PEGylated chitosan derivatives: Synthesis, characterizations and pharmaceutical applications

Progress in Polymer Science

Volumn 37, Issue 5, 2012, Pages 659-685

  Casettari, Luca ^a   Vllasaliu, Driton ^b   Castagnino, Enzo ^a   Stolnik, Snjezana ^b   Howdle, Steven ^b,c   Illum, Lisbeth ^c  

^a UNIVERSITY OF URBINO   (Italy)

^b UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^c Critical Pharmaceuticals Ltd   (United Kingdom)

Author keywords

Absorption enhancement; Chitosan; Drug delivery; Gene delivery; PEG g chitosan; PEGylation

Indexed keywords

ABSORPTION ENHANCEMENT; CATIONIC POLYSACCHARIDE; CHITOSAN DERIVATIVES; DERIVATIZATIONS; GENE DELIVERY; MEDICAL USE; MEMBRANE PERMEATION; PEG-G-CHITOSAN; PEGYLATION; PHARMACEUTICAL APPLICATIONS; PHYSICOCHEMICAL PROPERTY; SYNTHETIC APPROACH; THERMO-SENSITIVE HYDROGEL;

COPOLYMERS; DRUG DELIVERY; GENE TRANSFER;

CHITOSAN;

EID: 84860004990     PISSN: 00796700     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.progpolymsci.2011.10.001     Document Type: Review

References (239)

1. V. Dodane, and V.D. Vilivalam Pharmaceutical applications of chitosan Pharm Sci Technol Today 1 1998 246 253 (Pubitemid 28439296)
2. M. Rinaudo Chitin and chitosan - properties and applications Prog Polym Sci 31 2006 603 632
3. M. Prabaharan Review paper: chitosan derivatives as promising materials for controlled drug delivery J Biomater Appl 23 2008 5 36
4. O. Felt, P. Buri, and R. Gurny Chitosan: a unique polysaccharide for drug delivery Drug Dev Ind Pharm 24 1998 979 993 (Pubitemid 28460237)
5. L. Illum Chitosan and its use as a pharmaceutical excipient Pharm Res 15 1998 1326 1331 (Pubitemid 28427917)
6. C.-M. Lehr, J.A. Bouwstra, E.H. Schacht, and H.E. Junginger In vitro evaluation of mucoadhesive properties of chitosan and some other natural polymers Int J Pharm 78 1992 43 48
7. M. Dash, F. Chiellini, R.M. Ottenbrite, and E. Chiellini Chitosan - a versatile semi-synthetic polymer in biomedical applications Prog Polym Sci 36 2011 981 1014
8. I. Fiebrig, S.E. Harding, A.J. Rowe, S.C. Hyman, and S.S. Davis Transmission electron microscopy studies on pig gastric mucin and its interactions with chitosan Carbohydr Polym 28 1995 239 244
9. I. Fiebrig, K.M. Vrum, S.E. Harding, S.S. Davis, and B.T. Stokke Colloidal gold and colloidal gold labelled wheat germ agglutinin as molecular probes for identification in mucin/chitosan complexes Carbohydr Polym 33 1997 91 99 (Pubitemid 127395256)
10. M.P. Deacon, S.S. Davis, R.J. White, H. Nordman, I. Carlstedt, N. Errington, A.J. Rowe, and S.E. Harding Are chitosan-mucin interactions specific to different regions of the stomach? Velocity ultracentrifugation offers a clue Carbohydr Polym 38 1999 235 238
11. P. He, S.S. Davis, and L. Illum In vitro evaluation of the mucoadhesive properties of chitosan microspheres Int J Pharm 166 1998 75 88 (Pubitemid 28239741)
12. S. Senel, M.J. Kremer, S. Kas, P.W. Wertz, A.A. Hincal, and C.A. Squier Enhancing effect of chitosan on peptide drug delivery across buccal mucosa Biomaterials 21 2000 2067 2071 (Pubitemid 30488077)
13. M. Ramdas, K.J. Dileep, Y. Anitha, W. Paul, and C.P. Sharma Alginate encapsulated bioadhesive chitosan microspheres for intestinal drug delivery J Biomater Appl 13 1999 290 296
14. F. Bugamelli, M.A. Raggi, I. Orienti, and V. Zecchi Controlled insulin release from chitosan microparticles Arch Pharm 331 1998 133 138 (Pubitemid 28289114)
15. M. Iqbal, W. Lin, I. Jabbal-Gill, S.S. Davis, M.W. Steward, and L. Illum Nasal delivery of chitosan-DNA plasmid expressing epitopes of respiratory syncytial virus (RSV) induces protective CTL responses in BALB/c mice Vaccine 21 2003 1478 1485 (Pubitemid 36263189)
16. K. Roy, H.-Q. Mao, S.-K. Huang, and K.W. Leong Oral gene delivery with chitosan-DNA nanoparticles generates immunologic protection in a murine model of peanut allergy Nat Med 5 1999 387 391 (Pubitemid 29180575)
17. L. Illum, I. Jabbal-Gill, M. Hinchcliffe, A.N. Fisher, and S.S. Davis Chitosan as a novel nasal delivery system for vaccines Adv Drug Del Rev 51 2001 81 96 (Pubitemid 32763074)
18. J.D. Smart, I.W. Kellaway, and H.E. Worthington An in-vitro investigation of mucosa-adhesive materials for use in controlled drug delivery J Pharm Pharmacol 36 1984 295 299 (Pubitemid 14101358)
19. N.A. Peppas, and P.A. Buri Surface, interfacial and molecular aspects of polymer bioadhesion on soft tissues J Controlled Release 2 1985 257 275 (Pubitemid 16195943)
20. J.R. Robinson, and G.M. Mlynek Bioadhesive and phase-change polymers for ocular drug delivery Adv Drug Del Rev 16 1995 45 50
21. J.R. Robinson, M.A. Longer, and M. Veillard Bioadhesive polymers for controlled drug delivery Ann NY Acad Sci 507 1987 307 314
22. L. Illum, N.F. Farraj, and S.S. Davis Chitosan as a novel nasal delivery system for peptide drugs Pharm Res 11 1994 1186 1189 (Pubitemid 24259861)
23. H.L. Luessen, C.M. Lehr, C.O. Rentel, A.B.J. Noach, A.G. De Boer, J.C. Verhoef, and H.E. Junginger Bioadhesive polymers for the peroral delivery of peptide drugs J Controlled Release 29 1994 329 338 (Pubitemid 24156379)
24. T.J. Aspden, L. Illum, and Ø. Skaugrud Chitosan as a nasal delivery system: evaluation of insulin absorption enhancement and effect on nasal membrane integrity using rat models Eur J Pharm Sci 4 1996 23 31 (Pubitemid 26016570)
25. P.C. Srinivasa, and R.N. Tharanathan Chitin/chitosan - safe, ecofriendly packaging materials with multiple potential uses Food Rev Int 23 2007 53 72 (Pubitemid 44905348)
26. D. Mei, S. Mao, W. Sun, Y. Wang, and T. Kissel Effect of chitosan structure properties and molecular weight on the intranasal absorption of tetramethylpyrazine phosphate in rats Eur J Pharm Biopharm 70 2008 874 881
27. M.R. Kasaai Various methods for determination of the degree of N-acetylation of chitin and chitosan: a review J Agric Food Chem 57 2009 1667 1676
28. L. Heux, J. Brugnerotto, J. Desbrires, M.F. Versali, and M. Rinaudo Solid state NMR for determination of degree of acetylation of chitin and chitosan Biomacromolecules 1 2000 746 751
29. K.M. Vrum, M.W. Antohonsen, H. Grasdalen, and O. Smidsrød Determination of the degree of N-acetylation and the distribution of N-acetyl groups in partially N-deacetylated chitins (chitosans) by high-field n. m. r. spectroscopy Carbohydr Res 211 1991 17 23
