T.; Borocci, S.; Mancini, G.; Holopainen, J.M.; Kinnunen, P.K.J. Surface charge density determines the efficiency of cationic gemini surfactant based lipofection. Biophys. J. 2003, 84, 578-587.