Octaarginine-modified chitosan as a nonviral gene delivery vector: properties and in vitro transfection efficiency
Source abstract
Abstract
Protein transduction domains (PTD) have been identified to have the capacity to facilitate molecular cargo to translocate through cell membrane. This study aims to utilize the cell membrane penetrating ability of octaarginine oligopeptide, a simplified prototype of the PTD, to enhance the transfection efficiency of chitosan. Octaarginine-modified chitosan (R8-CS) was synthesized as a gene transfer carrier by carbodiimide chemistry. The structure and composition of R8-CSs were characterized using FTIR and 1H NMR. Agarose gel electrophoresis assay showed that R8-CS could efficiently condense the DNA. The particle size of R8-CS/DNA complexes were determined to be around 100–200 nm. The nanoparticle complexes exhibited a spherical and compact morphology. R8-CS demonstrated higher transfection activity and lower cytotoxicity as compared to the unmodified chitosan and also showed good serum resistance.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: RNA Interference and Gene Delivery · Advanced biosensing and bioanalysis techniques · Virus-based gene therapy research
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (40)
Show source-provided references
1. Barreira SVP, Silva F (2003) Surface modification chemistry based on the electrostatic adsorption of poly-L-arginine onto alkanethiol modified gold surfaces. Langmuir 19:10324–1033110.1021/la035158m ↗
2. Braiman MS, Briercheck DM, Kriger KM (1999) Modeling vibration spectra of amino acid side chains in proteins: Effects of protonation state, counterion, and solvent on arginine C–N stretch frequencies. J Phys Chem B 103:4744–475010.1021/jp983011b ↗
3. Brooks H, Lebleu B, Vivès E (2005) Tat peptide-mediated cellular delivery: back to basics. Adv Drug Deliv Rev 57:559–57710.1016/j.addr.2004.12.001 ↗
4. Choi JS, Nam K, Park JY, Kim JB, Lee JK, Park JS (2004) Enhanced transfection efficiency of PAMAM dendrimer by surface modification with l-arginine. J Control Release 99:445–45610.1016/j.jconrel.2004.07.027 ↗
5. Futaki S, Suzuki T, Ohashi W, Yagami T, Tanaka S, Ueda K, Sugiura Y (2001) Arginine-rich peptides. An abundant source of membrane-permeable peptides having potential as carriers for intracellular protein delivery. J Biol Chem 276(8):5836–584010.1074/jbc.M007540200 ↗
6. Gao Y, Xu Z, Chen S, Gu W, Chen L, Li Y (2008) Arginine-chitosan/DNA self-assemble nanoparticles for gene delivery: in vitro characteristics and transfection efficiency. Int J Pharm 359:241–24610.1016/j.ijpharm.2008.03.037 ↗
7. Glover DJ, Lipps HJ, Jans DA (2005) Towards safe, non-viral therapeutic gene expression in humans. Nat Rev Genet 6:299–31010.1038/nrg1577 ↗
8. Goldman CK, Soroceanu L, Smith N, Gillespie GY, Shaw W, Burgess S, Bilbao G, Curiel DT (1997) In vitro and in vivo gene delivery mediated by a synthetic polycationic amino polymer. Nat Biotechnol 15:462–46610.1038/nbt0597-462 ↗
9. Jean M, Smaoui F, Lavertu M, Methot S, Bouhdoud L, Buschmann M, Merzouki A (2009) Chitosan–plasmid nanoparticle formulations for IM and SC delivery of recombinant FGF-2 and PDGF-BB or generation of antibodies. Gene Ther 16:1097–111010.1038/gt.2009.60 ↗
