Synthetic nanocarriers for intracellular protein delivery

Current Drug Metabolism

Volumn 13, Issue 1, 2012, Pages 82-92

  Du, Juanjuan ^a   Jin, Jing ^a,b   Yan, Ming ^a   Lu, Yunfeng ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b SOUTHEAST UNIVERSITY   (China)

Author keywords

Carbon nanotube; Gold Nanoparticle; Intracellular protein delivery; Liposome; Mesoporous silica; Nanocarrier; Polymer

Indexed keywords

BOVINE SERUM ALBUMIN; CARBON NANOTUBE; CELL PROTEIN; CLATHRIN; CYTOCHROME C; DENDRIMER; GLUTATHIONE TRANSFERASE; GOLD NANOPARTICLE; LIPOPLEX; LIPOSOME; MACROGOL; MONOMER; NANOCAPSULE; NANOCARRIER; NANOMATERIAL; NANOPARTICLE; POLYETHYLENEIMINE DERIVATIVE; POLYGLACTIN; POLYMER; PROTEIN; PROTEIN A; SILICON DIOXIDE; STREPTAVIDIN;

CELL LINE; CELL MEMBRANE; CELL STRAIN CACO 2; CELL STRAIN HL 60; DRUG DELIVERY SYSTEM; DRUG RELEASE; ENDOCYTOSIS; ENDOSOME; FIBROBLAST; HELA CELL; HUMAN; IMMUNE RESPONSE; INTRACELLULAR PROTEIN DELIVERY; LEUKEMIA CELL; LEUKEMIA CELL LINE; LYSOSOME; NONHUMAN; PARTICLE SIZE; REVIEW;

EID: 84863299136     PISSN: 13892002     EISSN: 18755453     Source Type: Journal    
DOI: 10.2174/138920012798356862     Document Type: Review

References (98)

1. Rejman, J.; Oberle, V; Zuhorn, I. S.; Hoekstra, D. Size-dependent internalization of particles via the pathways of clathrin-and caveolae-mediated endocytosis. Biochem. J., 2004, 377, 159-169 (Pubitemid 38114443)
2. Desai, M. P.; Labhasetwar, V.; Walter, E.; Levy, R. J.; Amidon, G. L. The mechanism of uptake of biodegradable microparticles in Caco-2 cells is size dependent. Pharmaceut. Res., 1997, 14, 1568-1573 (Pubitemid 28009208)
3. Jorgensen K. E.; Moller J. V. Use of flexible polymers as probes of glomerular pore size. Am. J. Physiol., 1979, 236, F103-F111. (Pubitemid 9166413)
4. Yamaoka T.; Tabata Y.; Ikada Y. Distribution and tissue uptake of poly(ethylene glycol) with different molecular weights after intravenous administration to mice. J. Pharm. Sci., 1994, 83, 601-606. (Pubitemid 24222392)
