Nano- and microgels through addition reactions of functional oligomers and polymers

Advances in Polymer Science

Volumn 234, Issue , 2010, Pages 65-93

  Albrecht, Krystyna ^a   Moeller, Martin ^a   Groll, Juergen ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

Addition reactions; Disulfide bridges; Drug delivery; Michael addition; Microgel; Prepolymers

Indexed keywords

EID: 84875823464     PISSN: 00653195     EISSN: None     Source Type: Book Series    
DOI: 10.1007/12-2010-69     Document Type: Review

References (144)

1. Peppas NA, Hilt JZ, Khademhosseini A, Langer R (2006) Adv Mater 18:1345
2. Kabanov AV, Vinogradov SV (2009) Angew Chem Int Ed Engl 48:5418
3. Pich A, Richtering W (2010) Adv Polym Sci doi: 10.1007/12-2010-70
4. Oh JK, Drumright R, Siegwart DJ, Matyjaszewski (2008) Prog Polym Sci 33:448
5. Landfester K, Musyanovych A (2010) Adv Polym Sci doi: 10.1007/12-2010-68
6. Hennik WE, van Nostrum CF (2002) Adv Drug Deliv Rev 54:13
7. van Tomme SR, Storm G, Hennink WE (2008) Int J Pharm 355:1
8. Hoare TR, Kohane DS (2008) Polymer 49:1993
9. De Geest BG, Dejugnat C, Sukhorukov GB, Braeckmans K, De Smedt SC, Demeester J (2005) Adv Mater 17:2357
10. Oh JK, Lee DI, Park JM (2009) Prog Polym Sci 34:1261
11. Raemdonck K, Demeester J, De Smedt S (2009) Soft Matter 5:707
12. Soussan E, Cassel S, Blanzat M, Rico-Lattes I (2009) Angew Chem Int Ed Engl 48:274
13. Rivest C, Morrison DWG, Ni B, Rubin J, Yadav V, Mahdavi A, Karp JM, Khademhosseini A (2007) J Mech Mater Struct 2:1103
14. Liu Z, Jiao Y, Wang Y, Zhou C, Zhang Z (2008) Adv Drug Deliv Rev 60:1650
15. Voet D, Voet JG (2005) Biochemistry, 3rd edn. Wiley, New York
16. Gilbert HF (1995) Meth Enzymol 251:8
17. Meister A, Anderson ME (1983) Annu Rev Biochem 52:711
18. Wu G, Fang Y-Z, Yang S, Lupton JR, Turner ND (2004) J Nutr 134:489
19. Saito G, Swanson JA, Lee K-D (2003) Adv Drug Deliv Rev 55:199
20. Meng F, Hennink WE, Zhong Z (2009) Biomaterials 30:2180
21. Kosower NS, Kosower EM (1995) Meth Enzymol 251:123
22. Shu XZ, Liu Y, Luo Y, Roberts MC, Prestwich GD (2002) Biomacromolecules 3:1304
23. Hahn SK, Park JK, Tomimatsu T, Shimobouji T (2007) Int J Biol Macromol 40:374
24. Goessl A, Tirelli N, Hubbell JA (2004) J Biomater Sci Polym Ed 15:895
25. Mather BD, Viswanathan K, Miller KM, Long TE (2006) Prog Polym Sci 31:487
26. Qiu B, Stefanos S, Ma J, Lalloo A, Perry BA, Leibowitz MJ, Sinko PJ, Stein S (2003) Biomaterials 24:11
27. Hiemstra C., van der Aa LJ, Zhong Z, Dijkstra PJ, Feijen J (2007) Macromolecules 40:1165
28. Gehrke SH, Uhden LH, McBride JF (1998) J Control Release 55:21
29. Lutolf MP, Tirelli N, Cerritelli S, Cavalli L, Hubbell JA (2001) Bioconjug Chem 12:1051
30. Metters A, Hubbell J (2005) Biomacromolecules 6:290
31. Kim M-S, Choi Y-J, Noh I, Tae G (2007) J Biomed Mater Res A 83A:674
32. Han S-C, He W-D, Li J, Li L-Y, Sun X-L, Zhang B-Y, Pan T-T (2009) J Polym Sci A Polym Chem 47:4074
33. Yamaguchi N, Kiick KL (2005) Biomacromolecules 6:1921
34. Schultz KM, Baldwin AD, Kiick KL, Furst EM (2009) Macromolecules 42:5310
35. Kratz F, Warnecke A, Riebeseel K, Rodrigues PCA (2002) In: Dumitriu S (ed) Polymeric biomaterials. Marcel Dekker, New York, p 859
36. van Dijk M, Rijkers DTS, Liskamp RM, van Nostrum CF, Hennink WE (2009) Bioconjug Chem 20:2001
37. Hermanson GT (2008) Bioconjugate techniques, 2nd edn. Elsevier, Amsterdam
38. Hoare DG, Koshland DE (1966) J Am Chem Soc 88:2057
39. Kunkel GR, Mehrabian M, Martinson HG (1981) Mol Cell Biol 34:3