10. Jiang HL, Kwon JT, Kim YK, Kim EM, Arote R, Jeong HJ, Nah JW, Choi YJ, Akaike T, Cho MH, Cho CS (2007) Galactosylated chitosan-graft-polyethylenimine as gene carrier for hepatocyte targeting. Gene Ther 14:1389–139810.1038/sj.gt.3302997 ↗
11. Khali IA, Kogure K, Futaki S, Hama S, Akita H, Ueno M, Kishida H, Kudoh M, Mishina Y, Kataoka K, Yamada M, Harashima H (2004) Octaarginine-modified multifunctional envelope-type nanoparticles for gene delivery. Gene Ther 14:682–68910.1038/sj.gt.3302910 ↗
12. Kim TH, Jiang HL, Jere D, Park IK, Cho MH, Nah JW, Choi YJ, Akaike T, Cho CS (2007a) Chemical modification of chitosan as a gene carrier in vitro and in vivo. Prog Polym Sci 32:726–75310.1016/j.progpolymsci.2007.05.001 ↗
13. Kim TI, Baek JU, Bai CZ, Park JS (2007b) Arginine-conjugated polypropylenimine dendrimer as a non-toxic and efficient gene delivery carrier. Biomaterials 28:2061–206710.1016/j.biomaterials.2006.12.013 ↗
14. Kim TI, Ou M, Lee M, Kim SW (2009) Arginine-grafted bioreducible poly(disulfide amine) for gene delivery systems. Biomaterials 30:658–66410.1016/j.biomaterials.2008.10.009 ↗
15. Köping-Höggård M, Vårum KM, Issa M, Danielsen S, Christensen BE, Stokke B, Artursson P (2004) Improved chitosan-mediated gene delivery based on easily dissociated chitosan polyplexes of highly defined chitosan oligomers. Gene Ther 11:1441–145210.1038/sj.gt.3302312 ↗
16. Kunath K, Harpe AV, Fischer D, Petersen H, Bickel U, Voigt K, 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 Control Release 89:113–12510.1016/S0168-3659(03)00076-2 ↗
17. Li S, Huang L (2000) Nonviral gene therapy: promises and challenges. Gene Ther 7:31–3410.1038/sj.gt.3301110 ↗
18. Li YT, Kwon YM, Spangrude GJ, Liang JF, Chung HS, Park YJ, Yang VC (2009) Preliminary in vivo evaluation of the protein transduction domain-modified ATTEMPTS approach in enhancing asparaginase therapy. J Biomed Mater Res 91A:209–22010.1002/jbm.a.32204 ↗
19. Liji SSS, Sundaraseelan J, Sekar S, Sastry TP, Mandal AB (2009) Gelatin–chitosan composite capped gold nanoparticles: a matrix for the growth of hydroxyapatite. J Nanopart Res 11:333–34010.1007/s11051-008-9385-0 ↗
20. Liu Y, Reineke TM (2005) Hydroxyl stereochemistry and amine number within poly(glycoamidoamine)s, affect intracellular DNA delivery. J Am Chem Soc 127(9):3004–301510.1021/ja0436446 ↗
21. Liu WG, Zhang JR, Cao ZQ, Xu FY, Yao KD (2004) A chitosan–arginine conjugate as a novel anticoagulation biomaterial. J Mater Sci Mater Med 15:1199–120310.1007/s10856-004-5672-1 ↗
22. Lou YL, Peng YS, Chen BH, Wang LF, Leong KW (2009) Poly(ethylene imine)-g-chitosan using EX-810 as a spacer for nonviral gene delivery vectors. J Biomed Mater Res A 88:1058–106810.1002/jbm.a.31961 ↗
23. Lu B, Xu XD, Zhang XZ, Cheng SX, Zhuo RX (2008) Low molecular weight polyethylenimine grafted N-maleated chitosan for gene delivery: properties and in vitro transfection studies. Macromolecules 9(10):2594–2600
24. Morpurgo M, Radu A, Bayer EA, Wilchek M (2004) DNA condensation by high-affinity interaction with avidin. J Mol Recognit 17:558–56610.1002/jmr.689 ↗
25. Okuda T, Sugiyama A, Niidome T, Aoyagi H (2004) Characters of dendritic poly(l-lysine) analogues with the terminal lysines replaced with arginines and histidines as gene carriers in vitro. Biomaterials 25:537–54410.1016/S0142-9612(03)00542-8 ↗
26. Onda M, Yoshihara K, Koyano H, Ariga K, Kunitake T (1996) Molecular recognition of nucleotides by the guanidinium unit at the surface of aqueous micelles and bilayers. A comparison of microscopic and macroscopic interfaces. J Am Chem Soc 118:8524–853010.1021/ja960991+ ↗
27. Paulino AT, Simionato JI, Garcia JC, Nozaki J (2006) Characterization of chitosan and chitin produced from silkworm crysalides. Carbohydr Polym 64:98–10310.1016/j.carbpol.2005.10.032 ↗
28. Pujals S, Fernández CJ, López IC, Kogan MJ, Giralt E (2006) Mechanistic aspects of CPP-mediated intracellular drug delivery: relevance of CPP self-assembly. Biochim Biophys Acta 1758:264–27910.1016/j.bbamem.2006.01.006 ↗
29. Richard JP, Melikov K, Vives E, Ramos C, Verbeure B, Gait MJ, Chernomordik LV, Lebleu B (2003) Cell-penetrating peptides: a reevaluation of the mechanism of cellular uptake. J Biol Chem 278(1):585–59010.1074/jbc.M209548200 ↗
30. Roeder GE, Parish JL, Stern PL, Gaston K (2004) Herpes simplex virus VP22-human papillomavirus E2 fusion proteins produced in mammalian or bacterial cells enter mammalian cells and induce apoptotoc cell death. Biotechnol Appl Biochem 40:157–16510.1042/BA20030172 ↗
31. Sakai N, Matile S (2003) Anion-mediated transfer of polyarginine across liquid and bilayer membranes. J Am Chem Soc 125:14348–1435610.1021/ja037601l ↗
32. Sato T, Ishii T, Okahata Y (2001) In vitro gene delivery mediated by chitosan. Effect of pH, serum, and molecular mass of chitosan on the transfection efficiency. Biomaterials 22:2075–208010.1016/S0142-9612(00)00385-9 ↗
33. Shanta RB, Remant BKC, Santosh A, Narayan B, Sun YK, Ho KY, Pyoung HH, Hak YK (2008) Hydrophobically modified chitosan/gold nanoparticles for DNA delivery. J Nanopart Res 10:151–16210.1007/s11051-007-9233-7 ↗
34. Shokolenko IN, Alexeyev MF, LeDoux SP, Wilson GL (2005) TAT-mediated protein transduction and targeted delivery of fusion proteins into mitochondria of breast cancer cells. DNA Repair 4:511–51810.1016/j.dnarep.2004.11.009 ↗
35. Theodossiou TA, Pantos A, Tsogas I, Paleos CM (2008) Guanidinylated dendritic molecular transporters: prospective drug delivery systems and application in cell transfection. Chem Med Chem 3:1635–164310.1002/cmdc.200800190 ↗
36. Thomas CE, Ehrhardt A, Kay MA (2003) Progress and problems with the use of viral vectors for gene therapy. Nat Rev Genet 4:346–35810.1038/nrg1066 ↗
37. Wender PA, Mitchell DJ, Pattairaman K, Pelkey ET, Steinman L, Rothbard JB (2000) The design, synthesis, and evaluation of molecules that enable or enhance cellular uptake: peptoid molecular transporters. Proc Natl Acad Sci 97:13003–1300810.1073/pnas.97.24.13003 ↗
38. Yamanouchi D, Wu J, Lazar AN, Kent KC, Chu CC, Liu B (2008) Biodegradable arginine-based poly(ester-amide)s as non-viral gene delivery reagents. Biomaterials 29:237–24310.1016/j.biomaterials.2008.04.026 ↗
39. Yu JH, Huang J, Jiang HL, Quan JS, Cho MH, Cho CS (2009) Guanidinylated poly(allyl amine) as a gene carrier. J Appl Polym Sci 112:926–93310.1002/app.29440 ↗
40. Zhang B, Ji W, Liu W, Yao K (2007) Guanidinylated allylamine-N-isopropylacrylamide copolymer non-viral transgene vectors. Int J Pharm 331:116–12210.1016/j.ijpharm.2006.09.009 ↗