5. Gregoriadis G.; Wills E. J.; Swain C. P.; Tavill A. S. Lancet, 1974, 1, 1313-13166.
6. Martins, S.; Sarmento, B.; Ferreira, D. C.; Souto, E. B. Lipid-based colloidal carriers for peptide and protein delivery -liposomes versus lipid nanoparticles. Int. J. Nanomed., 2007, 2, 595-607
7. Perugini, P.; Hassan, K.; Genta, I.; Modena, T.; Pavanetto, F.; Cetta, G.; Zanone, C.; Iadarola, P.; Asti, A.; Conti, B. Intracellular delivery of liposome-encapsulated prolidase in cultured fibroblasts from prolidase-deficient patients. J. Control Release, 2005, 102, 181-190 (Pubitemid 40093784)
8. Harding, C. V.; Collins, D. S.; Slot, J. W.; Geuze, H. J.; Unanue, E. R. Liposome-encapsulated antigens are processed in lysosomes, recycled, and presented to T-cells. Cell, 1991, 64, 393-401 (Pubitemid 121001263)
9. Hong, K. L.; Yoshimura, T.; Papahadjopoulos, D. Interaction of clathrin with liposomes -pH-dependent fusion of phospholipidmembranes induced by clathrin. Febs. Lett., 1985, 191, 17-23 (Pubitemid 16234137)
10. Wenk, M. R.; Seelig, J. Proton induced vesicle fusion and the isothermal L-alpha -> H-II phase transition of lipid bilayers: A P-31-NMR and titration calorimetry study. Biochim. Biophys. Acta, 1998, 1372, 227-236 (Pubitemid 28451545)
11. Gerasimov, O. V.; Boomer, J. A.; Qualls, M. M.; Thompson, D. H. Cytosolic drug delivery using pH-and light-sensitive liposomes. Adv. Drug. Deliver. Rev., 1999, 38, 317-338 (Pubitemid 29376580)
12. Andresen, T. L.; Jensen, S. S.; Jorgensen, K. Advanced strategies in liposomal cancer therapy: Problems and prospects of active and tumor specific drug release. Prog. Lipid Res., 2005, 44, 68-97 (Pubitemid 40313220)
13. Briscoe, P.; Caniggia, I.; Graves, A.; Benson, B.; Huang, L.; Tanswell, A. K.; Freeman, B. A. Delivery of superoxide-dismutase to pulmonary epithelium via ph-sensitive liposomes. Am. J. Physiol., 1995, 268, L374-L380
14. Suzuki, R.; Yamada, Y.; Harashima, H. Efficient cytoplasmic protein delivery by means of a multifunctional envelope-type nano device. Bio. Pharm. Bull., 2007, 30, 758-762 (Pubitemid 46571006)
15. Miller, C. R.; Bondurant, B.; McLean, S. D.; McGovern, K. A.; O'Brien, D. F. Liposome-cell interactions in vitro: Effect of liposome surface charge on the binding and endocytosis of conventional and sterically stabilized liposomes. Biochemistry, 1998, 37, 12875-12883 (Pubitemid 28433520)
16. Zelphati, O.; Wang, Y.; Kitada, S.; Reed, J. C.; Felgner, P. L.; Corbeil, J. Intracellular delivery of proteins with a new lipidmediated delivery system. J. Bio. Chem., 2001, 276, 35103-35110
17. Dalkara, D.; Zuber, G.; Behr, J. P. Intracytoplasmic delivery of anionic proteins. Mol. Ther. 2004, 9, 964-969 (Pubitemid 38878141)
18. van der Gun, B. T. F.; Monami, A.; Laarmann, S.; Rasko, T.; Slaska-Kiss, K.; Weinhold, E.; Wasserkort, R.; de Leij, L. F. M. H.; Ruiters, M. H. J.; Kiss, A.; McLaughlin, P. M. J. Serum insensitive, intranuclear protein delivery by the multipurpose cationic lipid SAINT-2. J. Control Release, 2007, 123, 228-238 (Pubitemid 350017779)