30. M. Lavertu, Z. Xia, A.N. Serreqi, M. Berrada, A. Rodrigues, D. Wang, M.D. Buschmann, and A. Gupta A validated 1H NMR method for the determination of the degree of deacetylation of chitosan J Pharm Biomed Anal 32 2003 1149 1158 (Pubitemid 36930101)
31. A. Hirai, H. Odani, and A. Nakajima Determination of degree of deacetylation of chitosan by 1H NMR spectroscopy Polym Bull 26 1991 87 94 (Pubitemid 21682379)
32. K.T. Hwang, S.T. Jung, G.D. Lee, M.S. Chinnan, Y.S. Park, and H.J. Park Controlling molecular weight and degree of deacetylation of chitosan by response surface methodology J Agric Food Chem 50 2002 1876 1882 (Pubitemid 34259982)
33. M.L. Duarte, M.C. Ferreira, M.R. Marvão, and J. Rocha An optimised method to determine the degree of acetylation of chitin and chitosan by FTIR spectroscopy Int J Biol Macromol 31 2002 1 8 (Pubitemid 36143601)
34. S. Sabnis, and L. Block Improved infrared spectroscopic method for the analysis of degree of N-deacetylation of chitosan Polym Bull 39 1997 67 71 (Pubitemid 127479171)
35. T.A. Khan, K.K. Peh, and H.S. Ch'ng Reporting degree of deacetylation values of chitosan: the influence of analytical methods J Pharm Pharm Sci 5 2002 205 212 (Pubitemid 37207246)
36. M.R. Kasaai A review of several reported procedures to determine the degree of N-acetylation for chitin and chitosan using infrared spectroscopy Carbohydr Polym 71 2008 497 508 (Pubitemid 350258572)
37. K.M. Vrum, B. Egelandsdal, and M.R. Ellekjr Characterization of partially N-acetylated chitosans by near infra-red spectroscopy Carbohydr Polym 28 1995 187 193
38. T.D. Rathke, and S.M. Hudson Determination of the degree of N-deacetylation in chitin and chitosan as well as their monomer sugar ratios by near infrared spectroscopy J Polym Sci, Part A Polym Chem 31 1993 749 753
39. S.C. Tan, E. Khor, T.K. Tan, and S.M. Wong The degree of deacetylation of chitosan: advocating the first derivative UV-spectrophotometry method of determination Talanta 45 1998 713 719 (Pubitemid 28126509)
40. X. Jiang, L. Chen, and W. Zhong A new linear potentiometric titration method for the determination of deacetylation degree of chitosan Carbohydr Polym 54 2003 457 463
41. S. Prochazkova, K.M. Vrum, and K. Ostgaard Quantitative determination of chitosans by ninhydrin Carbohydr Polym 38 1999 115 122
42. S-i. Aiba Studies on chitosan: 1. Determination of the degree of N-acetylation of chitosan by ultraviolet spectrophotometry and gel permeation chromatography Int J Biol Macromol 8 1986 173 176
43. Y. Zhang, C. Xue, Y. Xue, R. Gao, and X. Zhang Determination of the degree of deacetylation of chitin and chitosan by X-ray powder diffraction Carbohydr Res 340 2005 1914 1917 (Pubitemid 40966627)
44. M.H. Ottey, K.M. Vrum, and O. Smidsrød Compositional heterogeneity of heterogeneously deacetylated chitosans Carbohydr Polym 29 1996 17 24 (Pubitemid 126347502)
45. F. Nanjo, R. Katsumi, and K. Sakai Enzymatic method for determination of the degree of deacetylation of chitosan Anal Biochem 193 1991 164 167
46. J. Alonso, C. Peniche-Covas, and J. Nieto Determination of the degree of acetylation of chitin and chitosan by thermal analysis J Therm Anal Calorim 28 1983 189 193
47. G.S. Lal, and E.R. Hayes Determination of the amine content of chitosan by pyrolysis-gas chromatography J Anal Appl Pyrolysis 6 1984 183 193 (Pubitemid 14607393)
48. H. Sato, Mizutani S-i, S. Tsuge, H. Ohtani, K. Aoi, A. Takasu, M. Okada, S. Kobayashi, T. Kiyosada, and S. Shoda Determination of the degree of acetylation of chitin/chitosan by pyrolysis-gas chromatography in the presence of oxalic acid Anal Chem 70 1998 7 12
49. M. Terbojevich, A. Cosani, B. Focher, and E. Marsano High-performance gel-permeation chromatography of chitosan samples Carbohydr Res 250 1993 301 314 (Pubitemid 24027528)
50. M. Fee, N. Errington, K. Jumel, L. Illum, A. Smith, and S.E. Harding Correlation of SEC/MALLS with ultracentrifuge and viscometric data for chitosans Eur Biophys J 32 2003 457 464 (Pubitemid 37055602)
51. R.G. Beri, J. Walker, E.T. Reese, and J.E. Rollings Characterization of chitosans via coupled size-exclusion chromatography and multiple-angle laser light-scattering technique Carbohydr Res 238 1993 11 26 (Pubitemid 23033031)
52. S. Nguyen, F.M. Winnik, and M.D. Buschmann Improved reproducibility in the determination of the molecular weight of chitosan by analytical size exclusion chromatography Carbohydr Polym 75 2009 528 533
53. L. Illum, S. Davis, M. Pawula, A. Fisher, D. Barrett, N. Farraj, and P.N. Shaw Nasal administration of morphine-6-glucuronide in sheep - a pharmacokinetic study Biopharm Drug Dispos 17 1996 717 724 (Pubitemid 26390229)
54. Y.-H. Cheng, A.M. Dyer, I. Jabbal-Gill, M. Hinchcliffe, R. Nankervis, A. Smith, and P. Watts Intranasal delivery of recombinant human growth hormone (somatropin) in sheep using chitosan-based powder formulations Eur J Pharm Sci 26 2005 9 15 (Pubitemid 41097256)
55. L. Illum Transport of drugs from the nasal cavity to the central nervous system Eur J Pharm Sci 11 2000 1 18 (Pubitemid 30410839)
56. L. Illum, P. Watts, A.N. Fisher, M. Hinchcliffe, H. Norbury, I. Jabbal-Gill, R. Nankervis, and S.S. Davis Intranasal delivery of morphine J Pharmacol Exp Ther 301 2002 391 400 (Pubitemid 34250318)
57. J. Smith, E. Wood, and M. Dornish Effect of chitosan on epithelial cell tight junctions Pharm Res 21 2004 43 49 (Pubitemid 38122290)
58. L. Illum Nasal drug delivery: new developments and strategies Drug Discov Today 7 2002 1184 1189 (Pubitemid 35430155)
59. P. Artursson, T. Lindmark, S.S. Davis, and L. Illum Effect of chitosan on the permeability of monolayers of intestinal epithelial cells (Caco-2) Pharm Res 11 1994 1358 1361 (Pubitemid 24287420)
60. V. Dodane, M. Amin Khan, and J.R. Merwin Effect of chitosan on epithelial permeability and structure Int J Pharm 182 1999 21 32 (Pubitemid 29229791)
61. D. Vllasaliu, R. Exposito-Harris, A. Heras, L. Casettari, M. Garnett, L. Illum, and S. Stolnik Tight junction modulation by chitosan nanoparticles: comparison with chitosan solution Int J Pharm 400 2010 183 193
