Effects of charge density and hydrophobicity of poly(amido amine)s for non-viral gene delivery

Journal of Controlled Release

Volumn 148, Issue 1, 2010, Pages 83-90

  Piest, Martin ^a   Engbersen, Johan F J ^a  

^a UNIVERSITY OF TWENTE   (Netherlands)

Author keywords

Disulfide reduction; Gene delivery; Michael addition; Poly(amido amine); Polyplex

Indexed keywords

DISULFIDE REDUCTION; GENE DELIVERY; MICHAEL ADDITIONS; POLY(AMIDO AMINE); POLYPLEXES;

ACETYLATION; ADDITION REACTIONS; CHARGE DENSITY; GENE THERAPY; GENE TRANSFER; HYDROPHOBICITY; ORGANIC COMPOUNDS;

POLYMERS;

N N' CYSTAMINE BISACRYLAMIDE; N,N' METHYLENEBISACRYLAMIDE; POLYAMIDOAMINE; PUTRESCINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL VIABILITY; CONTROLLED STUDY; DRUG ACETYLATION; GENETIC TRANSFECTION; HEMOLYSIS; HYDROPHOBICITY; IN VITRO STUDY; NONHUMAN; NONVIRAL GENE DELIVERY SYSTEM; PRIORITY JOURNAL;

ACETYLATION; ANIMALS; CERCOPITHECUS AETHIOPS; COS CELLS; DNA; FLUORESCENCE; GENE TRANSFER TECHNIQUES; GENETIC VECTORS; HEMOLYSIS; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; POLYAMINES; TRANSFECTION;

EID: 78649529344     PISSN: 01683659     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jconrel.2010.07.109     Document Type: Article

References (31)