40. Lomant AJ, Fairbanks G (1976) J Mol Biol 104:243
41. Wang K, Richards F (1974) J Biol Chem 249:8005
42. Paul R, Anderson GW (1960) J Am Chem Soc 82:4596
43. Gasteier P, Reska A, Schulte P, Salber J, Offenhäusser A, Moeller M, Groll J (2007) Macromol Biosci 7:1010
44. Smyth DG (1967) J Biol Chem 242:1592
45. Janes KA, Calvo P, Alonso MJ (2001) Adv Drug Deliv Rev 47:83
46. Agnihotri SA, Mallikarjuna NN, Aminabhavi TM (2004) J Control Release 100:5
47. Prabaharan M, Mano JF (2005) Drug Deliv 12:41
48. Hoffman AS (2002) Adv Drug Deliv Rev 54:3
49. Coviello T, Matricardi P, Marianecci C, Alhaique F (2007) J Control Release 119:5
50. Lee KY, Mooney DJ (2001) Chem Rev 101:1869
51. Payne GF, Raghavan SR (2007) Soft Matter 3:521
52. Illum L (1998) Pharm Res 15:1326
53. Fraser JRE, Laurent TC, Laurent UBG (1997) J Intern Med 242:27
54. Asari A (2004) In: Garg HG, Hales CA (eds) Chemistry and biology of hyaluronan. Elsevier, Amsterdam, pp 457-468
55. Leach JB, Schmidt C (2004) In: Wnek GE, Bowlin GL (eds) Encyclopedia of biomaterials and biomedical engineering. Marcel Dekker, New York, pp 779-788
56. Phillips GO (1992) In: Glasser WG, Hatakayma H (eds) Viscoelasticity of biomaterials. ACS symposium series, vol 489. American Chemical Society, Washington DC, p 168
57. Capila I, Linhardt RJ (2002) Angew Chem Int Ed Engl 41:390
58. Bernkop-Schnürch A, Schwarz V, Steininger S (1999) Pharm Res 16:876
59. Bernkop-Schnürch A, Hornof M, Pinter Y (2003) Int J Pharm 260:229
60. Bernkop-Schnürch A, Guggi D, Pinter Y (2004) J Control Release 94:177
61. Krauland AH, Guggi D, Bernkop-Schnürch A (2006) Int J Pharm 307:270
62. Krauland AH, Leitner VM, Grabovac V, Bernkop-Schnürch A (2006) J Pharm Sci 95:2463
63. Schmitz T, Bravo-Osuna I, Vauthier C, Ponchel G, Loretz B, Bernkop-Schnürch A (2007) Biomaterials 28:524
64. Loretz B, Thaler M, Bernkop-Schnürch A (2007) Bioconjug Chem 18:1028
65. Atyabi F, Talaie F, Dinarvand R (2009) J Nanosci Nanotechnol 9:4593
66. Lee D, Zhang W, Shirley SA, Kong X, Hellermann GR, Lockey RF, Mohapatra SS (2007) Pharm Res 24:157
67. Shu S, Wang X, Zhang X, Zhang, X, Wang Z, Li C (2009) New J Chem 33:1882
68. Hahn SK, Kim JS, Shimobouji T (2006) J Biomed Mater Res 80A:916
69. Lee, H, Mok H, Lee S, Oh Y-K, Park TG (2007) J Control Release 119:245
70. Lee, H, Jeong Y, Park TG (2007) Biomacromolecules 8:3705
71. Morimoto N, Qui X-P, Winnik FM, Akiyoshi K (2008) Macromolecules 41:5985
72. Bae KH, Mok H, Park TG (2008) Biomaterials 29:3376
73. Wong SS (1991) Chemistry of protein conjugation and cross-linking. CRC, Boca Raton
74. Gao J, Haidar G, Lu X, Hu Z (2001) Macromolecules 34:2242
75. Xia X, Tang S, Lu X, Hu Z (2003) Macromolecules 36:3695
76. Cai T, Hu Z (2004) Langmuir 20:7355
77. Jha AK, Hule RA, Jiao T, Teller SS, Clifton RJ, Duncan RL, Pochan DJ, Jia X (2009) Macromolecules 42:537
78. Scott EA, Nichols, MD, Cordova, LH, George BJ, Jun Y-S, Elbert DL (2008) Biomaterials 29:4481
79. Hasegawa U, Sawada S-I, Shimizu T, Kishida T, Otsuji E, Mazda O, Akiyoshi K (2009) J Control Release 140:312
80. Monteiro OAC, Airoldi C (1999) Int J Biol Macromol 26:119
81. Denkbas EB, Seyyal M, Piskin E (1999) J Microencapsul 16:741
82. Al-Helw AA, Al-Angary AA, Mahrous GM, Al-Dardari MM(1998) JMicroencapsul 15:373
83. Thanoo BC, Sunny MC, Jayakrishnan A (1992) J Pharm Pharmacol 44:283
84. Jameela SR, Kumary TV, Lal AV, Jayakrishnan A (1998) J Control Release 52:17
85. Kumbar SG, Kulkarni A, Aminabhavi TM (2002) J Microencapsul 19:173
86. Mitra A, