Linear polycations by ring-opening polymerization as non-viral gene delivery vectors

Biomaterials

Volumn 34, Issue 21, 2013, Pages 5391-5401

  Zhang, Qin Fang ^a   Yi, Wen Jing ^a   Wang, Bing ^a   Zhang, Ji ^a   Ren, Laifeng ^b   Chen, Qian Ming ^c   Guo, Liandi ^b   Yu, Xiao Qi ^a  

^a China   (China)

^b SICHUAN UNIVERSITY   (China)

^c SICHUAN UNIVERSITY   (China)

Author keywords

Cationic polymer; Gene delivery; Non viral vector; Ring opening polymerization; Structure activity relationships

Indexed keywords

CATIONIC POLYMERS; GENE DELIVERY; GENE DELIVERY VECTORS; INTRACELLULAR DISTRIBUTION; NON-VIRAL GENE DELIVERY; NONVIRAL VECTORS; STRUCTURE ACTIVITY RELATIONSHIPS; TRANSFECTION EFFICIENCY;

BIOCOMPATIBILITY; BODY FLUIDS; ETHERS; GENE TRANSFER; MOLECULAR BIOLOGY; POLYMERIZATION; VECTORS;

POLYMERS;

DNA; HYDROXYL GROUP; N,N 2 BOC N,N BIS(2 HYDROXYETHYL)ETHYLENEDIAMINE; N,N' 2 BOC N,N BIS[2 (OXIRAN 2 YLMETHOXY)ETHYL]ETHYLENEDIAMINE; NANOPARTICLE; POLYCATION; POLYMER; UNCLASSIFIED DRUG;

ARTICLE; BIOCOMPATIBILITY; CELLULAR DISTRIBUTION; CYTOTOXICITY; DNA BINDING; GENE TARGETING; GENETIC TRANSFECTION; HUMAN; HUMAN CELL; IN VITRO GENE TRANSFER; NONVIRAL GENE DELIVERY SYSTEM; PARTICLE SIZE; POLYMERIZATION; PRIORITY JOURNAL; RING OPENING POLYMERIZATION; STRUCTURE ACTIVITY RELATION; SYNTHESIS; ZETA POTENTIAL;

BUFFERS; CELL DEATH; CELL LINE, TUMOR; DNA; ELECTROPHORESIS, AGAR GEL; ENDOCYTOSIS; EPOXY COMPOUNDS; ETHIDIUM; GENE EXPRESSION; GENE TRANSFER TECHNIQUES; GENETIC VECTORS; GREEN FLUORESCENT PROTEINS; HUMANS; INTRACELLULAR SPACE; LUCIFERASES; MICROSCOPY, FLUORESCENCE; MOLECULAR WEIGHT; PARTICLE SIZE; PLASMIDS; POLYAMINES; POLYETHYLENEIMINE; POLYMERIZATION; STATIC ELECTRICITY; TRANSFECTION; VIRUSES;

EID: 84877044193     PISSN: 01429612     EISSN: 18785905     Source Type: Journal    
DOI: 10.1016/j.biomaterials.2013.03.083     Document Type: Article

References (46)

