DNA photo-oxidative damage hazard in transfection complexes

Photochemistry and Photobiology

Volumn 87, Issue 1, 2011, Pages 103-108

  Rudiuk, Sergii ^a   Franceschi Messant, Sophie ^a   Chouini Lalanne, Nadia ^a   Perez, Emile ^a   Rico Lattes, Isabelle ^a  

^a Université Paul Sabatier   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AGAR GEL ELECTROPHORESIS; ARTICLE; DNA DAMAGE; GENETIC TRANSFECTION; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY;

DNA DAMAGE; ELECTROPHORESIS, AGAR GEL; OXIDATION-REDUCTION; PHOTOCHEMISTRY; TRANSFECTION;

EID: 78650665731     PISSN: 00318655     EISSN: 17511097     Source Type: Journal    
DOI: 10.1111/j.1751-1097.2010.00831.x     Document Type: Article

References (43)

1. Chesnoy, S., and, L. Huang, (2000) Structure and function of lipid-DNA complexes for gene delivery. Annu. Rev. Biophys. Biomol. Struct. 29, 27-47.
2. Uddin, S. N., (2007) Cationic lipids used in non-viral gene delivery systems. Biotechnol. Mol. Biol. Rev. 2 (3), 58-67.
3. Ma, B., S. Zhang, H. Jiang, B. Zhao, and, H. Lv, (2007) Lipoplex morphologies and their influences on transfection efficiency in gene delivery. J. Control. Release 123, 184-194.
4. Garnett, M. C., (1999) Gene-delivery systems using cationic polymers. Crit. Rev. Ther. Drug Carrier Syst. 16 (2), 147-207.
5. Eliyahu, H., Y. Barenholz, and, A. Domb, (2005) Polymers for DNA delivery. Molecules 10, 34-64.
6. Pedroso de Lima, M. C., S. Simões, P. Pires, H. Faneca, and, N. Düzgünes, (2001) Cationic lipid-DNA complexes in gene delivery: From biophysics to biological applications. Adv. Drug Deliv. Rev. 47, 277-294.
7. Cadet, J., E. Sage, and, T. Douki, (2005) Ultraviolet radiation-mediated damage to cellular DNA. Mutat. Res. 571, 3-17. (Pubitemid 40313428)
8. Taylor, J.-S., (1995) DNA, sunlight and skin cancer. Pure Appl. Chem. 67, 183-190.
9. Mouret, S., C. Baudouin, M. Charveron, A. Favier, J. Cadet, and, T. Douki, (2006) Cyclobutane pyrimidine dimers are predominant DNA lesions in whole human skin exposed to UVA radiation. PNAS 103, 13765-13770.
10. Mouret, S., C. Philippe, J. Gracia-Chantegrel, A. Banyasz, S. Karpati, D. Markovitsi, and, T. Douki, (2010) UVA-induced cyclobutane pyrimidine dimers in DNA: A direct photochemical mechanism? Org. Biomol. Chem. 8, 1706-1711.
11. Cadet, J., T. Douki, J. L. Ravanat, and, P. Di Mascio, (2009) Sensitized formation of oxidatively generated damage to cellular DNA by UVA radiation. Photochem. Photobiol. Sci. 8, 903-911.
12. Rudiuk, S., S. Franceschi-Messant, N. Chouini-Lalanne, E. Perez, and, I. Rico-Lattes, (2008) Modulation of photo-oxidative DNA damage by cationic surfactant complexation. Langmuir 24, 8452-8457.
13. Yoshikawa, Y., T. Mori, N. Magome, K. Hibino, and, K. Yoshikawa, (2008) DNA compaction plays a key role in radioprotection against double-strand breaks as revealed by single-molecule observation. Chem. Phys. Lett. 456, 80-83.
14. Charlier, M., and, C. Helene, (1972) Photochemical reactions of aromatic ketones with nucleic acids and their components purine and pyrimidine bases and nucleosides. Photochem. Photobiol. 15, 71-87.