62. N.G.M. Schipper, S. Olsson, J.A. Hoogstraate, A.G. deBoer, K.M. Vrum, and P. Artursson Chitosans as absorption enhancers for poorly absorbable drugs 2: mechanism of absorption enhancement Pharm Res 14 1997 923 929 (Pubitemid 27326989)
63. W.F. Stenson, R.A. Easom, T.E. Riehl, and J. Turk Regulation of paracellular permeability in Caco-2 cell monolayers by protein kinase C Am J Physiol Gastrointest Liver Physiol 265 1993 955 962
64. N. Fang, V. Chan, H.-Q. Mao, and K.W. Leong Interactions of phospholipid bilayer with chitosan: effect of molecular weight and pH Biomacromolecules 2 2001 1161 1168 (Pubitemid 34026893)
65. M. Rinaudo, G. Pavlov, and J. Desbrieres Solubilization of chitosan in strong acid medium Int J Polym Anal Charact 5 1999 267 276
66. M. Fan, Q. Hu, and K. Shen Preparation and structure of chitosan soluble in wide pH range Carbohydr Polym 78 2009 66 71
67. C.K.S. Pillai, W. Paul, and C.P. Sharma Chitin and chitosan polymers: chemistry, solubility and fiber formation Prog Polym Sci 34 2009 641 678
68. M. Rinaudo, G. Pavlov, and J. Desbrieres Influence of acetic acid concentration on the solubilization of chitosan Polymer 40 1999 7029 7032 (Pubitemid 29434897)
69. S.M. Van der Merwe, J.C. Verhoef, J.H.M. Verheijden, A.F. Kotzé, and H.E. Junginger Trimethylated chitosan as polymeric absorption enhancer for improved peroral delivery of peptide drugs Eur J Pharm Biopharm 58 2004 225 235 (Pubitemid 39037231)
70. J. Du, and Y.-L. Hsieh PEGylation of chitosan for improved solubility and fiber formation via electrospinning Cellulose 14 2007 543 552 (Pubitemid 350055456)
71. K. Bergström, K. Holmberg, A. Safranj, A.S. Hoffman, M.J. Edgell, A. Kozlowski, B.A. Hovanes, and J.M. Harris Reduction of fibrinogen adsorption on PEG-coated polystyrene surfaces J Biomed Mater Res 26 1992 779 790
72. D. Cavalla Adaptations and innovations in drug delivery Drug News Perspect 14 2001 495 499 (Pubitemid 34130745)
73. N. Tirelli, M.P. Lutolf, A. Napoli, and J.A. Hubbell Poly(ethylene glycol) block copolymers Rev Mol Biotechnol 90 2002 3 15 (Pubitemid 34179586)
74. K. Knop, R. Hoogenboom, D. Fischer, and U. Schubert Poly(ethylene glycol) in drug delivery: pros and cons as well as potential alternatives Angew Chem Int Ed 49 2010 6288 6308
75. S. Jevševar, M. Kunstelj, and V.G. Porekar PEGylation of therapeutic proteins Biotechnol J 5 2010 113 128
76. M.M. Thanou, A.F. Kotzé, T. Scharringhausen, H.L. Luessen, A.G. de Boer, J.C. Verhoef, and H.E. Junginger Effect of degree of quaternization of N-trimethyl chitosan chloride for enhanced transport of hydrophilic compounds across intestinal Caco-2 cell monolayers J Controlled Release 64 2000 15 25 (Pubitemid 30035304)
77. D. Snyman, T. Govender, and A. Kotzé Low molecular weight quaternised chitosan (I): synthesis and characterization Pharmazie 58 2003 705 708 (Pubitemid 37328399)
78. M. Amidi, S.G. Romeijn, G. Borchard, H.E. Junginger, W.E. Hennink, and W. Jiskoot Preparation and characterization of protein-loaded N-trimethyl chitosan nanoparticles as nasal delivery system J Controlled Release 111 2006 107 116 (Pubitemid 43290000)
79. B. Philipp, W. Wagenknecht, I. Nehls, D. Klemm, A. Stein, and T. Heinze Regioselective derivatization of cellulose. Routes of synthesis, effects on properties and areas of application Polym News 21 1996 155 161 (Pubitemid 126578046)
80. G.E. Bannikova, P.P. Sukhanova, G.A. Vikhoreva, V.P. Varlamov, and L.S. Gal'braikh Hydrolysis of chitosan sulfate with an enzyme complex from Streptomyces kurssanovii Appl Biochem Microbiol 38 2002 413 415
81. A. Polnok, J.C. Verhoef, G. Borchard, N. Sarisuta, and H.E. Junginger In vitro evaluation of intestinal absorption of desmopressin using drug-delivery systems based on superporous hydrogels Int J Pharm 269 2004 303 310 (Pubitemid 38045294)
82. P. Wongpanit, N. Sanchavanakit, P. Pavasant, P. Supaphol, S. Tokura, and R. Rujiravanit Preparation and characterization of microwave-treated carboxymethyl chitin and carboxymethyl chitosan films for potential use in wound care application Macromol Biosci 5 2005 1001 1012 (Pubitemid 41546075)
83. Donges R, Reichel D, Kessler B. Process for the preparation and work-up of N-hydroxyalkyl chitosan soluble in aqueous medium. US Pat 6090928; 2000.
84. S. Richardson, and L. Gorton Characterization of the substituent distribution in starch and cellulose derivatives Anal Chim Acta 497 2003 27 65 (Pubitemid 37315710)
85. F. Yao, C. Liu, W. Chen, Y. Bai, Z. Tang, and K. Yao Synthesis and characterization of chitosan grafted oligo(L-lactic acid) Macromol Biosci 3 2003 653 656 (Pubitemid 37500361)
86. J.W. Shim, and Y.C. Nho Preparation of poly(acrylic acid)-chitosan hydrogels by gamma irradiation and in vitro drug release J Appl Polym Sci 90 2003 3660 3667
87. M. Yazdani-Pedram, and J. Retuert Homogeneous grafting reaction of vinyl pyrrolidone onto chitosan J Appl Polym Sci 63 1997 1321 1326 (Pubitemid 127560451)
88. J. Ngimhuang, Furukawa J-i, T. Satoh, T. Furuike, and N. Sakairi Synthesis of a novel polymeric surfactant by reductive N-alkylation of chitosan with 3-O-dodecyl-glucose Polymer 45 2004 837 841 (Pubitemid 38155980)
89. S.B. Lee, D.I. Ha, S.K. Cho, S.J. Kim, and Y.M. Lee Temperature/pH- sensitive comb-type graft hydrogels composed of chitosan and poly(N-isopropylacrylamide) J Appl Polym Sci 92 2004 2612 2620 (Pubitemid 38476136)
90. R. Muzzarelli, P. Ilari, and M. Petrarulo Solubility and structure of N-carboxymethylchitosan Int J Biol Macromol 4 1994 177 180 (Pubitemid 24313666)
91. L. Xiao Fei, G. Yun Lin, Y. Dong Zhi, L. Zhi, and Y. Kang De Antibacterial action of chitosan and carboxymethylated chitosan J Appl Polym Sci 79 2001 1324 1335
92. W. Ye, C. Xi Guang, L. Ying Hui, Z. Hui Yun, and Z. Jing Effects of molecular structural parameters of carboxymethyl chitosan on the growth of fibroblasts in vitro J Appl Polym Sci 106 2007 3136 3142
93. R. Jayakumar, M. Prabaharan, S.V. Nair, S. Tokura, H. Tamura, and N. Selvamurugan Novel carboxymethyl derivatives of chitin and chitosan materials and their biomedical applications Prog Mater Sci 55 2010 675 709
94. X.-G. Chen, and H.-J. Park Chemical characteristics of O-carboxymethyl chitosans related to the preparation conditions Carbohydr Polym 53 2003 355 359
95. R.A.A. Muzzarelli Carboxymethylated chitins and chitosans Carbohydr Polym 8 1988 1 21
