Structure-activity relationship of dendrimers engineered with twenty common amino acids in gene delivery

Acta Biomaterialia

Volumn 29, Issue , 2016, Pages 94-102

  Wang, Fei ^a,b   Hu, Ke ^b   Cheng, Yiyun ^a  

^a EAST CHINA NORMAL UNIVERSITY   (China)

^b SHANGHAI JIAO TONG UNIVERSITY   (China)

Author keywords

Amino acid; Dendrimer; Gene delivery; Structure activity relationship; Surface chemistry

Indexed keywords

ARGININE; BIOACTIVITY; BIOCOMPATIBILITY; CELL CULTURE; CYTOTOXICITY; DENDRIMERS; GENES; HYDROPHILICITY; HYDROPHOBICITY; LIGANDS; MOLECULAR BIOLOGY; SCAFFOLDS (BIOLOGY); SURFACE CHEMISTRY;

AMINO-ACIDS; CATIONIC AMINO ACIDS; CELLULAR UPTAKE; GENE DELIVERY; GENE VECTORS; HIGH EFFICIENT; HYDROPHOBIC AMINO ACIDS; POLYPLEXES; STRUCTURE-ACTIVITY RELATIONSHIPS; SYSTEMATIC EXPLORATION;

GENE TRANSFER;

AMINO ACID; ARGININE; CATION; DENDRIMER; HISTIDINE; LYSINE; PHENYLALANINE; TRYPTOPHAN; TYROSINE;

ARTICLE; BINDING AFFINITY; CHEMICAL ENGINEERING; CONJUGATION; CYTOTOXICITY; DNA BINDING; ENDOSOME; GENE TARGETING; GENETIC TRANSFECTION; HUMAN; HUMAN CELL; HYDROPHILICITY; HYDROPHOBICITY; INTERNALIZATION; NONVIRAL GENE DELIVERY SYSTEM; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; SYNTHESIS; CHEMISTRY; GENE TRANSFER; HEK293 CELL LINE;

AMINO ACIDS; DENDRIMERS; GENE TRANSFER TECHNIQUES; HEK293 CELLS; HUMANS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84952636659     PISSN: 17427061     EISSN: 18787568     Source Type: Journal    
DOI: 10.1016/j.actbio.2015.10.034     Document Type: Article

References (40)

