Role of sulfhydryl groups in transfection? A case study with chitosan-NAC nanoparticles

Bioconjugate Chemistry

Volumn 18, Issue 4, 2007, Pages 1028-1035

  Loretz, Brigitta ^a   Thaler, Marlene ^a   Bernkop Schnürch, Andreas ^a  

^a UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALINITY; CELLS; CHITOSAN; COVALENT BONDS; NANOPARTICLES; OXIDATION; PARTICLE SIZE; REDOX REACTIONS; REDUCTION; SELF ASSEMBLY; SULFUR COMPOUNDS; SUSPENSIONS (FLUIDS);

% REDUCTIONS; CASE-STUDIES; DISULPHIDE BONDS; N-ACETYLCYSTEINE; POLYPLEXES; SH GROUPS; SULFHYDRYL; SULFHYDRYL GROUPS; TARGET CELLS; TRANSGENE;

STABILIZATION;

5,5' DITHIOBIS(2 NITROBENZOIC ACID); ACETYLCYSTEINE; CHITOSAN; GLUTATHIONE; HEPARIN; NANOPARTICLE; PAPAIN; PLASMID DNA; POLYANION; POLYMER; THIOL GROUP;

ALKALINITY; ARTICLE; ASSAY; CELL STRAIN CACO 2; CHEMICAL REACTION; CONJUGATE; CONTROLLED STUDY; COVALENT BOND; DISULFIDE BOND; GEL; GENE EXPRESSION; GENETIC TRANSFECTION; HUMAN; HUMAN CELL; MOLECULAR STABILITY; NONVIRAL GENE DELIVERY SYSTEM; OXIDATION; OXIDATION REDUCTION POTENTIAL; PARTICLE SIZE; TARGET CELL; THIOLATION; TRANSGENE; VISCOSITY; ZETA POTENTIAL;

EID: 34547235535     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc0603079     Document Type: Article

References (34)