19. Iwaoka, S.; Nakamura, T.; Takano, S.; Tsuchiya, S.; Aramaki, Y. Cationic liposomes induce apoptosis through p38 MAP kinasecaspase-8-Bid pathway in macrophage-like RAW264.7 cells. J. Leukocyt. Bio., 2006, 79, 184-191 (Pubitemid 43054264)
20. Lappalainen, K.; Jaaskelainen, I.; Syrjanen, K.; Urtti, A.; Syrjanen, S. Comparison of cell proliferation and toxicity assays using two cationic liposomes. Pharm. Res., 1994, 11, 1127-1131. (Pubitemid 24259852)
21. Filion, M. C.; Phillips, N. C. Toxicity and immunomodulatory activity of liposomal vectors formulated with cationic lipids toward immune effector cells. Biochim. Biophys. Acta, 1997, 1329, 345-356. (Pubitemid 27466823)
22. Torchilin, V.P.; Rammohan, R.; Weissig, V.; Levchenko, T.S. TAT peptide on the surface of liposomes affords their efficient intracellular delivery even at low temperature and in the presence of metabolic inhibitors. Proc. Natl. Acad. Sci. U.S.A., 2001, 98, 8786-8791. (Pubitemid 32678105)
23. Furuhata, M.; Kawakami, H.; Toma, K.; Hattori, Y.; Maitani, Y. Intracellular delivery of proteins in complexes with oligoargininemodified liposomes and the effect of oligoarginine length. Bioconjugate Chem., 2006, 17, 935-942 (Pubitemid 44162611)
24. Sapra, P.; Allen, T. M. Internalizing antibodies are necessary for improved therapeutic efficacy of antibody-targeted liposomal drugs. Cancer Res., 2002, 62, 7190-7194. (Pubitemid 36025236)
25. Park, J. W.; Kirpotin, D. B.; Hong, K.; Shalaby, R.; Shao, Y.; Nielsen, U. B.; Marks, J. D. Papahadjopoulos, D.; Benz C. C. Tumor targeting using anti-HER2 immunoliposomes. J. Control. Release, 2001, 74, 95-113. (Pubitemid 32727613)
26. Pirollo, K. F.; Rait, A.; Zhou, Q.; Zhang, X.-Q.; Zhou, J.; Kim, C.-S.; Benedict, W. F.; Chang, E. H. Tumor-targeting nanocomplex delivery of novel tumor suppressor RB94 chemosensitizes bladder carcinoma cells in vitro and in vivo. Clin. Cancer Res., 2008, 14, 2190-2198 (Pubitemid 351551132)
27. Lee, R. J.; Low, P. S. Delivery of liposomes into cultured KB cells via folate receptor-mediated endocytosis. J. Biol. Chem., 1994, 269, 3198-3204. (Pubitemid 24237629)
28. Visser, C. C.; Stevanovic, S.; Voorwinden, L. H.; van Bloois, L.; Gaillard, P. J.; Danhof, M.; Crommelin, D. J. A.; de Boer, A. G. Targeting liposomes with protein drugs to the blood-brain barrier in vitro. Eur. J. Pharm. Sci., 2005, 25, 299-305 (Pubitemid 40725060)
29. Sawant, R. M.; Hurley, J. P.; Salmaso, S.; Kale, A.; Tolcheva, E.; Levchenko, T. S.; Torchilin, V. P. "SMART" drug delivery systems: Double-targeted pH-responsive pharmaceutical nanocarriers. Bioconjugate Chem., 2006, 17, 943-949. (Pubitemid 44162612)
30. Duncan, R. The dawning era of polymer therapeutics. Nat. Rev. Drug Discov., 2003, 2, 347-360. (Pubitemid 37361705)
31. Lee, K. Y.; Yuk, S. H. Polymeric protein delivery systems. Prog. Polym. Sci., 2007, 32, 669-697. (Pubitemid 46977433)
32. Davis, F. F. The origin of PEGnology. Adv. Drug Deliv. Rev., 2002, 54, 457-458. (Pubitemid 34615542)
33. Hasadsri, L.; Kreuter, J.; Hattori, H.; Iwasaki, T.; George, J. M. Functional Protein Delivery into Neurons Using Polymeric Nanoparticles. J. Bio. Chem., 2009, 284, 6972-6981.