96. D. Snyman, J.H. Hamman, J.S. Kotze, J.E. Rollings, and A.F. Kotzé The relationship between the absolute molecular weight and the degree of quaternization of N-trimethyl chitosan chloride Carbohydr Polym 50 2002 145 150 (Pubitemid 34661462)
97. A. Domard, M. Rinaudo, and C. Terrassin New method for the quaternization of chitosan Int J Biol Macromol 8 1986 105 107 (Pubitemid 16140315)
98. S. Mao, C. Augsten, K. Mäder, and T. Kissel Characterization of chitosan and its derivatives using asymmetrical flow field-flow-fractionation: a comparison with traditional methods J Pharm Biomed Anal 45 2007 736 741 (Pubitemid 350087562)
99. V. Mourya, and N. Inamdar Trimethyl chitosan and its applications in drug delivery J Mater Sci Mater Med 20 2009 1057 1079
100. A.B. Sieval, M. Thanou, A.F. Kotze, J.C. Verhoef, J. Brussee, and H.E. Junginger Preparation and NMR characterization of highly substituted N-trimethyl chitosan chloride Carbohydr Polym 36 1998 157 165 (Pubitemid 128399589)
101. A.R. Kotzé, H.L. Lueβen, B.J. de Leeuw, B.G. de Boer, J.C. Verhoef, and H.E. Junginger N-Trimethyl chitosan chloride as a potential absorption enhancer across mucosal surfaces: in vitro evaluation in intestinal epithelial cells (Caco-2) Pharm Res 14 1997 1197 1202 (Pubitemid 27432543)
102. A.F. Kotzé, B.J. de Leeuw, H.L. Lueszen, A.G. de Boer, J.C. Verhoef, and H.E. Junginger Chitosans for enhanced delivery of therapeutic peptides across intestinal epithelia: in vitro evaluation in Caco-2 cell monolayers Int J Pharm 159 1997 243 253 (Pubitemid 28055860)
103. R.J. Verheul, M. Amidi, S. van der Wal, E. van Riet, W. Jiskoot, and W.E. Hennink Synthesis, characterization and in vitro biological properties of O-methyl free N,N,N-trimethylated chitosan Biomaterials 29 2008 3642 3649
104. J.M. Cano-Cebrian, T. Zornoza, L. Granero, and A. Polache Intestinal absorption enhancement via the paracellular route by fatty acids, chitosans and others: a target for drug delivery Curr Drug Delivery 2 2005 9 22 (Pubitemid 40590917)
105. W. Sajomsang, S. Tantayanon, V. Tangpasuthadol, and W.H. Daly Quaternization of N-aryl chitosan derivatives: synthesis, characterization, and antibacterial activity Carbohydr Res 344 2009 2502 2511
106. Y. Zambito, G. Uccello-Barretta, C. Zaino, F. Balzano, and G. Di Colo Novel transmucosal absorption enhancers obtained by aminoalkylation of chitosan Eur J Pharm Sci 29 2006 460 469 (Pubitemid 44709868)
107. J. Holappa, T. Nevalainen, J. Savolainen, P. Soininen, M. Elomaa, R. Safin, S. Suvanto, T. Pakkanen, M. ásson, M. Loftsson, and T. Järvinen Synthesis and characterization of chitosan N-betainates having various degrees of substitution Macromolecules 37 2004 2784 2789
108. M.D. Bentley, M.J. Roberts, and J.M. Harris Reductive amination using poly(ethylene glycol) acetaldehyde hydrate generated in situ: applications to chitosan and lysozyme J Pharm Sci 87 1998 1446 1449
109. T. Muslim, M. Morimoto, H. Saimoto, Y. Okamoto, S. Minami, and Y. Shigemasa Synthesis and bioactivities of poly(ethylene glycol)-chitosan hybrids Carbohydr Polym 46 2001 323 330 (Pubitemid 32719981)
110. I.K. Park, T.H. Kim, S.I. Kim, Y.H. Park, W.J. Kim, T. Akaike, and C.S. Cho Visualization of transfection of hepatocytes by galactosylated chitosan-graft-poly(ethylene glycol)/DNA complexes by confocal laser scanning microscopy Int J Pharm 257 2003 103 110 (Pubitemid 36507037)
111. S. Mao, X. Shuai, F. Unger, M. Wittmar, X. Xie, and T. Kissel Synthesis, characterization and cytotoxicity of poly(ethylene glycol)-graft-trimethyl chitosan block copolymers Biomaterials 26 2005 6343 6356 (Pubitemid 40828390)
112. F.M. Veronese Peptide and protein PEGylation: a review of problems and solutions Biomaterials 22 2001 405 417 (Pubitemid 32007845)
113. F.M. Veronese, and G. Pasut PEGylation, successful approach to drug delivery Drug Discov Today 10 2005 1451 1458 (Pubitemid 41483874)
114. J.M. Harris, and R.B. Chess Effect of pegylation on pharmaceuticals Nat Rev Drug Discov 2 2003 214 221 (Pubitemid 37361666)
115. S.M. Ryan, G. Mantovani, X. Wang, D.M. Haddleton, and D.J. Brayden Advances in PEGylation of important biotech molecules: delivery aspects Exp Opin Drug Deliv 5 2008 371 383 (Pubitemid 351721718)
116. K. Kurita Controlled functionalization of the polysaccharide chitin Prog Polym Sci 26 2001 1921 1971 (Pubitemid 33089088)
117. T. Ouchi, H. Nishizawa, and Y. Ohya Aggregation phenomenon of PEG-grafted chitosan in aqueous solution Polymer 39 1998 5171 5175 (Pubitemid 128369402)
118. Y. Hu, H. Jiang, C. Xu, Y. Wang, and K. Zhu Preparation and characterization of poly(ethylene glycol)-g-chitosan with water-and organosolubility Carbohydr Polym 61 2005 472 479 (Pubitemid 41277097)
119. Y.-I. Jeong, D.-G. Kim, M.-K. Jang, and J.-W. Nah Preparation and spectroscopic characterization of methoxy poly(ethylene glycol)-grafted water-soluble chitosan Carbohydr Res 343 2008 282 289
120. H. Saito, X. Wu, J.M. Harris, and A.S. Hoffman Graft copolymers of poly(ethylene glycol) (PEG) and chitosan Macromol Rapid Commun 18 1997 547 550
121. L. Liu, F. Li, Y. Fang, and S. Guo Regioselective grafting of poly(ethylene glycol) onto chitosan and the properties of the resulting copolymers Macromol Biosci 6 2006 855 861 (Pubitemid 44831731)
122. N. Gorochovceva, and R. Makuska Synthesis and study of water-soluble chitosan-O-poly(ethylene glycol) graft copolymers Eur Polym J 40 2004 685 691
123. R. Makuska, and N. Gorochovceva Regioselective grafting of poly(ethylene glycol) onto chitosan through C-6 position of glucosamine units Carbohydr Polym 64 2006 319 327 (Pubitemid 44389503)
124. J.M. Harris, E.C. Struck, M.C. Case, M.S. Paley, M. Yalpani, J.M. Van Alstine, and D.E. Brooks Synthesis and characterization of poly(ethylene glycol) derivatives J Polym Sci Polym Chem Ed 22 1984 341 352 (Pubitemid 14529695)
125. M. Sugimoto, M. Morimoto, H. Sashiwa, H. Saimoto, and Y. Shigemasa Preparation and characterization of water-soluble chitin and chitosan derivatives Carbohydr Polym 36 1998 49 59 (Pubitemid 128431739)
126. F.Q. Hu, P. Meng, Y.Q. Dai, Y.Z. Du, J. You, X.H. Wei, and H. Yuan PEGylated chitosan-based polymer micelle as an intracellular delivery carrier for anti-tumor targeting therapy Eur J Pharm Biopharm 70 2008 749 757