1. Jeong J.H., Kim S.W., Park T.G. Molecular design of functional polymers for gene therapy. Prog Polym Sci 2007, 32:1239-1274.
2. Mintzer M.A., Simanek E.E. Nonviral vectors for gene delivery. Chem Rev 2009, 109:259-302.
3. Zhong D., Jiao Y., Zhang Y., Zhang W., Li N., Zuo Q., et al. Effects of the gene carrier polyethylene imines on structure and function of blood components. Biomaterials 2013, 34:294-305.
4. He Y., Cheng G., Xie L., Nie Y., He B., Gu Z. Polyethylene imine/DNA polyplexes with reduction-sensitive hyaluronic acid derivatives shielding for targeted gene delivery. Biomaterials 2013, 34:1235-1245.
5. Li H., Sun X., Zhao D., Zhang Z. Acell-Specific poly(ethylene glycol) derivative with a wheat-like structure for efficient gene delivery. Mol Pharm 2012, 9:2974-2985.
6. Miyata K., Nishiyama N., Kataoka K. Rational design of smart supramolecular assemblies for gene delivery: chemical challenges in the creation of artificial viruses. Chem Soc Rev 2012, 41:2562-2574.
7. Luo X.H., Huang F.W., Qin S.Y., Wang H.F., Feng J., Zhang X.Z., et al. Astrategy to improve serum-tolerant transfection activity of polycation vectors by surface hydroxylation. Biomaterials 2011, 32:9925-9939.
8. Newland B., Zheng Y., Jin Y., Abu-Rub M., Cao H., Wang W., et al. Single cyclized molecule versus single branched molecule: a simple and efficient 3D "Knot" polymer structure for nonviral gene delivery. JAm Chem Soc 2012, 134:4782-4789.
9. Wang Z.H., Zhu Y., Chai M.Y., Yang T.W., Xu F.J. Biocleavable comb-shaped gene carriers from dextran backbones with bioreducible ATRP initiation sites. Biomaterials 2012, 33:1873-1883.
10. Tang Q., Cao B., Wu H., Cheng G. Selective Gene delivery to cancer cells using an integrated cationic amphiphilic peptide. Langmuir 2012, 28:16126-16132.
11. Lakshmanan M., Kodama Y., Yoshizumi T., Sudesh K., Numata K. Rapid and efficient gene delivery into plant cells using designed peptide carriers. Biomacromolecules 2013, 14:10-16.
12. Tang G.P., Zeng J.M., Gao S.J., Ma X.Y., Shi L., Li Y., et al. Polyethylene glycol modified polyethylenimine for improved CNS gene transfer: effects of PEGylation extent. Biomaterials 2003, 24:2351-2362.
13. Tseng W.C., Jong C.M. Improved stability of polycationic vector by dextran-grafted branched polyethylenimine. Biomacromolecules 2003, 4:1277-1284.
14. Mishraa S., Websterb P., Davis M.E. PEGylation significantly affects cellular uptake and intracellular trafficking of non-viral gene delivery particles. Eur J Cell Biol 2004, 83:97-111.
15. Hana M., Bae Y., Nishiyama N., Miyata K., Oba M., Kataoka K. Transfection study using multicellular tumor spheroids for screening non-viral polymeric gene vectors with low cytotoxicity and high transfection efficiencies. JControl Release 2007, 121:38-48.
16. Chen T., Xu S., Zhao T., Zhu L., Wei D., Li Y., et al. Gold nanocluster-conjugated amphiphilic block copolymer for tumor-targeted drug delivery. ACS Appl Mater Inter 2012, 4:5766-5774.
17. Liu Y., Reineke T.M. Hydroxyl stereochemistry and amine number within poly (glycoamidoamine)s affect intracellular DNA delivery. JAm Chem Soc 2005, 127:3004-3015.
18. Liu Y., Reineke T.M. Poly(glycoamidoamine)s for gene delivery: stability of polyplexes and efficacy with cardiomyoblast cells. Bioconjug Chem 2006, 17:101-108.
19. Srinivasachari S., Liu Y., Prevette L.E., Reineke T.M. Effects of trehalose click polymer length on pDNA complex stability and delivery efficacy. Biomaterials 2007, 28:2885-2898.
20. Srinivasachari S., Liu Y., Zhang G., Prevette L., Reineke T.M. Trehalose click polymers inhibit nanoparticle aggregation and promote pDNA delivery in serum. JAm Chem Soc 2006, 128:8176-8184.
21. Ma M., Li F., Yuan Z.F., Zhuo R.X. Influence of hydroxyl groups on the biological properties of cationic polymethacrylates as gene vectors. Acta Biomater 2010, 6:2658-2665.
22. Xiang Y.Z., Feng Z.H., Zhang J., Liao Y.L., Yu C.J., Yi W.J., et al. Linear cyclen-based polyamine as a novel and efficient reagent in gene delivery. Org Biomol Chem 2010, 8:640-647.
23. Yi W.J., Feng Z.H., Zhang Q.F., Zhang J., Li L.D., Zhu W., et al. Diol glycidyl ether-bridged cyclens: preparation and their applications in gene delivery. Org Biomol Chem 2011, 9:2413-2421.