34. Bayele, H. K.; Ramaswamy, C.; Wilderspin, A. F.; Srai, K. S.; Toth, I.; Florence, A. T. Protein transduction by lipidic peptide dendrimers. J. Pharm. Sci., 2006, 95, 1227-1237 (Pubitemid 43874438)
35. Santra, S.; Kaittanis, C.; Perez, J. M. Cytochrome c Encapsulating Theranostic Nanoparticles: A Novel Bifunctional System for Targeted Delivery of Therapeutic Membrane-Impermeable Proteins to Tumors and Imaging of Cancer Therapy. Mol. Pharm., 2010, 7, 1209-1222
36. Kim, S. H.; Jeong, J. H.; Joe, C. O.; Park, T. G. Folate receptor mediated intracellular protein delivery using PLL-PEG-FOL conjugate. J. Control Release, 2005, 103, 625-634 (Pubitemid 40471020)
37. Lee, Y.; Fukushima, S.; Bae, Y.; Hiki, S.; Ishii, T.; Kataoka, K. A protein nanocarrier from charge-conversion polymer in response to endosomal pH. J. Am. Chem. Soc., 2007, 129, 5362-5363. (Pubitemid 46697615)
38. Lee, Y.; Ishii, T.; Cabral, H.; Kim, H. J.; Seo, J. H.; Nishiyama, N.; Oshima, H.; Osada, K.; Kataoka, K. Charge-Conversional Polyionic Complex Micelles-Efficient Nanocarriers for Protein Delivery into Cytoplasm. Angew. Chem. Int. Ed., 2009, 48, 5309-5312.
39. Ayame, H.; Morimoto, N.; Akiyoshi, K. Self-assembled cationic nanogels for intracellular protein delivery. Bioconjugate Chem., 2008, 19, 882-890 (Pubitemid 351614544)
40. Murata, H.; Futami, J.; Kitazoe, M.; Yonehara, T.; Nakanishi, H.; Kosaka, M.; Tada, H.; Sakaguchi, M.; Yagi, Y.; Seno, M.; Huh, N.-H.; Yamada, H. Intracellular Delivery of Glutathione S-transferasefused Proteins into Mammalian Cells by Polyethylenimine-Glutathione Conjugates. J. Biochem., 2008, 144, 447-455
41. Dalkara, D.; Chandrashekhar, C.; Zuber, G. Intracellular protein delivery with a dimerizable amphiphile for improved complex stability and prolonged protein release in the cytoplasm of adherent cell lines. J. Control Release, 2006, 116 353-359 (Pubitemid 44827413)
42. Mandeville J.S. Tajmir-Riahi, H. A. Complexes of Dendrimers with Bovine Serum Albumin. Biomacromolecules 2010, 11, 465-472
43. Heffernan, M. J.; Murthy, N. Disulfide-Crosslinked Polyion Micelles for Delivery of Protein Therapeutics. Ann. Biomed. Eng., 2009, 37, 1993-2002
44. Futamia, J.; Kitazoea, M.; Maedaa, T.; Nukuia, E.; Sakaguchic, M.; Kosakad, J.; Miyazakic, M.; Kosakaa, M.; Tadaa, H.; Senoa, M.; Sasakid, J.; Huhc, N.-H.; Nambaf, M.; Yamada, H. Intracellular delivery of proteins into mammalian living cells by polyethyleniminecationization. J. Biosci. Bioeng., 2005, 99, 95-103
45. Kitazoe, M.; Murata, H.; Futami, J.; Maeda, T.; Sakaguchi, M.; Miyazaki, M.; Kosaka, M.; Tada, H.; Seno, M.; Huh, N.; Namba, M.; Nishikawa, M.; Maeda, Y.; Yamada, H. Protein transduction assisted by polyethylenimine-cationized carrier proteins. J. Biochem., 2005, 137, 693-701 (Pubitemid 41003553)
46. Kitazoe, M.; Futami, J.; Nishikawa, M.; Yamada, H.; Maeda Y. Polyethylenimine-cationized β-catenin protein transduction activates the Wnt canonical signaling pathway more effectively than cationic lipid-based transduction. Biotechnol. J., 2010, 5, 385-392
47. Murata, H.; Sakaguchi, M.; Futami, J.; Kitazoe, M.; Maeda, T.; Doura, H.; Kosaka, M.; Tada, H.; Seno, M.; Huh, N.; Yamada, H. Denatured and reversibly cationized p53 readily enters cells and simultaneously folds to the functional protein in the cells. Biochemistry, 2006, 45, 6124-6132 (Pubitemid 43727105)
48. Yan, M.; Ge, J.; Liu, Z.; Ouyang, P. Encapsulation of single enzyme in nanogel with enhanced biocatalytic activity and stability. J. Am. Chem. Soc., 2006, 128, 11008-11009 (Pubitemid 44300094)
49. Yan, M.; Liu, Z.; Lu, D.; Liu, Z. Fabrication of single carbonic anhydrase nanogel against denaturation and aggregation at high temperature. Biomacromol., 2007, 8, 560-565 (Pubitemid 46323273)
50. Yan, M.; Du, J.; Gu, Z.; Liang, M.; Hu, Y.; Zhang, W.; Priceman, S.; Wu, L.; Zhou, H.; Liu, Z.; Segura, T.; Tang, Y.; Lu, Y. A novel intracellular protein delivery platform based on single-protein nanocapsules. Nat. Nanotech., 2010, 5, 48-53
51. Du, J.; Yu, C.; Pan, D.; Li, J.; Chen, W.; Yan, M.; Segura, T.; Lu, Y. Quantum-Dot-Decorated Robust Transductable Bioluminescent Nanocapsules. J. Am. Chem. Soc., 2010, 132, 12780-12781
52. Gu, Z.; Yan, M.; Hu, B.; Joo, K.-I.; Biswas, A.; Huang, Y.; Lu, Y.; Wang, P.; Tang, Y. Protein Nanocapsule Weaved with Enzymatically Degradable Polymeric Network. Nano. Lett., 2009, 9, 4533-4538
53. Bhattacharya, R.; Mukherjee, P. Biological properties of "naked" metal nanoparticles. Adv. Drug Deliv. Rev., 2008, 60, 1289-1306.
54. Ghosh, P.; Han, G.; De, M.; Kim, C. K.; Rotello, V. M. Gold nanoparticles in delivery applications. Adv. Drug Deliv. Rev., 2008, 60, 1307-1315.
55. De, M.; Ghosh, P. S.; Rotello, V. M. Applications of Nanoparticles in Biology. Adv. Mater., 2008, 20, 4225-4241.
56. Nativo, P.; Prior, I. A.; Brust, M. Uptake and Intracellular Fate of Surface-Modified Gold Nanoparticles. ACS Nano, 2008, 2, 1639-1644.
57. Verma, A.; Uzun, O.; Hu, Y. H.; Hu, Y.; Han, H. S.; Watson, N.; Chen, S. L.; Irvine, D. J.; Stellacci, F. Surface-structure-regulated cell-membrane penetration by monolayer-protected nanoparticles. Nat. Mater., 2008, 7, 588-595.
58. Pujals, S.; Bastus, N. G.; Pereiro, E.; Lopez-Iglesias, C.; Punte, V. F.; Kogan, M. J.; Giralt, E. Shuttling Gold Nanoparticles into Tumoral Cells with an Amphipathic Proline-Rich Peptide. ChemBio-Chem, 2009, 10, 1025-1031.
59. Schmid G. Large clusters and colloids-metals in the embryonic state, Chem. Rev. 1992, 92, 1709-1727.
60. Brust, M.; Walker, M.; Bethell, D.; Schiffrin, D.J.; Whyman, R. Synthesis of thiol-derivatized gold nanoparticles in a 2-phase liquid-liquid system. J. Chem. Soc., Chem. Commun., 1994, 801-802.
61. Templeton, A.C.; Wuelfing, M.P.; Murray, R.W. Monolayer protected cluster molecules. Acc. Chem. Res. 2000, 33, 27-36.