127. L. Casettari, D. Vllasaliu, G. Mantovani, S.M. Howdle, S. Stolnik, and L. Illum Effect of PEGylation on the toxicity and permeability enhancement of chitosan Biomacromolecules 11 2010 2854 2865
128. M. Raviña, E. Cubillo, D. Olmeda, R. Novoa-Carballal, E. Fernandez-Megia, R. Riguera, A. Sánchez, A. Cano, and M.J. Alonso Hyaluronic acid/chitosan-g-poly(ethylene glycol) nanoparticles for gene therapy: an application for pDNA and siRNA delivery Pharm Res 27 2010 2544 2555
129. Y.I. Jeong, S.H. Kim, T.Y. Jung, I.Y. Kim, S.S. Kang, Y.H. Jin, H.H. Ryu, H.S. Sun, S. Jin, K.K. Kim, K.Y. Ahn, and S. Jung Polyion complex micelles composed of all-trans retinoic acid and poly (ethylene glycol)-grafted-chitosan J Pharm Sci 95 2006 2348 2360 (Pubitemid 44726376)
130. R. Yoksan, M. Matsusaki, M. Akashi, and S. Chirachanchai Controlled hydrophobic/hydrophilic chitosan: colloidal phenomena and nanosphere formation Colloid Polym Sci 282 2004 337 342 (Pubitemid 38702174)
131. M.-K. Jang, J.-W. Nah, and Characterization Modification of low molecular water-soluble chitosan for pharmaceutical application Bull Korean Chem Soc 24 2003 1303 1307
132. W.J. Lin, T.D. Chen, C.W. Liu, J.L. Chen, and F.H. Chang Synthesis of lactobionic acid-grafted-pegylated-chitosan with enhanced HepG2 cells transfection Carbohydr Polym 83 2011 898 904
133. H. Tanuma, T. Saito, K. Nishikawa, T. Dong, K. Yazawa, and Y. Inoue Preparation and characterization of PEG-cross-linked chitosan hydrogel films with controllable swelling and enzymatic degradation behavior Carbohydr Polym 80 2010 260 265
134. H. Kiuchi, W. Kai, and Y. Inoue Preparation and characterization of poly(ethylene glycol) crosslinked chitosan films J Appl Polym Sci 107 2008 3823 3830 (Pubitemid 351388252)
135. C. Radhakumary, D.N. Prabha, C.P.R. Nair, and M. Suresh Chitosan-comb-graft-polyethylene glycol monomethacrylate-synthesis, characterization, and evaluation as a biomaterial for hemodialysis applications J Appl Polym Sci 114 2009 2873 2886
136. H. Wang, P. Zhao, X. Liang, X. Gong, T. Song, R. Niu, and J. Chang Folate-PEG coated cationic modified chitosan-cholesterol liposomes for tumor-targeted drug delivery Biomaterials 31 2010 4129 4138
137. H. Peng, H. Xiong, J. Li, L. Chen, and Q. Zhao Methoxy poly(ethylene glycol)-grafted-chitosan based microcapsules: synthesis, characterization and properties as a potential hydrophilic wall material for stabilization and controlled release of algal oil J Food Eng 101 2010 113 119
138. G. Cai, H. Jiang, K. Tu, L. Wang, and K. Zhu A facile route for regioselective conjugation of organo-soluble polymers onto chitosan Macromol Biosci 9 2009 256 261
139. F. Lebouc, I. Dez, J. Desbrires, L. Picton, and P.-J. Madec Different ways for grafting ester derivatives of poly(ethylene glycol) onto chitosan: related characteristics and potential properties Polymer 46 2005 639 651 (Pubitemid 40091757)
140. M.M. Amiji Synthesis of anionic poly(ethylene glycol) derivative for chitosan surface modification in blood-contacting applications Carbohydr Polym 32 1997 193 199 (Pubitemid 127413818)
141. L. Deng, H. Qi, C. Yao, M. Feng, and A. Dong Investigation on the properties of methoxy poly(ethylene glycol)/chitosan graft co-polymers J Biomater Sci Polym Ed 18 2007 1575 1589 (Pubitemid 350014875)
142. A. Dal Pozzo, L. Vanini, M. Fagnoni, M. Guerrini, A. De Benedittis, and R.A.A. Muzzarelli Preparation and characterization of poly(ethylene glycol)-crosslinked reacetylated chitosans Carbohydr Polym 42 2000 201 206 (Pubitemid 32133077)
143. L. Tao, G. Mantovani, F. Lecolley, and D.M. Haddleton α-Aldehyde terminally functional methacrylic polymers from living radical polymerization: application in protein conjugation "Pegylation" J Am Chem Soc 126 2004 13220 13221 (Pubitemid 39382738)
144. X. Jiang, H. Dai, K.W. Leong, S. Goh, H. Mao, and Y. Yang Chitosan-g-PEG/DNA complexes deliver gene to the rat liver via intrabiliary and intraportal infusions J Gene Med 8 2006 477 487
145. R. Yoksan, and S. Chirachanchai Amphiphilic chitosan nanosphere: studies on formation, toxicity, and guest molecule incorporation Bioorg Med Chem 16 2008 2687 2696 (Pubitemid 351380917)
146. J. Fangkangwanwong, A. Mitsuru, K. Toshiyuki, and C. Suwabun One-pot synthesis in aqueous system for water-soluble chitosan-graft-poly(ethylene glycol) methyl ether Biopolymers 82 2006 580 586 (Pubitemid 44204796)
147. M. Huang, L. Liu, G. Zhang, G. Yuan, and Y. Fang Preparation of chitosan derivative with polyethylene glycol side chains for porous structure without specific processing technique Int J Biol Macromol 38 2006 191 196
148. Y. Ohya, R. Cai, H. Nishizawa, K. Hara, and T. Ouchi Preparation of PEG-grafted chitosan nanoparticles as peptide drug carriers STP Pharm Sci 10 2000 77 78
149. X. Yang, Q. Zhang, Y. Wang, H. Chen, H. Zhang, F. Gao, and L. Liu Self-aggregated nanoparticles from methoxy poly(ethylene glycol)-modified chitosan: synthesis; characterization; aggregation and methotrexate release in vitro Colloids Surf B 61 2008 125 131
150. G. Cai, and H. Jiang pH-sensitive nanoparticles self-assembled from a novel class of biodegradable amphiphilic copolymers based on chitosan J Mater Sci Mater Med 20 2009 1315 1320
151. H. Shantha, and D.R.K. Harding Synthesis and characterization of chemically modified chitosan microspheres Carbohydr Polym 48 2002 247 253 (Pubitemid 34141162)
152. X. Kong, X. Li, X. Wang, T. Liu, Y. Gu, G. Guo, F. Luo, X. Zhao, Y.Q. Wei, and Z.Y. Qian Synthesis and characterization of a novel MPEG-chitosan diblock copolymer and self-assembly of nanoparticles Carbohydr Polym 79 2010 170 175
153. R. Gruškien, G. Čiuta, and R. Makuška Grafting of poly(ethylene glycol) to chitosan at C(6) position of glucosamine units via "click chemistry" reactions Chemija 20 2009 241 249
154. R. Kulbokaite, G. Ciuta, M. Netopilik, and R. Makuska N-Pegylation of chitosan via "click chemistry" reactions React Funct Polym 69 2009 771 778
155. S. Nishimura, O. Kohgo, K. Kurita, and H. Kuzuhara Chemospecific manipulations of a rigid polysaccharide: syntheses of novel chitosan derivatives with excellent solubility in common organic solvents by regioselective chemical modifications Macromolecules 24 1991 4745 4748 (Pubitemid 21698678)
156. A.R. Kulkarni, V.I. Hukkeri, H.W. Sung, and H.F. Liang A novel method for the synthesis of the PEG-crosslinked chitosan with a pH-independent swelling behavior Macromol Biosci 5 2005 925 928 (Pubitemid 41546066)
157. D.G. Kim, Y.I. Jeong, and J.W. Nah All-trans retinoic acid release from polyion-complex micelles of methoxy poly(ethylene glycol) grafted chitosan J Appl Polym Sci 105 2007 3246 3254
158. Z. Yao, C. Zhang, Q. Ping, and L. Yu A series of novel chitosan derivatives: synthesis, characterization and micellar solubilization of paclitaxel Carbohydr Polym 68 2007 781 792 (Pubitemid 46412476)
159. J. Wu, X. Wang, J.K. Keum, H. Zhou, M. Gelfer, C.A. Avila-Orta, H. Pan, W. Chen, S.M. Chiao, B.S. Hsiao, and B. Chu Water soluble complexes of chitosan-g-MPEG and hyaluronic acid J Biomed Mater Res Part A 80 2007 800 812
160. F. Ganji, and M.J. Abdekhodaie Synthesis and characterization of a new thermosensitive chitosan-PEG diblock copolymer Carbohydr Polym 74 2008 435 441
161. X. Zhang, D. Teng, Z. Wu, X. Wang, Z. Wang, D. Yu, and C.X. Li PEG-grafted chitosan nanoparticles as an injectable carrier for sustained protein release J Mater Sci Mater Med 19 2008 3525 3533
162. X. Zhang, H. Zhang, Z. Wu, Z. Wang, H. Niu, and C. Li Nasal absorption enhancement of insulin using PEG-grafted chitosan nanoparticles Eur J Pharm Biopharm 68 2008 526 534 (Pubitemid 351318209)
163. K.W. Yang, X.R. Li, Z.L. Yang, P.Z. Li, F. Wang, and Y. Liu Novel polyion complex micelles for liver-targeted delivery of diammonium glycyrrhizinate: In vitro and in vivo characterization J Biomed Mater Res Part A 88 2008 140 148
164. F. Wang, X. Li, Y. Zhou, Y. Zhang, X. Chen, J. Yang, Y. Huang, and Y. Liu Nanoscaled polyion complex micelles for targeted delivery of recombinant hirudin to platelets based on cationic copolymer Mol Pharmaceutics 7 2010 718 726
165. P. Chan, M. Kurisawa, J.E. Chung, and Y.-Y. Yang Synthesis and characterization of chitosan-g-poly(ethylene glycol)-folate as a non-viral carrier for tumor-targeted gene delivery Biomaterials 28 2007 540 549 (Pubitemid 44602231)
166. S. Mao, O. Germershaus, D. Fischer, T. Linn, R. Schnepf, and T. Kissel Uptake and transport of PEG-graft-trimethyl-chitosan copolymer-insulin nanocomplexes by epithelial cells Pharm Res 22 2005 2058 2068 (Pubitemid 41821585)
167. W. Sun, S. Mao, Y. Wang, V.B. Junyaprasert, T. Zhang, L. Na, and J. Wang Bioadhesion and oral absorption of enoxaparin nanocomplexes Int J Pharm 386 2010 275 281
168. C. Prego, D. Torres, E. Fernandez-Megia, R. Novoa-Carballal, E. Quiñoá, and M.J. Alonso Chitosan-PEG nanocapsules as new carriers for oral peptide delivery: effect of chitosan pegylation degree J Controlled Release 111 2006 299 308
169. H.-L. Jiang, I.-K. Park, M.-L. Kang, H.-S. Yoo, Y.-J. Choi, T. Akaike, and C.S. Cho Immune stimulating activity of an atrophic rhinitis vaccine associated to pegylated chitosan microspheres in vitro Polym Adv Technol 18 2007 220 225 (Pubitemid 46487528)
170. I.K. Park, T.H. Kim, Y.H. Park, B.A. Shin, E.S. Choi, E.H. Chowdhury, T. Akaike, and C.S. Cho Galactosylated chitosan-graft-poly(ethylene glycol) as hepatocyte-targeting DNA carrier J Controlled Release 76 2001 349 362 (Pubitemid 32913442)
171. S. Zhu, F. Qian, Y. Zhang, C. Tang, and C. Yin Synthesis and characterization of PEG modified N-trimethylaminoethylmethacrylate chitosan nanoparticles Eur Polym J 43 2007 2244 2253 (Pubitemid 46856403)
172. H.L. Jiang, J.T. Kwon, E.M. Kim, Y.K. Kim, R. Arote, D. Jere, H.J. Jeong, M.K. Jang, J.W. Nah, C.X. Xu, I.K. Park, M.H. Cho, and C.S. Cho Galactosylated poly(ethylene glycol)-chitosan-graft-polyethylenimine as a gene carrier for hepatocyte-targeting J Controlled Release 131 2008 150 157
173. G. Qu, Z. Yao, C. Zhang, X. Wu, and Q. Ping PEG conjugated N-octyl-O-sulfate chitosan micelles for delivery of paclitaxel: in vitro characterization and in vivo evaluation Eur J Pharm Sci 37 2009 98 105
174. Y. Aktas, M. Yemisci, K. Andrieux, R.N. Gursoy, M.J. Alonso, E. Fernandez-Megia, R. Novoa-Carballal, E. Quiñoá, R. Riguera, M.F. Sargon, H.H. Celik, A.S. Demir, A.A. Hincal, T. Dalkara, Y. Capan, and P. Couvreur Development and brain delivery of chitosan-PEG nanoparticles functionalized with the monoclonal antibody OX26 Bioconjugate Chem 16 2005 1503 1511 (Pubitemid 41681517)
175. Y. Zheng, X. Song, M. Darby, Y. Liang, L. He, Z. Cai, Q. Chen, Y. Bi, X. Yang, J. Xu, Y. Li, Y. Sun, R.J. Lee, and S. Hou Preparation and characterization of folate-poly(ethylene glycol)-grafted-trimethylchitosan for intracellular transport of protein through folate receptor-mediated endocytosis J Biotechnol 145 2010 47 53
176. K.M. Huh, Y.W. Cho, H. Chung, I.C. Kwon, S.Y. Jeong, T. Ooya, W.K. Lee, S. Sasaki, and N. Yui Supramolecular hydrogel formation based on inclusion complexation between poly(ethylene glycol)-modified chitosan and alpha-cyclodextrin Macromol Biosci 4 2004 92 99 (Pubitemid 39256274)
177. S.-J. Chang, C.-C. Niu, C.-F. Huang, and S.-M. Kuo Evaluation of chitosan-g-PEG copolymer for cell anti-adhesion application J Med Biol Eng 27 2007 41 46 (Pubitemid 46724810)
178. J.N. Zheng, H.G. Xie, W.T. Yu, X.D. Liu, W.Y. Xie, J. Zhu, and X.J. Ma Chitosan-g-MPEG-modified alginate/chitosan hydrogel microcapsules: a quantitative study of the effect of polymer architecture on the resistance to protein adsorption Langmuir 26 2010 17156 17164
179. S.M. Noh, M.O. Park, G. Shim, S.E. Han, H.Y. Lee, J.H. Huh, M.S. Kim, J.J. Choi, K. Kim, I.C. Kwon, J.S. Kim, K.H. Baek, and Y.K. Oh Pegylated poly-l-arginine derivatives of chitosan for effective delivery of siRNA J Controlled Release 145 2010 159 164
180. E. Fernandez-Megia, R. Novoa-Carballal, E. Quinoa, and R. Riguera Conjugation of bioactive ligands to PEG-grafted chitosan at the distal end of PEG Biomacromolecules 8 2007 833 842 (Pubitemid 46488462)
181. X. Li, X. Kong, S. Shi, Y. Gu, L. Yang, G. Guo, F. Luo, X. Zhao, Y.Q. Wei, and Z.Y. Qian Biodegradable MPEG-g-chitosan and methoxy poly(ethylene glycol)-b-poly([epsilon]-caprolactone) composite films: Part 1. Preparation and characterization Carbohydr Polym 79 2009 429 436