1. J. Zhou, J. Liu, C.J. Cheng, T.R. Patel, C.E. Weller, J.M. Piepmeier, and et al. Biodegradable poly(amine-co-ester) terpolymers for targeted gene delivery Nat. Mater. 1 2012 82 90
2. R. Kanasty, J.R. Dorkin, A. Vegas, and D. Anderson Delivery materials for siRNA therapeutics Nat. Mater. 12 2013 967 977
3. J. Yang, W. Hendricks, G. Liu, J.M. McCaffery, K.W. Kinzler, D.L. Huso, B. Vogelstein, and S. Zhou A nanoparticle formulation that selectively transfects metastatic tumors in mice Proc. Natl. Acad. Sci. USA 110 2013 14717 14722
4. E. Wagner Strategies to improve DNA polyplexes for in vivo gene transfer: will "artificial viruses" be the answer? Pharm. Res. 21 2004 8 14
5. X. Liu, J. Zhou, T. Yu, C. Chen, Q. Cheng, K. Sengupta, Huang Yuanyu, H. Li, C. Liu, Y. Wang, P. Posocco, M. Wang, Q. Cui, S. Giorgio, M. Fermeglia, F. Qu, S. Pricl, Y. Shi, Z. Liang, P. Rocchi, J.J. Rossi, and L. Peng Adaptive amphiphilic dendrimer-based nanoassemblies as robust and versatile siRNA delivery systems Angew. Chem. Int. Ed. 53 2014 11822 11827
6. T. Yu, X. Liu, A.L. Bolcato-Bellemin, Y. Wang, C. Liu, P. Erbacher, F. Qu, P. Rocchi, J.-P. Behr, and L. Peng An amphiphilic dendrimer for effective delivery of small interfering RNA and gene silencing in vitro and in vivo Angew. Chem. Int. Ed. 51 2012 8478 8484
7. C. Dufès, I.F. Uchegbu, and A.G. Schätzlein Dendrimers in gene delivery Adv. Drug Delivery Rev. 57 2005 2177 2202
8. M. Wang, H. Liu, L. Li, and Y. Cheng A fluorinated dendrimer achieves excellent gene transfection efficacy at extremely low nitrogen to phosphorus ratios Nat. Commun. 5 2014 e4053
9. D.A. Tomalia Birth of a new macromolecular architecture: dendrimers as quantized building blocks for nanoscale synthetic polymer chemistry Prog. Polym. Sci. 30 2005 294 324
10. R.M. Kannan, E. Nance, S. Kannan, and D.A. Tomalia Emerging concepts in dendrimer-based nanomedicine: from design principles to clinical applications J. Intern. Med. 276 2014 579 617
11. S. Svenson, and D.A. Tomalia Dendrimers in biomedical applications-reflections on the field Adv. Drug Delivery Rev. 57 2005 2106 2129
12. D.W. Park, A.S. Hoffman, S. Pun, and P.S. Stayton Design and development of polymers for gene delivery Nat. Rev. Drug Delivery 4 2005 581 593
13. J. Yang, Q. Zhang, H. Chang, and Y. Cheng Surface-engineered dendrimers in gene delivery Chem. Rev. 115 2015 5274 5300
14. E.I. Geihe, C.B. Cooley, J.R. Simon, M.K. Kiesewetter, J.A. Edward, R.P. Hickerson, R.L. Kaspar, J.L. Hedrick, R.M. Waymouth, and P.A. Wender Designed guanidinium-rich amphipathic oligocarbonate molecular transporters complex, deliver and release siRNA in cells Proc. Natl. Acad. Sci. USA 109 2012 13171 13176
15. S.P. Jones, N.P. Gabrielson, C.H. Wong, H.F. Chow, D.W. Pack, P. Posocco, M. Fermeglia, S. Pricl, and D.K. Smith Hydrophobically modified dendrons: developing structure-activity relationships for DNA binding and gene transfection Mol. Pharm. 8 2011 416 429
16. N.P. Truong, W. Gu, I. Prasadam, Z.h. Jia, R. Crawford, Y. Xiao, and M.J. Monteiro An influenza virus-inspired polymer system for the timed release of siRNA Nat. Commun. 4 2013
17. A.R. Menjoge, R.M. Kannan, and D.A. Tomalia Dendrimer-based drug and imaging conjugates: design considerations for nanomedical applications Drug Discovery Today 15 2010 171 185
18. Y. Cheng, L. Zhao, Y. Li, and T. Xu Design of biocompatible dendrimers for cancer diagnosis and therapy: current status and future perspectives Chem. Soc. Rev. 40 2011 2673 2703
19. J.S. Choi, K. Nam, J.Y. Park, J.B. Kim, J.K. Lee, and J.S. Park Enhanced transfection efficiency of PAMAM dendrimer by surface modification with l-arginine J. Control. Release 99 2004 445 456
20. H.Y. Nam, K. Nam, H.J. Hahn, B.H. Kim, H.J. Lim, H.J. Kim, J.S. Choi, and J.-S. Park Biodegradable PAMAM ester for enhanced transfection efficiency with low cytotoxicity Biomaterials 30 2009 665 673