1. Duncan R., Ringsdorf H., Satchi-Fainaro R. Polymer therapeutics: polymers as drugs, drug and protein conjugates and gene delivery systems: past, present and future opportunities. Adv. Polym. Sci. 2006, 192:1-8.
2. Ferruti P., Marchisio M.A., Duncan R. Poly(amido-amine)s: biomedical applications. Macromol. Rapid Commun. 2002, 23:332-355.
3. Richardson S.C.W., Pattrick N.G., Lavignac N., Ferruti P., Duncan R. Intracellular fate of bioresponsive poly(amidoamine)s in vitro and in vivo. J. Control. Release 2010, 142:78-88.
4. Lin C., Zhong Z.Y., Lok M.C., Jiang X.L., Hennink W.E., Feijen J., Engbersen J.F.J. Linear poly(amido amine)s with secondary and tertiary amino groups and variable amounts of disulfide linkages: synthesis and in vitro gene transfer properties. J. Control. Release 2006, 116:130-137.
5. Lin C., Zhong Z.Y., Lok M.C., Jiang X.L., Hennink W.E., Feijen J., Engbersen J.F.J. Novel bioreducible poly(amido amine)s for highly efficient gene delivery. Bioconjugate Chem. 2007, 18:138-145.
6. Piest M., Lin C., Mateos-Timoneda M.A., Lok M.C., Hennink W.E., Feijen J., Engbersen J.F.J. Novel poly(amido amine)s with bioreducible disulfide linkages in their diamino-units: structure effects and in vitro gene transfer properties. J. Control. Release 2008, 130:38-45.
7. Lin C., Blaauboer C.J., Timoneda M.M., Lok M.C., van Steenbergen M., Hennink W.E., Zhong Z.Y., Feijen J., Engbersen J.F.J. Bioreducible poly(amido amine)s with oligoamine side chains: synthesis, characterization, and structural effects on gene delivery. J. Control. Release 2008, 126:166-174.
8. Mateos-Timoneda M.A., Lok M.C., Hennink W.E., Feijen J., Engbersen J.F.J. Poly(amido amine)s as gene delivery vectors: effects of quaternary nicotinamide moieties in the side chains. ChemMedChem 2008, 3:478-486.
9. Ou M., Wang X.L., Xu R.Z., Chang C.W., Bull D.A., Kim S.W. Novel biodegradable poly(disulfide amine)s for gene delivery with high efficiency and low cytotoxicity. Bioconjugate Chem. 2008, 19:626-633.
10. Peng L., Gao Y., Xue Y.N., Huang S.W., Zhuo R.X. Cytotoxicity and in vivo tissue compatibility of poly(amidoamine) with pendant aminobutyl group as a gene delivery vector. Biomaterials 2010, 31:4467-4476.
11. Choi Y.H., Liu F., Kim J.S., Choi Y.K., Park J.S., Kim S.W. Polyethylene glycol-grafted poly-l-lysine as polymeric gene carrier. J. Control. Release 1998, 54:39-48.
12. Liu Z., Zhang Z., Zhou C., Jiao Y. Hydrophobic modifications of cationic polymers for gene delivery. Prog. Polym. Sci. 2010, 35:1144-1162.
13. Meyer M., Zintchenko A., Ogris M., Wagner E. A dimethytmateic acid-metittin-potytysine conjugate with reduced toxicity, pH-triggered endosomolytic activity and enhanced gene transfer potential. J. Gene Med. 2007, 9:797-805.
14. Wightman L., Kircheis R., Rossler V., Carotta S., Ruzicka R., Kursa M., Wagner E. Different behavior of branched and linear polyethylenimine for gene delivery in vitro and in vivo. J. Gene Med. 2001, 3:362-372.
15. Wagner E. Strategies to improve DNA polyplexes for in vivo gene transfer: will "artificial viruses" be the answer?. Pharm. Res. 2004, 21:8-14.
16. Zintchenko A., Philipp A., Dehshahri A., Wagner E. Simple modifications of branched PEI lead to highly efficient siRNA carriers with low toxicity. Bioconjugate Chem. 2008, 19:1448-1455.
17. Khayat Z., Griffiths P.C., Grillo I., Heenan R.K., King S.M., Duncan R. Characterising the size and shape of polyamidoamines in solution as a function of pH using neutron scattering and pulsed-gradient spin-echo NMR. Int. J. Pharm. 2006, 317:175-186.
18. Behr J.-P. The proton sponge: a trick to enter cells the viruses did not exploit. Chimia 1997, 51:34-36.
19. Sonawane N.D., Szoka F.C., Verkman A.S. Chloride accumulation and swelling in endosomes enhances DNA transfer by polyamine-DNA polyplexes. J. Biol. Chem. 2003, 278:44826-44831.
20. Zhang Z.Y., Smith B.D. High-generation polycationic dendrimers are unusually effective at disrupting anionic vesicles: membrane bending model. Bioconjugate Chem. 2000, 11:805-814.
21. DeRouchey J., Netz R.R., Radler J.O. Structural investigations of DNA-polycation complexes. Eur. Phys. J. E 2005, 16:17-28.
22. Kulkarni R.P., Mishra S., Fraser S.E., Davis M.E. Single cell kinetics of intracellular, nonviral, nucleic acid delivery vehicle acidification and trafficking. Bioconjugate Chem. 2005, 16:986-994.
23. Ranucci E., Ferruti P., Lattanzio E., Manfredi A., Rossi M., Mussini P.A., Chiellini F., Bartoli C. Acid-base properties of poly(amidoamine)s. J. Polym. Sci. Polym. Chem. 2009, 47:6977-6991.
24. Lavignac N., Lazenby M., Foka P., Malgesini B., Verpilio I., Ferruti P., Duncan R. Synthesis and endosomolytic properties of poly(amidoamine) block copolymers. Macromol. Biosci. 2004, 4:922-929.
25. Nimesh S., Aggarwal A., Kumar P., Singh Y., Gupta K.C., Chandra R. Influence of acyl chain length on transfection mediated by acylated PEI nanoparticles. Int. J. Pharm. 2007, 337:265-274.
26. Aravindan L., Bicknell K.A., Brooks G., Khutoryanskiy V.V., Williams A.C. Effect of acyl chain length on transfection efficiency and toxicity of polyethylenimine. Int. J. Pharm. 2009, 378:201-210.
27. Chen D.J., Majors B.S., Zelikin A., Putnam D. Structure-function relationships of gene delivery vectors in a limited polycation library. J. Control. Release 2005, 103:273-283.
28. Read M.L., Singh S., Ahmed Z., Stevenson M., Briggs S.S., Oupicky D., Barrett L.B., Spice R., Kendall M., Berry M., Preece J.A., Logan A., Seymour L.W. A versatile reducible polycation-based system for efficient delivery of a broad range of nucleic acids. Nucleic Acids Res. 2005, 33.
29. Liu X.D., Howard K.A., Dong M.D., Andersen M.O., Rahbek U.L., Johnsen M.G., Hansen O.C., Besenbacher F., Kjems J. The influence of polymeric properties on chitosan/siRNA nanoparticle formulation and gene silencing. Biomaterials 2007, 28:1280-1288.
30. Lu B., Wang C.F., Wu D.Q., Li C., Zhang X.Z., Zhuo R.X. Chitosan based oligoamine polymers: synthesis, characterization, and gene delivery. J. Control. Release 2009, 137:54-62.
31. Hinrichs W.L.J., Schuurmans-Nieuwenbroek N.M.E., van de Wetering P., Hennink W.E. Thermosensitive polymers as carriers for DNA delivery. J. Control. Release 1999, 60:249-259.