62. Giljohann, D. A.; Seferos, D. S.; Daniel, W. L.; Massich, M. D.; Patel, P. C.; Mirkin, C. A. Gold Nanoparticles for Biology and Medicine. Angew. Chem. Int. Ed., 2010, 49, 3280-3294
63. Connor, E. E.; Mwamuka, J.; Gole, A.; Murphy, C. J.; Wyatt M. D. Gold nanoparticles are taken up by human cells but do not cause acute cytotoxicity. Small, 2005, 1, 325-327 (Pubitemid 43951781)
64. Sandhu, K. K.; McIntosh, C. M.; Simard, J. M.; Smith, S. W.; Rotello, V. M. Gold nanoparticle-mediated Transfection of mammalian cells. Bioconj. Chem., 2002, 13, 3-6 (Pubitemid 34119628)
65. Tkachenko, A. G.; Xie, H.; Coleman, D.; Glomm, W.; Ryan, J.; Anderson, M. F.; Franzen, S.; Feldheim, D. L. Multifunctional gold nanoparticle-peptide complexes for nuclear targeting. J. Am. Chem. Soc., 2003, 125, 4700-4701 (Pubitemid 36505350)
66. Tkachenko, A. G.; Xie, H.; Liu, Y. L.; Coleman, D.; Ryan, J.; Glomm, W. R.; Shipton, M. K.; Franzen, S.; Feldheim, D. L. Cellular trajectories of peptide-modified gold particle complexes: Comparison of nuclear localization signals and peptide transduction domains. Bioconj. Chem., 2004, 15, 482-490 (Pubitemid 38657853)
67. Verma, A.; Simard, J. M.; Worrall, J. W. E.; Rotello, V. M. Tunable Reactivation of Nanoparticle-Inhibited β-Galactosidase by Glutathione at Intracellular Concentrations. J. Am. Chem. Soc., 2004, 126, 13987-13991 (Pubitemid 39447074)
68. Ghosh, P.; Yang, X.; Arvizo, R.; Zhu, Z.-J.; Agasti, S. S.; Mo, Z.; Rotello, V. M. Intracellular Delivery of a Membrane-Impermeable Enzyme in Active Form Using Functionalized Gold Nanoparticles, J. Am. Chem. Soc., 2010, 132, 2642-2645
69. Vivero-Escoto, J. L.; Slowing, I. I.; Wu, C. W.; Lin, V. S. Y. Photoinduced Intracellular Controlled Release Drug Delivery in Human Cells by Gold-Capped Mesoporous Silica Nanosphere. J. Am. Chem. Soc., 2009, 131, 3462-3463
70. Zhu, Y.; Shi, J.; Shen, W.; Dong, X.; Feng, J.; Ruan, M.; Li, Y. Stimuli-Responsive Controlled Drug Release from a Hollow Mesoporous Silica Sphere/Polyelectrolyte Multilayer Core-Shell Structure. Angew. Chem. Int. Ed., 2005, 44, 5083-5087 (Pubitemid 41199825)
71. Yang, P.; Quan, Z.; Lu, L.; Huang, S.; Lin, J. Luminescence functionalization of mesoporous silica with different morphologies and applications as drug delivery systems. Biomaterials, 2008, 29, 692-702 (Pubitemid 350181037)
72. Slowing, I.; Trewyn, B. G.; Lin, V. S. Y. Effect of Surface Functionalization of MCM-41-Type Mesoporous Silica Nanoparticles on the Endocytosis by Human Cancer Cells. J. Am. Chem. Soc., 2006, 128, 14792-14793. (Pubitemid 44851603)
73. Lin, Y.-S.; Tsai, C.-P.; Huang, H.-Y.; Kuo, C.-T.; Hung, Y.; Huang, D.-M.; Chen, Y.-C.; Mou, C.-Y. Well-Ordered Mesoporous Silica Nanoparticles as Cell Markers. Chem. Mater., 2005, 17, 4570-4573 (Pubitemid 41362484)
