Disulfide cross-linked polyethylenimines (PEI) prepared via thiolation of low molecular weight PEI as highly efficient gene vectors

Bioconjugate Chemistry

Volumn 19, Issue 2, 2008, Pages 499-506

  Peng, Qi ^a   Zhong, Zhenlin ^a   Zhuo, Renxi ^a  

^a WUHAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EFFICIENCY; GENES; MOLECULAR WEIGHT; VISCOSITY MEASUREMENT;

AVERAGE NUMBERS; GENE TRANSFECTION; GENE VECTORS; LOW CYTOTOXICITIES; LOW MOLECULAR WEIGHT; POLY(ETHYLENIMINE); POLYPLEXES; RING OPENING REACTION; THIOLATION; TRANSFECTION EFFICIENCY;

SULFUR COMPOUNDS;

DIMETHYL SULFOXIDE; DISULFIDE; NANOPARTICLE; PLASMID DNA; POLYETHYLENEIMINE; THIOL GROUP;

ARTICLE; CELL VIABILITY; CHEMICAL REACTION; CONTROLLED STUDY; CROSS LINKING; CYTOTOXICITY; DNA BINDING; FLUORESCENCE MICROSCOPY; GENE VECTOR; GENETIC TRANSFECTION; HUMAN; HUMAN CELL; IN VITRO STUDY; MOLECULAR WEIGHT; OXIDATION; PARTICLE SIZE; POLYMERIZATION; SYNTHESIS; TRANSMISSION ELECTRON MICROSCOPY; VISCOMETRY;

BOVINAE;

EID: 39749127727     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc7003236     Document Type: Article

References (35)