182. H. Jiang, D. Fang, B. Hsiao, B. Chu, and W. Chen Preparation and characterization of ibuprofen-loaded poly(lactide-co-glycolide)/poly(ethylene glycol)-g-chitosan electrospun membranes J Biomater Sci Polym Ed 15 2004 279 296 (Pubitemid 38477059)
183. D.-H. Seo, Y.-I. Jeong, D.-G. Kim, M.-J. Jang, M.-K. Jang, and J.-W. Nah Methotrexate-incorporated polymeric nanoparticles of methoxy poly(ethylene glycol)-grafted chitosan Colloids Surf B 69 2009 157 163
184. O. Germershaus, S. Mao, J. Sitterberg, U. Bakowsky, and T. Kissel Gene delivery using chitosan, trimethyl chitosan or polyethylenglycol-graft-trimethyl chitosan block copolymers: establishment of structure-activity relationships in vitro J Controlled Release 125 2008 145 154 (Pubitemid 350299611)
185. S. Mao, U. Bakowsky, A. Jintapattanakit, and T. Kissel Self-assembled polyelectrolyte nanocomplexes between chitosan derivatives and insulin J Pharm Sci 95 2006 1035 1048 (Pubitemid 43723163)
186. J. Zhong, and H.W.T. Matthew Mechanical and cell interaction properties of PEG-modified chitosan Proc First Joint BMES/EMBS Confer 2 1999 779 (Pubitemid 30520997)
187. A.-J. Dong, M.-H. Feng, H.-Y. Qi, S.-S. Li, and L.-D. Deng Synthesis and properties of O-carboxymethyl chitosan/methoxy poly(ethylene glycol) graft copolymers J Mater Sci Mater Med 19 2008 869 876 (Pubitemid 351244029)
188. N. Gorochovceva, A. Naderi, A. Dedinaite, and R. Makuska Chitosan-N-poly(ethylene glycol) brush copolymers: synthesis and adsorption on silica surface Eur Polym J 41 2005 2653 2662 (Pubitemid 41261578)
189. T. Zhang, Y. Yu, D. Li, R. Peng, Y. Li, Q. Jiang, P. Dai, and R. Gao Synthesis and properties of a novel methoxy poly(ethylene glycol)-modified galactosylated chitosan derivative J Mater Sci Mater Med 20 2009 673 680
190. H. Wang, P. Zhao, X. Liang, T. Song, X. Gong, R. Niu, and J. Chang Construction of a novel cationic polymeric liposomes formed from PEGylated octadecyl-quaternized lysine modified chitosan/cholesterol for enhancing storage stability and cellular uptake efficiency Biotechnol Bioeng 106 2010 952 962
191. H. Wang, P. Zhao, W. Su, S. Wang, Z. Liao, R. Niu, and J. Chang PLGA/polymeric liposome for targeted drug and gene co-delivery Biomaterials 31 2010 8741 8748
192. P. Opanasopit, T. Ngawhirunpat, A. Chaidedgumjorn, T. Rojanarata, A. Apirakaramwong, S. Phongying, C. Choochottiros, and S. Chirachanchai Incorporation of camptothecin into N-phthaloyl chitosan-g-mPEG self-assembly micellar system Eur J Pharm Biopharm 64 2006 269 276 (Pubitemid 44585206)
193. P. Opanasopit, T. Ngawhirunpat, T. Rojanarata, C. Choochottiros, and S. Chirachanchai Camptothecin-incorporating N-phthaloylchitosan-g-mPEG self-assembly micellar system: effect of degree of deacetylation Colloids Surf B 60 2007 117 124 (Pubitemid 47302297)
194. P. Opanasopit, T. Ngawhirunpat, T. Rojanarata, C. Choochottiros, and S. Chirachanchai N-Phthaloylchitosan-g-mPEG design for all-trans retinoic acid-loaded polymeric micelles Eur J Pharm Sci 30 2007 424 431 (Pubitemid 46436457)
195. I.M. El-Sherbiny, and H.D.C. Smyth Biodegradable nano-micro carrier systems for sustained pulmonary drug delivery: (I) Self-assembled nanoparticles encapsulated in respirable/swellable semi-IPN microspheres Int J Pharm 395 2010 132 141
196. I.M. El-Sherbiny, S. McGill, and H.D. Smyth Swellable microparticles as carriers for sustained pulmonary drug delivery J Pharm Sci 99 2010 2343 2356
197. T. Ngawhirunpat, N. Wonglertnirant, P. Opanasopit, U. Ruktanonchai, R. Yoksan, K. Wasanasuk, and S. Chirachanchai Incorporation methods for cholic acid chitosan-g-mPEG self-assembly micellar system containing camptothecin Colloids Surf B 74 2009 253 259
198. E. Sin, S.-S. Yi, and Y.-S. Lee Chitosan-g-mPEG-supported palladium (0) catalyst for Suzuki cross-coupling reaction in water J Mol Catal A Chem 315 2010 99 104
199. L. Liu, X. Xu, S. Guo, and W. Han Synthesis and self-assembly of chitosan-based copolymer with a pair of hydrophobic/hydrophilic grafts of polycaprolactone and poly(ethylene glycol) Carbohydr Polym 75 2009 401 407
200. K. Bae, C. Moon, Y. Lee, and T. Park Intracellular delivery of heparin complexed with chitosan-g-poly(ethylene glycol) for inducing apoptosis Pharm Res 26 2009 93 100
201. Z. Xu, X. Wan, W. Zhang, Z. Wang, R. Peng, F. Tao, L. Cai, Y. Li, Q. Jiang, and R. Gao Synthesis of biodegradable polycationic methoxy poly(ethylene glycol)-polyethylenimine-chitosan and its potential as gene carrier Carbohydr Polym 78 2009 46 53
202. C. Choochottiros, R. Yoksan, and S. Chirachanchai Amphiphilic chitosan nanospheres: factors to control nanosphere formation and its consequent pH responsive performance Polymer 50 2009 1877 1886
203. W.-J. Lin, and M.H. Chen Synthesis of multifunctional chitosan with galactose as a targeting ligand for glycoprotein receptor Carbohydr Polym 67 2007 474 480 (Pubitemid 46097080)
204. W.J. Lin, T.D. Chen, and C.-W. Liu Synthesis and characterization of lactobionic acid grafted pegylated chitosan and nanoparticle complex application Polymer 50 2009 4166 4174
205. T.C. Yang, C.C. Chou, and C.F. Li Preparation, water solubility and rheological property of the N-alkylated mono or disaccharide chitosan derivatives Food Res Int 35 2002 707 713
206. W. Zhang, S.R. Pan, X. Zhang, X. Luo, and C. Wang In vitro study on polyethylene glycol-chitosan copolymer as a gene delivery vector Yao Xue Xue Bao 43 2008 848 854
207. M. Kaloti, and H.B. Bohidar Kinetics of coacervation transition versus nanoparticle formation in chitosan-sodium tripolyphosphate solutions Colloids Surf B 81 2010 165 173
208. N. Csaba, M. Köping-Höggrd, E. Fernandez-Megia, R. Novoa-Carballal, R. Riguera, and M.J. Alonso Ionically crosslinked chitosan nanoparticles as gene delivery systems: effect of pegylation degree on in vitro and in vivo gene transfer J Biomed Nanotechnol 5 2009 162 171
209. C.A. Falabella, H. Jiang, M.D. Frame, and W. Chen In vivo validation of biological responses of bfgf released from microspheres formulated by blending poly-lactide-co-glycolide and poly(ethylene glycol)-grafted-chitosan in hamster cheek pouch microcirculatory models J Biomater Sci Polym Ed 20 2009 903 922
210. M. Thanou, J.C. Verhoef, and H.E. Junginger Chitosan and its derivatives as intestinal absorption enhancers Adv Drug Del Rev 50 2001 S91 S101