21. J.B. Kim, J.S. Choi, K. Nam, M. Lee, J.S. Park, and J.K. Lee Enhanced transfection of primary cortical cultures using arginine-grafted PAMAM dendrimer, PAMAM-Arg J. Control. Release 114 2006 110 117
22. T. Kim, C.Z. Bai, K. Nam, and J.S. Park Comparison between arginine conjugated PAMAM dendrimers with structural diversity for gene delivery systems J. Control. Release 136 2009 132 139
23. I.D. Kim, C.M. Lim, J.B. Kim, H.Y. Nam, K. Nam, S.W. Kim, J.S. Park, and J.K. Lee Neuroprotection by biodegradable PAMAM ester (e-PAM-R)-mediated HMGB1 siRNA delivery in primary cortical cultures and in the postischemic brain J. Control. Release 142 2010 422 430
24. H. Aldawsari, R. Edrada-Ebel, D.R. Blatchford, R.J. Tate, L. Tetley, and C. Dufès Enhanced gene expression in tumors after intravenous administration of arginine-, lysine- and leucine-bearing polypropylenimine polyplex Biomaterials 32 2011 5889 5899
25. H. Aldawsari, B.S. Raj, R. Edrada-Ebel, D.R. Blatchford, R.J. Tate, L. Tetley, and C. Dufès Enhanced gene expression in tumors after intravenous administration of arginine-, lysine- and leucine-bearing polyethylenimine polyplex Nanomedicine 7 2011 615 623
26. K. Luo, C. Li, W. She, G. Wang, and Z. Gu Arginine functionalized peptide dendrimers as potential gene delivery vehicles Biomaterials 33 2012 4917 4927
27. Y. Wen, Z. Guo, Z. Du, R. Fang, H. Wu, X. Zeng, C. Wang, M. Feng, and S. Pan Serum tolerance and endosomal escape capacity of histidine-modified pDNA-loaded complexes based on polyamidoamine dendrimer derivatives Biomaterials 33 2012 8111 8121
28. K. Kono, H. Akiyama, T. Takahashi, T. Takagishi, and A. Harada Transfection activity of polyamidoamine dendrimers having hydrophobic amino acid residues in the periphery Bioconjug. Chem. 16 2004 208 214
29. X. Wang, Y. He, J. Wu, C. Gao, and Y. Xu Synthesis and evaluation of phenylalanine-modified hyperbranched poly(amido amine)s as promising gene carriers Biomacromolecules 11 2009 245 251
30. J. Hu, T. Xu, and Y. Cheng NMR insights into dendrimer-based host-guest systems Chem. Rev. 112 2012 3856 3891
31. M. Wang, X. Gong, J. Hu, Y. Yu, Q. Chen, and Y. Cheng Understanding the binding interactions between dendrimer and 18 common amino acids by NMR techniques J. Phys. Chem. B 115 2011 12728 12735
32. J. Yang, Y. Liu, H. Wang, L. Liu, W. Wang, C. Wang, Q. Wang, and W. Liu The biocompatibility of fatty acid modified dextran-agmatine bioconjugate gene delivery vector Biomaterials 33 2012 604 613
33. A. Pantos, I. Tsogas, and C.M. Paleos Guanidinium group: a versatile moiety inducing transport and multicompartmentalization in complementary membranes BBA - Biomembranes 1778 2008 811 823
34. H. Zeng, H.C. Little, T.N. Tiambeng, G.A. Williams, and Z. Guan Multifunctional dendronized peptide polymer platform for safe and effective siRNA delivery J. Am. Chem. Soc. 135 2013 4962 4965
35. F. Wang, Y. Wang, H. Wang, N. Shao, Y. Chen, and Y. Cheng Synergistic effect of amino acids modified on dendrimer surface in gene delivery Biomaterials 35 2014 9187 9198
36. Y. Lim, S. Kim, H. Suh, and J.S. Park Biodegradable, endosome disruptive, and cationic network-type polymer as a highly efficient and nontoxic gene delivery carrier Bioconjug. Chem. 13 2002 952 957
37. Z. Liu, Z. Zhang, C. Zhou, and Y. Jiao Hydrophobic modifications of cationic polymers for gene delivery Prog. Polym. Sci. 35 2010 1144 1162
38. P.W.J.M. Frederix, G.G. Scott, Y.M. Abul-Haija, D. Kalafatovic, C.G. Pappas, N. Javid, N.T. Hunt, R.V. Ulijn, and T. Tuttle Exploring the sequence space for (tri-)peptide self-assembly to design and discover new hydrogels Nat. Chem. 7 2015 30 37
39. E. Mastrobattista, and W.E. Hennink Polymers for gene delivery: charged for success Nat. Mater. 11 2012 10 12
40. C.E. Nelson, J.R. Kintzing, A. Hanna, J.M. Shannon, M.K. Gupta, and C.L. Duvall Balancing cationic and hydrophobic content of PEGylated siRNA polyplexes enhances endosome escape, stability, blood circulation time, and bioactivity in vivo ACS Nano 7 2013 8870 8880