1. Lungwitz, U., Breunig, M., Blunk, T., and Gopferich, A. (2005) Polyethylenimine-based non-viral gene delivery system. Eur. J. Pharm. Biopharm. 60, 247-266.
2. Godbey, W. T., Wu, K. K., and Mikos, A. G. (1999) Tracking the intracellular path of poly(ethylenimine)/DNA complexes for gene delivery. Proc. Natl. Acad. Sci. U.S.A. 96, 5177-5181.
3. Guo, W. J., and Lee, R. J. (2001) Efficient gene delivery via non-covalent complexes of folic acid and polyethylenimine. J. Controlled Release 77, 131-138.
4. Boussif, O., Lezoualc'ht, F., Zanta, M. A., Mergnyt, M. D., Schermant, D., Demeneixt, B., and Behr, J. P. (1995) A versatile vector for gene and oligonucleotide transfer into cells in culture and in vivo: Polyethylenimine. Proc. Natl. Acad. Sci. U.S.A. 92, 7297-7301.
5. Michael, N., Dagmar, F., and Thomas, K. (2005) Recent advances in rational gene transfer vector design based on poly(ethylene imine) and its derivatives. J. Gene Med. 7, 992-1009.
6. Boussif, O., Zanta, M. A., and Behr, J. P. (1996) Optimized galenics improve in vitro gene transfer with cationic molecules up to 1000-fold. Gene Ther. 3, 1074-1080.
7. Akinc, A., Thomas, M., Klibanov, A. M., and Langer, R. (2005) Exploring polyethylenimine-mediated DNA transfection and the proton sponge hypothesis. J. Gene Med. 7, 657-663.
8. Schaffer, D. V., Fidelman, N. A., Dan, N., and Lauffenburger, D. A. (2000) Vector unpacking as a potential barrier for receptor-mediated polyplex gene delivery. Biotechnol. Bioeng. 67, 598-606.
9. Godbey, W. T., Barry, M. A., and Saggau, P. (2000) Poly. (ethylenimine)-mediated transfection: a new paradigm for gene delivery. J. Biomed. Mater. Res. 51, 321-328.
10. Funhoff, A. M., Van Nostrum, C. F., and Koning, G. A. (2004) Endosomal escape of polymeric gene delivery complexes is not always enhanced by polymers buffering at low pH. Biomacromolecules 5, 32-39.
11. Kunath, K., Harpe, A. V., Fischer, D., Petersen, H., and Kissel, T. (2003) Low-molecular-weight polyethylenimine as a non-viral vector for DNA delivery: comparison of physicochemical properties, transfection efficiency and in vivo distribution with high-molecular-weight polyethylenimine. J. Controlled Release 89, 113-125.
12. Gosselin, M. A., Guo, W., and Lee, R. J. (2001) Efficient gene transfer using reversibly crosslinked low molecular weight polyethylenimine. Bioconjugate Chem. 12, 989-994.
13. Thomas, M., Ge, Q., Lu, J. J., Chen, J. Z., and Klibanov, A. M. (2005) Crosslinked small polyethylenimine: while still nontoxic, deliver DNA efficiently to mammalian cells in vitro and in vivo. Pharm. Res. 22, 373-380.
14. Ahn, C. H., Chae, S. Y., Bae, Y. H., and Kim, S. W. (2002) Biodegradable poly(ethylenimine) for plasmid DNA delivery. J. Controlled Release 80, 273-282.
15. Tang, G. P., Guo, H. Y., Alexis, F., Wang, X., Zeng, S., Lim, T. M., Ding, J., Yang, Y. Y., and Wang, S. (2006) Low molecular weight polyethylenimines linked by β-cyclodextrin for gene transfer into the nervous system. J. Gene Med 8, 736-744.
16. Meister, A., and Anderson, M. E. (1983) Glutathione. Annu. Rev. Biochem. 52, 711-760.
17. Bellomo, G., Vairetti, M., Stivala, L., Mirabelli, F., Richelmi, P., and Orrenius, S. (1992) Demonstration of nuclear compartmentalization of glutathione in hepatocytes. Proc. Natl. Acad. Sci. U.S.A. 89, 4412-4416.
18. Wang, Y. X., Chen, P., and Shen, J. C. (2006) The development and characterization of a glutathione-sensitive crosslinked polyethylenimine gene vector. Biomaterials 27, 5292-5298.
19. Carlisle, R. C., Etrych, T., Briggs, S. S., Preece, J. A., Ulbrich, K., and Seymour, L. W. (2004) Polymer-coated polyethylenimine/DNA complexes designed for triggered activation by intracellular reduction. J. Gene Med. 6, 337-344.
20. Lee, Y., Mo, H. J., Koo, H., Park, J. Y., Cho, M. Y., Jin, J. W., and Park, J. S. (2007) Visualization of the degradation of a disulfide polymer, linear poly(ethylenimine sulfide), for gene delivery. Bioconjugate Chem. 18, 13-18.
21. Kakizawa, Y., Harada, A., and Kataoka, K. (1999) Environment-sensitive stabilization of core-shell structured polyion complex micelle by reversible crosslinking of the core through disulfide bond. J. Am. Chem. Soc. 121, 11247-11248.
22. Miyata, K., Kakizawa, Y., Nishiyama, N., Harada, A., Yamasaki, Y., Koyama, H., and Kataoka, K. (2004) Block catiomer polyplexes with regulated densities of charge and disulfide cross-linking directed to enhance gene expression. J. Am. Chem. Soc. 126, 2355-2361.
23. McKenzie, D. L., Smiley, E., Kwok, K. Y., and Rice, K. G. (2000) Low molecular weight disulfide crosslinking peptides as nonviral gene delivery carriers. Bioconjugate Chem. 11, 901-909.
24. McKenzie, D. L., Kwok, K. Y., and Rice, K. G. (2000) A potent new class of reductively activated peptide gene delivery agents. J. Biol. Chem. 275, 9970-9977.
25. 2+-sensitive cytosolic nucleases prevent efficient delivery to the nucleus of injected Plasmids. J. Gene Med. 3, 153-164.
26. Bordwell, F. G., and Andersen, H. M. (1953) The reaction of epoxides with thiourea. J. Am. Chem. Soc. 75, 4959-4962.
27. Eyer, P., Worek, F., Kiderlen, D., Sinko, G., Stuglin, A., Rudolf, V. S., and Reiner, E. (2003) Molar absorption coefficients for the reduced Ellman reagent: reassessment. Anal. Biochem. 312, 224-227.
28. Riddles, P. W., Blakeley, R. L., and Zerner, B. (1979) Ellman's reagent: 5, 5′-dithiobis(2-nitrobenzoic acid)-a reexamination. Anal. Chem. 94, 75-81.
29. von Harpe, A., Petersen, H., Li, Y., and Kissel, T. (2000) Characterization of commercially available and synthesized polyethylenimines for gene delivery. J. Controlled Release 69, 309-322.
30. Dong, W., Jin, G. H., Li, S. F., Sun, Q. M., Ma, D. Y., and Hua, Z. C. (2006) Cross-linked polyethylenimine as potential DNA vector for gene delivery with high efficiency and low cytotoxicity. Acta Biochim. Biophys. Sin. 38, 780-787.
31. Ryser, H. J. P. (1967) A membrane effect of basic polymers dependent on molecular size. Nature 215, 934-936.
32. Merdan, T., Kunath, K, Petersen, H., Bakowsky, U., Voigt, K. H., Kopecek, J., and Kissel, T. (2005) PEGylation of poly(ethyleneimine) affects stability of complexes with plasmid DNA under in vivo conditions in a dose-dependent manner after intravenous injection into mice. Bioconjugate Chem. 16, 785-792.
33. Petersen, H., Fechner, P. M., Martin, A. L., Stolnik, S., Roberts, C. J., Fischer, D., Davies, M. C., and Kissel, T. (2002) Polyethylenimine-graft- poly(ethylene glycol) copolymers: influence of copolymer block structure on DNA complexation and biological activities as gene delivery system. Bioconjugate Chem. 13, 845-854.
34. Dauty, E., Remy, J. S., Blessing, T., and Behr, J. P. (2001) Dimerizable cationic detergents with a low cmc condense plasmid DNA into nanometric particles and transfect cells in culture. J. Am. Chem. Soc. 123, 9227-9234.
35. Chittimalla, C., Zammut-Italiano, L., Zuber, G., and Behr, J.-P. (2005) Monomolecular DNA nanoparticles for intravenous delivery of genes. J. Am. Chem. Soc. 127, 11436-11441.