24. Zhang Q.F., Yang W.H., Yi W.J., Zhang J., Ren J., Luo T.Y., et al. TACN-containing cationic lipids with ester bond: preparation and application in gene delivery. Bioorg Med Chem Lett 2011, 21:7045-7049.
25. Nakamura K., Nakajima T., Kayahara H., Nomura E., Taniguchi H. Base-labile tert-butoxycarbonyl (Boc) group on phenols. Tetrahedron Lett 2004, 45:495-499.
26. Izalt R.M., Pawlak K., Bradshaw J.S. Thermodynamic and kinetic data for macrocycle interaction with cations and anions. Chem Rev 1991, 91:1721-2085.
27. Wei W., Pahang J.A., Pun S.H. Optimization of brush-Like cationic copolymers for nonviral gene delivery. Biomacromolecules 2013, 14:275-284.
28. Lin C., Blaauboer C.J., Timoneda M.M., Lok M.C., Steenbergen M., Hennink W.E., et al. Bioreducible poly(amido amine)s with oligoamine side chains: synthesis, characterization, and structural effects on gene delivery. JControl Release 2008, 126:166-174.
29. Xu F.J., Chai M.Y., Li W.B., Ping Y., Tang G.P., Yang W.T., et al. Well-defined poly(2-hydroxyl-3-(2-hydroxyethylamino)propylmethacrylate) vectors with low toxicity and high gene transfection efficiency. Biomacromolecules 2010, 11:1437-1442.
30. Srinivasachari S., Reineke T.M. Versatile supramolecular pDNA vehicles via "click polymerization" of b-cyclodextrin with oligoethyleneamines. Biomaterials 2009, 30:928-938.
31. Liu Y., Wenning L., Lynch M., Reineke T.M. New poly(D-glucaramidoamine)s induce DNA nanoparticle formation and efficient gene delivery into mammalian cells. JAm Chem Soc 2004, 126:7422-7423.
32. Xiu K.M., Yang J.J., Zhao N.N., Li J.S., Xu F.J. Multiarm cationic star polymers by atom transfer radical polymerization from b-cyclodextrin cores: influence of arm number and length on gene delivery. Acta Biomater 2013, 9:4726-4733.
33. Wong S.Y., Sood N., Putnam D. Combinatorial evaluation of cations, pH-sensitive and hydrophobic moieties for polymeric vector design. Mol Ther 2009, 17:480-490.
34. Zugates G.T., Tedford N.C., Zumbuehl A., Jhunjhunwala S., Kang C.S., Griffith L.G., et al. Gene delivery properties of end-modified poly(β-amino ester)s. Bioconjug Chem 2007, 18:1887-1896.
35. Zugates G.T., Peng W.D., Zumbuehl A., Jhunjhunwala S., Huang Y.H., Langer R., et al. Rapid optimization of gene delivery by parallel end-modification of poly (β-amino ester)s. Mol Ther 2007, 157:1306-1312.
36. Wang Y.H., Zheng M., Meng F.H., Zhang J., Peng R., Zhong Z.Y. Branched polyethylenimine derivatives with reductively cleavable periphery for safe and efficient invitro gene transfer. Biomacromolecules 2011, 12:1032-1040.
37. Doody A.M., Korley J.N., Dang K.P., Zawaneh P.N., Putnam D. Characterizing the structure/function parameter space of hydrocarbon-conjugated branched polyethylenimine for DNA delivery invitro. JControl Release 2006, 116:227-237.
38. Asayama S., Hakamatani T., Kawakami H. Synthesis and characterization of alkylated poly(1-vinylimidazole) to control the stability of its DNA polyion complexes for gene delivery. Bioconjug Chem 2010, 21:646-652.
39. Thomas M., Klibanov A.M. Enhancing polyethylenimine's delivery of plasmid DNA into mammalian cells. PNatl Acad Sci U S A 2002, 99:14640-14645.
40. Son S., Kim W.J. Biodegradable nanoparticles modified by branched polyethylenimine for plasmid DNA delivery. Biomaterials 2010, 31:133-143.
41. Dai F., Liu W. Enhanced gene transfection and serum stability of polyplexes by PDMAEMA-polysulfobetaine diblock copolymers. Biomaterials 2011, 32:628-638.
42. Kleemann E., Neu M., Jekel N., Fink L., Schmehl T., Gessler T., et al. Nano-carriers for DNA delivery to the lung based upon a TAT-derived peptide covalently coupled to PEG-PEI. JControl Release 2005, 109:299-316.
43. Liu Z., Janzena J., Brooks D.E. Adsorption of amphiphilic hyperbranched polyglycerol derivatives onto human red blood cells. Biomaterials 2010, 31:3364-3373.
44. Kopatz I., Remy J.S., Behr J.P. Amodel for non-viral gene delivery: through syndecan adhesion molecules and powered by actin. JGene Med 2004, 6:769-776.
45. Gabrielson N.P., Pack D.W. Acetylation of polyethylenimine enhances gene delivery via weakened polymer/DNA interactions. Biomacromolecules 2006, 7:2427-2435.
46. Schaffer D.V., Fidelman N.A., Dan N., Lauffenburger D.A. Vector unpacking as a potential barrier for receptor-mediated polyplex gene delivery. Biotechnol Bioeng 2000, 67:598-606.