15. Serres, E., P. Vicendo, E. Perez, T. Nöel, and, I. Rico-Lattes, (1999) DNA condensation and transfection of cells in culture by a new polynorbornane polycationic polymer. Langmuir 15, 6956-6960.
16. Ciulla, T. A., J. R. Van Camp, E. Rosenfeld, and, I. Kochevar, (1989) Photosensitization of single-strand breaks in pBR322 DNA by rose bengal. Photochem. Photobiol. 49 (3), 293-298.
17. Gut, I. G., P. D. Wood, and, R. W. Redmond, (1996) Interaction of triplet photosensitizers with nucleotides and DNA in aqueous solution at room temperature. J. Am. Chem. Soc. 118, 2366-2373.
18. Delatour, T., T. Douki, C. D'Ham, and, J. Cadet, (1998) Photosensitization of thymine nucleobase by benzophenone through energy transfer, hydrogen abstraction and one-electron oxidation. J. Photochem. Photobiol. B: Biol. 44, 191-198.
19. Adam, W., C. R. Saha-Möller, and, A. Schönberger, (1997) Type I and type II photosensitized oxidative modification of 2'-deoxyguanosine (dGuo) by triplet excited ketones generated thermally from the 1,2-dioxetane HTMD. J. Am. Chem. Soc. 119, 719-723.
20. Douki, T., and, J. Cadet, (1999) Modification of DNA bases by photosensitized one-electron oxidation. Int. J. Rad. Biol. 75, 571-581.
21. Lhiaubet, V., N. Paillous, and, N. Chouini-Lalanne, (2001) Comparison of DNA damage photoinduced by ketoprofen, fenofibric acid and benzophenone via electron and energy transfer. Photochem. Photobiol. 74, 670-678.
22. Lhiaubet-Vallet, V., J. Trzcionka, S. Encinas, M. A. Miranda, and, N. Chouini-Lalanne, (2004) The triplet state of a N-phenylphthalimidine with high intersystem crossing efficiency: Characterization by transient absorption spectroscopy and DNA sensitization properties. J. Phys. Chem. B. 108, 14148-14153.
23. Bosca, F., V. Lhiaubet-Vallet, M. C. Cuquerella, J. V. Castell, and, M. A. Miranda, (2006) The triplet energy of thymine in DNA. J. Am. Chem. Soc. 128, 6318-6319.
24. Adam, W., M. A. Arnold, W. M. Nau, U. Pischel, and, C. R. Saha-Möller, (2002) A comparative photomechanistic study (spin trapping, EPR spectroscopy, transient kinetics, photoproducts) of nucleoside oxidation (dG and 8-oxodG) by triplet-excited acetophenones and by the radicals generated from α-oxy-substituted derivatives through Norrish-Type I cleavage. J. Am. Chem. Soc. 124, 3893-3904.
25. Rudiuk, S., M. Delample, S. Franceschi-Messant, N. Chouini-Lalanne, E. Perez, J.-C. Garrigues, and, I. Rico-Lattes, (2010) Spontaneous vesicle formation by caffeate ion-pair surfactants: Antioxidant properties and application to DNA protection. J. Dispers. Sci. Technol. 31, 384-391.
26. Gershon, H., R. Ghirlando, S. B. Guttman, and, A. Minsky, (1993) Mode of formation and structural features of DNA-cationic liposome complexes used for transfection. Biochemistry 32, 7143-7151.
27. Xu, Y., S. W. Hui, P. Frederik, and, F. C. Szoka, (1999) Physicochemical characterization and purification of cationic lipoplexes. Biophys. J. 77 (1), 341-353.
28. Szoka Jr, F., and, D. Papahadjopoulos, (1980) Comparative properties and methods of preparation of lipid vesicles (liposomes). Ann. Rev. Biophys. Bioeng. 9, 467-508.