1. Patil, S. D., Rhodes, D. G., and Burgess, D. J. (2005) DNA-based therapeutics and DNA delivery systems: a comprehensive review. AAPS J. 7 (1), E61-77.
2. Ravi Kumar, M., Hellermann, G., Lockey, R. F., and Mohapatra, S. S. (2004) Nanoparticle-mediated gene delivery: state of the art. Expert Opin. Biol. Ther. 4 (8), 1213-24.
3. Kommareddy, S., Tiwari, S. B., and Amiji, M. M. (2005) Long-circulating polymeric nanovectors for tumor-selective gene delivery. Technol. Cancer Res. Treat. 4 (6), 615-25.
4. Mao, H. Q., and Leong, K. W. (2005) Design of polyphosphoester-DNA nanoparticles for non-viral gene delivery. Adv. Genet. 53, 275-306.
5. Dobson, J. (2006) Gene therapy progress and prospects: magnetic nanoparticle-based gene delivery. Gene Ther. 13 (4), 283-7.
6. Tiera, M. J., Winnik, F. O., and Fernandes, J. C. (2006) Synthetic and natural polycations for gene therapy: state of the art and new perspectives. Curr. Gene Ther. 6 (1), 59-71.
7. Wagner, E., Culmsee, C., and Boeckle, S. (2005) Targeting of polyplexes: toward synthetic virus vector systems. Adv. Genet. 53PA, 333-354.
8. Neu, M., Fischer, D., and Kissel, T. (2005) Recent advances in rational gene transfer vector design based on poly(ethylene imine) and its derivatives. J. Gene Med. 7 (8), 992-1009.
9. Medberry, P., Dennis, S., Van Hecke, T., and DeLong, R. K. (2004) pDNA bioparticles: comparative heterogeneity, surface, binding, and activity analyses. Biochem. Biophvs. Res. Commun. 319 (2), 426-32.
10. 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 (3), 337-44.
11. 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 (8), 2355-61.
12. Kommareddy, S., and Amiji, M. (2005) Preparation and evaluation of thiol-modified gelatin nanoparticles for intracellular DNA delivery in response to glutathione. Bioconjugate Chem. 16 (6), 1423-32.
13. Schmitz, T., Bravo-Osuna, I., Vauthier, C., Ponchel, G., Loretz, B., and Bernkop-Schnurch, A. (2007) Development and in vitro evaluation of a thiomer-based nanoparticulate gene delivery system. Biomaterials 28 (3), 524-31.
14. Cavallaro, G., Campisi, M., Licciardi, M., Ogris, M., and Giammona, G. (2006) Reversibly stable thiopolyplexes for intracellular delivery of genes. J. Controlled Release 115 (3), 322-34.
15. Kichler, A., Remy, J. S., Boussif, O., Frisch, B., Boeckler, C., Behr, J. P., and Schuber, F. (1995) Efficient gene delivery with neutral complexes of lipospermine and thiol-reactive phospholipids. Biochem. Biophys. Res. Commun. 209 (2), 444-50.
16. Martien, R., Loretz, B., Thaler, M., Majzoob, S., and Bernkop-Schnürch, A. (2007) Chitosan-thioglycolic acid conjugate: An alternative carrier for oral nonviral gene delivery? J. Biomed. Mater. Res. 82A (1), 1-9.
17. Lee, D., Zhang, W., Shirley, S. A., Kong, X., Hellermann, G. R., Lockey, R. F., and Mohapatra, S. S. (2007) Thiolated chitosan/DNA nanocomplexes exhibit enhanced and sustained gene delivery. Pharm. Res. 24 (1), 157-67.
18. Hornof, M. D., Kast, C. E., and Bernkop-Schnürch, A. (2003) In vitro evaluation of the viscoelastic properties of chitosan-thioglycolic acid conjugates. Eur. J. Pharm. Biopharm. 55 (2), 185-90.
19. Leitner, V. M., Walker, G. F., and Bernkop-Schnurch, A. (2003) Thiolated polymers: evidence for the formation of disulphide bonds with mucus glycoproteins. Eur. J. Pharm. Biopharm. 56 (2), 207-14.
20. Singh, R., Blattler, W. A., and Collinson, A. R. (1995) Assay for thiols based on reactivation of papain. Methods Enzymol. 251, 229-37.
21. Wright, S. K., and Viola, R. E. (1998) Evaluation of methods for the quantitation of cysteines in proteins. Anal. Biochem. 265 (1), 8-14.
22. Schipper, N. G., Varum, K. M., Stenberg, P., Ocklind, G., Lennernas, H., and Artursson, P. (1999) Chitosans as absorption enhancers of poorly absorbable drugs. 3: Influence of mucus on absorption enhancement. Eur. J. Pharm. Sci. 8 (4), 335-43.
23. Huang, M., Khor, E., and Lim, L. Y. (2004) Uptake and cytotoxicity of chitosan molecules and nanoparticles: effects of molecular weight and degree of deacetylation. Pharm. Res. 21 (2), 344-53.
24. Winterbourn, C. C., and Metodiewa, D. (1999) Reactivity of biologically important thiol compounds with superoxide and hydrogen peroxide. Free Radical Biol. Med. 27 (3-4), 322-8.
25. Rejman, J., Oberle, V., Zuhorn, I. S., and Hoekstra, D. (2004) Size-dependent internalization of particles via the pathways of clathrin- and caveolae-mediated endocytosis. Biochem. J. 377 (Pt 1), 159-69.
26. Rejman, J., Bragonzi, A., and Conese, M. (2005) Role of clathrin-and caveolae-mediated endocytosis in gene transfer mediated by lipo-and polyplexes. Mol. Ther. 12 (3), 468-74.
27. Strand, S. P., Danielsen, S., Christensen, B. E., and Varum, K. M. (2005) Influence of chitosan structure on the formation and stability of DNA-chitosan polyelectrolyte complexes. Biomacromolecules 6 (6), 3357-66.
28. Romoren, K., Aaberge, A., Smistad, G., Thu, B. J., and Evensen, O. (2004) Long-term stability of chitosan-based polyplexes. Pharm. Res. 21 (12), 2340-6.
29. Borchard, G. (2001) Chitosans for gene delivery. Adv. Drug. Delivery Rev. 52 (2), 145-50.
30. Chen, J., Yang, W. L., Li, G., Qian, J., Xue, J. L., Fu, S. K., and Lu, D. R. (2004) Transfection of mEpo gene to intestinal epithelium in vivo mediated by oral delivery of chitosan-DNA nanoparticles. World J. Gastroenterol. 10 (1), 112-6.
31. Roy, K., Mao, H. Q., Huang, S. K., and Leong, K. W. (1999) Oral gene delivery with chitosan-DNA nanoparticles generates immunologic protection in a murine model of peanut allergy. Nat. Med. 5 (4), 387-91.
32. Mirazimi, A., Mousavi-Jazi, M., Sundqvist, V. A., and Svensson, L. (1999) Free thiol groups are essential for infectivity of human cytomegalovirus. J. Gen. Virol. 80 (Pt 11), 2861-5.
33. Edlundh-Rose, E., Kupershmidt, I., Gustafsson, A. C., Parasassi, T., Serafino, A., Bracci-Laudiero, L., Greco, G., Krasnowska, E. K., Romano, M. C., Lundeberg, T., Nilsson, P., and Lundeberg, J. (2005) Gene expression analysis of human epidermal keratinocytes after N-acetyl L-cysteine treatment demonstrates cell cycle arrest and increased differentiation. Pathobiology 72 (4), 203-12.
34. Parasassi, T., Brunelli, R., Bracci-Laudiero, L., Greco, G., Gustafsson, A. C., Krasnowska, E. K., Lundeberg, J., Lundeberg, T., Pittaluga, E., Romano, M. C., and Serafino, A. (2005) Differentiation of normal and cancer cells induced by sulfhydryl reduction: biochemical and molecular mechanisms. Cell Death Differ. 12 (10), 1285-96.