74. Huang, D.-M.; Hung, Y.; Ko, B.-S.; Hsu, S.-C.; Chen, W.-H.; Chien, C.-L.; Tsai, C.-P.; Kuo, C.-T.; Kang, J.-C.; Yang, C.-S.; Mou, C.-Y.; Chen, Y.-C. Highly efficient cellular labeling of mesoporous nanoparticles in human mesenchymal stem cells: Implication for stem cell tracking. FASEB J., 2005, 19, 2014-2016. (Pubitemid 41759749)
75. Xing, X.; He, X.; Peng, J.; Wang, K.; Tan, W. Uptake of silicacoated nanoparticles by HeLa cells, J. Nanosci. Nanotechnol., 2005, 5, 1688-1693. (Pubitemid 44651977)
76. Tan, W.; Wang, K.; He, X.; Zhao, X. J.; Drake, T.; Wang, L.; Bagwe, R. P. Bionanotechnology based on silica nanoparticles. Medicinal Research Reviews, 2004, 24, 621-638 (Pubitemid 39038230)
77. Lu, J.; Liong, M.; Sherman, S.; Xia, T.; Kovochich, M.; Nel, A. E.; Zink, J. I.; Tamanoi, F. Mesoporous Silica Nanoparticles for Cancer Therapy: Energy-Dependent Cellular Uptake and Delivery of Paclitaxel to Cancer Cells Nanobiotech., 2007, 3, 89-95.
78. Slowing I. I.; Trewyn B. G.; Lin V. S. Y. Mesoporous Silica Nanoparticles for Intracellular Delivery of Membrane-Impermeable Proteins. J. Am. Chem. Soc. 2007, 129, 8845-8849 (Pubitemid 47492073)
79. Lai, C.-Y.; Trewyn, B.G.; Jeftinija, D.M.; Jeftinija, K.; Xu, S.; Jeftinija, S.; Lin, V.S.Y. A mesoporous silica nanosphere-based carrier system with chemically removable CdS nanoparticle caps for stimuli-responsive controlled release of neurotransmitters and drug molecules, J. Amer. Chem. Soc., 2003, 125, 4451-4459. (Pubitemid 36418692)
80. Park, C.; Lee, K.; Kim, C. Photoresponsive Cyclodextrin-Covered Nanocontainers and Their Sol-Gel Transition Induced by Molecular Recognition Angew. Chem. Int. Ed. 2009, 48, 1275-1278
81. Angelos, S.; Yang, Y. W.; Patel, K.; Stoddart, J. F.; Zink, J. I. pHResponsive Supramolecular Nanovalves Based on Cucurbit[6]uril Pseudorotaxanes. Angew. Chem. Int. Ed., 2008, 47, 2222-2226
82. Liu, R.; Zhao, X.; Wu, T.; Feng, P. Tunable Redox-Responsive Hybrid Nanogated Ensembles. J. Am. Chem. Soc., 2008, 130, 14418-14419
83. Patel, K.; Angelos, S.; Dichtel, W. R.; Coskun, A.; Yang, Y. W.; Zink, J. I.; Stoddart, J. F. Enzyme-Responsive Snap-Top Covered Silica Nanocontainers. J. Am. Chem. Soc., 2008, 130, 2382-2383 (Pubitemid 351304722)
84. Yang, Q.; Wang, S.; Fan, P.; Wang, L.; Di, Y.; Lin, K.; Xiao, F. S. pH-Responsive Carrier System Based on Carboxylic Acid Modified Mesoporous Silica and Polyelectrolyte for Drug Delivery. Chem. Mater., 2005, 17, 5999-6003 (Pubitemid 41784404)
85. Park, H. S.; Kim, C. W.; Lee, H. J.; Choi, J. H.; Lee, S. G.; Yun, Y.-P.; Kwon, I. C.; Lee, S. J.; Jeong, S. Y.; Lee, S. C. A mesoporous silica nanoparticle with charge-convertible pore walls for efficient intracellular protein delivery. Nanotechnol., 2010, 21, 225101