211. J.M. Smith, M. Dornish, and E.J. Wood Involvement of protein kinase C in chitosan glutamate-mediated tight junction disruption Biomaterials 26 2005 3269 3276 (Pubitemid 39647260)
212. A. Mistry, S. Stolnik, and L. Illum Nanoparticles for direct nose-to-brain delivery of drugs Int J Pharm 379 2009 146 157
213. Y. Zhang, J. Chen, Y. Zhang, Y. Pan, J. Zhao, L. Ren, M. Liao, Z. Hu, L. Kong, and J. Wang A novel PEGylation of chitosan nanoparticles for gene delivery Biotechnol Appl Biochem 46 2007 197 204 (Pubitemid 46587489)
214. O.M. Merkel, D. Librizzi, A. Pfestroff, T. Schurrat, K. Buyens, N.N. Sanders, S.C. De Smedt, M. Béhé, and T. Kissel Stability of siRNA polyplexes from poly(ethylenimine) and poly(ethylenimine)-g-poly(ethylene glycol) under in vivo conditions: effects on pharmacokinetics and biodistribution measured by Fluorescence Fluctuation Spectroscopy and Single Photon Emission Computed Tomography (SPECT) imaging J Controlled Release 138 2009 148 159
215. B. Liang, M.L. He, Z.P. Xiao, Y. Li, C.Y. Chan, H.F. Kung, X.T. Shuai, and Y. Peng Synthesis and characterization of folate-PEG-grafted-hyperbranched- PEI for tumor-targeted gene delivery Biochem Biophys Res Commun 367 2008 874 880
216. J. Dai, S. Zou, Y. Pei, D. Cheng, H. Ai, and X. Shuai Polyethylenimine-grafted copolymer of Poly(l-lysine) and Poly(ethylene glycol) for gene delivery Biomaterials 32 2010 1694 1705
217. K. Itaka, K. Yamauchi, A. Harada, K. Nakamura, H. Kawaguchi, and K. Kataoka Polyion complex micelles from plasmid DNA and poly(ethylene glycol)-poly(-lysine) block copolymer as serum-tolerable polyplex system: physicochemical properties of micelles relevant to gene transfection efficiency Biomaterials 24 2003 4495 4506 (Pubitemid 36960144)
218. A. Kano, K. Moriyama, T. Yamano, I. Nakamura, N. Shimada, and A. Maruyama Grafting of poly(ethylene glycol) to poly-lysine augments its lifetime in blood circulation and accumulation in tumors without loss of the ability to associate with siRNA J Controlled Release 149 2011 2 7
219. Y.H. Yun, H. Jiang, R. Chan, and W. Chen Sustained release of PEG-g-chitosan complexed DNA from poly(lactide-co-glycolide) J Biomater Sci Polym Ed 16 2005 1359 1378 (Pubitemid 44069674)
220. D.J. Gary, N. Puri, and Y.-Y. Won Polymer-based siRNA delivery: perspectives on the fundamental and phenomenological distinctions from polymer-based DNA delivery J Controlled Release 121 2007 64 73 (Pubitemid 47126065)
221. Y. Duan, X. Guan, J. Ge, D. Quan, Y. Zhuo, H. Ye, and T. Shao Cationic nano-copolymers mediated IKKbeta targeting siRNA inhibit the proliferation of human Tenon's capsule fibroblasts in vitro Mol Vis 14 2008 2616 2628
222. R. Duncan, and L. Izzo Dendrimer biocompatibility and toxicity Adv Drug Del Rev 57 2005 2215 2237 (Pubitemid 41759394)
223. K. Jain, P. Kesharwani, U. Gupta, and N.K. Jain Dendrimer toxicity: let's meet the challenge Int J Pharm 394 2010 122 142
224. A. Jintapattanakit, V.B. Junyaprasert, and T. Kissel The role of mucoadhesion of trimethyl chitosan and PEGylated trimethyl chitosan nanocomplexes in insulin uptake J Pharm Sci 98 2009 4818 4830
225. I.M. El-Sherbiny, and H.D.C. Smyth Poly(ethylene glycol)-carboxymethyl chitosan-based pH-responsive hydrogels: photo-induced synthesis, characterization, swelling, and in vitro evaluation as potential drug carriers Carbohydr Res 345 2010 2004 2012
226. H.L. Jiang, J.T. Kwon, Y.K. Kim, E.M. Kim, R. Arote, H.J. Jeong, J.W. Nah, Y.J. Choi, T. Akaike, M.H. Cho, and C.S. Cho Galactosylated chitosan-graft-polyethylenimine as a gene carrier for hepatocyte targeting Gene Ther 14 2007 1389 1398 (Pubitemid 47423738)
227. Y. Wu, C. Liu, X. Zhao, and J. Xiang A new biodegradable polymer: PEGylated chitosan-g-PEI possessing a hydroxyl group at the PEG end J Polym Res 15 2008 181 185
228. F.M. Kievit, O. Veiseh, N. Bhattarai, C. Fang, J.W. Gunn, D. Lee, R.G. Ellenbogen, J.M. Olson, and M. Zhang PEI-PEG-chitosan-copolymer-coated iron oxide nanoparticles for safe gene delivery: synthesis, complexation, and transfection Adv Funct Mater 19 2009 2244 2251
229. A.-J. Wang, J.-J. Xu, and H.-Y. Chen In-situ grafting hydrophilic polymer on chitosan modified poly(dimethylsiloxane) microchip for separation of biomolecules J Chromatogr A 1147 2007 120 126 (Pubitemid 46428263)
230. A.S. Aly, A.M. Abdel-Mohsen, and A. Hebeish Innovative multifinishing using chitosan-O-PEG graft copolymer/citric acid aqueous system for preparation of medical textiles J Text Inst 101 2010 76 90
231. Bentley MD, Zhao X. Hydrogels derived from chitosan and poly(ethylene glycol) or related polymers. US Pat 6602952; 2003.
232. F. Ganji, and M.J. Abdekhodaie The effects of reaction conditions on block copolymerization of chitosan and poly(ethylene glycol) Carbohydr Polym 81 2010 799 804
233. N. Bhattarai, H.R. Ramay, J. Gunn, F.A. Matsen, and M. Zhang PEG-grafted chitosan as an injectable thermosensitive hydrogel for sustained protein release J Controlled Release 103 2005 609 624 (Pubitemid 40471019)
234. S.J. Lee, S.S. Kim, and Y.M. Lee Interpenetrating polymer network hydrogels based on poly(ethylene glycol) macromer and chitosan Carbohydr Polym 41 2000 197 205 (Pubitemid 30509275)
235. J. Wu, W. Wei, L.-Y. Wang, Z.-G. Su, and G.-H. Ma A thermosensitive hydrogel based on quaternized chitosan and poly(ethylene glycol) for nasal drug delivery system Biomaterials 28 2007 2220 2232 (Pubitemid 46216447)
236. J.R. Khurma, and A.V. Nand Temperature and pH sensitive hydrogels composed of chitosan and poly(ethylene glycol) Polym Bull 59 2008 805 812 (Pubitemid 350188752)
237. H.-W. Sung, R.-N. Huang, L.L.H. Huang, and C.-C. Tsai In vitro evaluation of cytotoxicity of a naturally occurring cross-linking reagent for biological tissue fixation J Biomater Sci Polym Ed 10 1999 63 78 (Pubitemid 29097232)
238. M. Rafat, F. Li, P. Fagerholm, N.S. Lagali, M.A. Watsky, R. Munger, T. Matsuura, and M. Griffith PEG-stabilized carbodiimide crosslinked collagen-chitosan hydrogels for corneal tissue engineering Biomaterials 29 2008 3960 3972
239. T.H. Kim, H.L. Jiang, D. Jere, I.K. Park, M.H. Cho, J.W. Nah, Y.J. Choi, T. Akaike, and C.S. Cho Chemical modification of chitosan as a gene carrier in vitro and in vivo Prog Polym Sci 32 2007 726 753 (Pubitemid 46977435)