29. Huang, Q., and, W. L. Fu, (2005) Comparative analysis of the DNA staining efficiencies of different fluorescent dyes in preparative agarose gel electrophoresis. Clin. Chem. Lab. Med. 43, 841-842.
30. Asgatay, S., S. Franceschi-Messant, E. Perez, P. Vicendo, I. Rico-Lattes, E. Phez, and, M. P. Rols, (2004) Polynorbornene polycationic polymers as gene transfer agents: Influence of the counterion for in vitro transfection. Int. J. Pharm. 285, 121-133.
31. Dischino, D. D., M. J. Welch, M. A. Kilbourn, and, M. E. Raichle, (1983) Relationship between lipophilicity and brain extraction of C-11-labeled radiopharmaceuticals. J. Nucl. Med. 24, 1030-1038.
32. Yousefi, G., S. M. Foroutan, A. Zarghi, and, A. Shafaati, (2010) Synthesis and characterization of methotrexate polyethylene glycol esters as a drug delivery system. Chem. Pharm. Bull. 58, 147-153.
33. Boussif, O., F. Lezoualc'h, M. A. Zanta, M. D. Mergny, D. Scherman, B. Demeneix, and, J. P. Behr, (1995) A versatile vector for gene and oligonucleotide transfer into cells in culture and in vivo: Polyethylenimine. PNAS 92 (16), 7297-7301.
34. Godbey, W. T., K. K. Wu, G. J. Hirasaki, and, A. G. Mikos, (1999) Improved packing of poly(ethylenimine)/DNA complexes increases transfection efficiency. Gene Ther. 6 (8), 1380-1388.
35. Werth, S., B. Urban-Klein, D. Lige, S. Höbel, M. Grzelinski, U. Bakowsky, F. Czubayko, and, A. Aigner, (2006) A low molecular weight fraction of polyethylenimine (PEI) displays increased transfection efficiency of DNA and siRNA in fresh or lyophilized complexes. J. Control. Release 112 (2), 257-270.
36. Bhattacharya, S., and, S. Mandal, (1998) Evidence of interlipidic ion-pairing in anion-induced DNA release from cationic amphiphile-DNA complexes. Mechanistic implications in transfection. Biochemistry 37 (21), 7764-7777.
37. Dias, R. S., R. Svingen, B. Gustavsson, B. Lindman, M. G. Miguel, and, B. Åkerman, (2005) Electrophoretic properties of complexes between DNA and the cationic surfactant cetyltrimethylammonium bromide. Electrophoresis 26, 2908-2917.
38. Borkovec, M., and, G. J. M. Koper, (1997) Proton binding characteristics of branched polyelectrolytes. Macromolecules 30, 2151-2158.
39. Zhu, D.-M., and, R. K. Evans, (2006) Molecular mechanism and thermodynamics study of plasmid DNA and cationic surfactants interactions. Langmuir 22, 3735-3743.
40. Izumrudov, V. A., M. V. Zhiryakova, and, A. A. Goulko, (2002) Ethidium bromide as a promising probe for studying DNA interaction with cationic amphiphiles and stability of the resulting complexes. Langmuir 18, 10348-10356.
41. Georg, H. C., K. Coutinho, and, S. Canuto, (2007) Solvent effects on the UV-visible absorption spectrum of benzophenone in water: A combined Monte Carlo quantum mechanics study including solute polarization. J. Chem. Phys. 126, 034507.
42. Dilling, W. L., (1966) The effect of solvent on the electronic transitions of benzophenone and its o- and p-hydroxy derivatives. J. Org. Chem. 31 (4), 1045-1050.
43. Wondrak, G. T., M. K. Jacobson, and, E. L. Jacobson, (2006) Endogenous UVA-photosensitizers: Mediators of skin photodamage and novel targets for skin photoprotection. Photochem. Photobiol. Sci. 5, 215-237.