86. Martin, C. R.; Kohli, P. The emerging field of nanotube biotechnology. Nat. Rev. Drug Discov., 2003, 2, 29-37. (Pubitemid 37361622)
87. Kam, N.W. S.; Dai, H. Carbon Nanotubes as Intracellular Protein Transporters: Generality and Biological Functionality. J. Am. Chem. Soc., 2005, 127, 6021-6026. (Pubitemid 40577658)
88. Kam, N.W. S.; Jessop, T. C.; Wender, P. A.; Dai, H. Nanotube Molecular Transporters: Internalization of Carbon Nanotube Protein Conjugates into Mammalian Cells. J. Am. Chem. Soc., 2004, 126, 6850-6851. (Pubitemid 38855367)
89. Lu, Q.; Moore, J. M.; Huang, G.; Mount, A. S.; Rao, A. M.; Larcom, L. L.; Ke, P. C. RNA Polymer Translocation with Single-Walled Carbon Nanotubes. Nano Lett., 2004, 4, 2473-2477. (Pubitemid 40002387)
90. Bianco, A.; Hoebeke, J.; Godefroy, S.; Chaloin, O.; Pantarotto, D.; Briand, J.-P.; Muller, S.; Prato, M.; Partidos, C.D. Cationic Carbon Nanotubes Bind to CpG Oligodeoxynucleotides and Enhance Their Immunostimulatory Properties. J. Am. Chem. Soc., 2005, 127, 58-59. (Pubitemid 40094363)
91. Pantarotto, D.; Briand, J.; Prato, M.; Bianco, A. Translocation of bioactive peptides across cell membranes by carbon nanotubes. Chem. Commun. 2004, 16-17. (Pubitemid 38121939)
92. Pantarotto, D.; Singh, R.; McCarthy, D.; Erhardt, M.; Briand, J. P.; Prato, M.; Kostarelos, K.; Bianco, A. Functionalized Carbon Nanotubes for Plasmid DNA Gene Delivery. Angew. Chem. Int. Ed., 2004, 43, 5242-5246. (Pubitemid 39382552)
93. Kam, N. W. S.; O'Connell, M.; Wisdom, J. A.; Dai, H. Carbon nanotubes as multifunctional biological transporters and nearinfrared agents for selective cancer cell destruction. Proc. Natl. Acad. Sci. USA, 2005, 102, 11600-11605. (Pubitemid 41170772)
94. Kam, N. W. S.; Liu, Z.; Dai, H. Functionalization of Carbon Nanotubes via Cleavable Disulfide Bonds for Efficient Intracellular Delivery of siRNA and Potent Gene Silencing. J. Am. Chem. Soc., 2005, 127, 12492-12493. (Pubitemid 41292159)
95. Bianco, A.; Kostarelos, K.; Partidos, C. D.; Prato, M. Biomedical applications of functionalised carbon nanotubes. Chem. Commun., 2005, 571-577. (Pubitemid 40299037)
96. Kostarelos, K.; Lacerda, L.; Partidos, C. D.; Prato, M.; Bianco, A. Carbon nanotube-mediated delivery of peptides and genes to cells: Translating nanobiotechnology to therapeutics. J. Drug. Deliv. Sci. Technol., 2005, 15, 41-47. (Pubitemid 40208978)
97. Bianco, A. Carbon nanotubes for the delivery of therapeutic molecules. Expt. Opin. Drug. Deliv., 2004, 1, 57-65. (Pubitemid 40297956)
98. Kam, N.W. S.; Liu, Z.; Dai, H. Carbon Nanotubes as Intracellular Transporters for Proteins and DNA: An Investigation of the Uptake Mechanism and Pathway, Angew. Chem. Int. Ed., 2006, 45, 577-581 (Pubitemid 43121447)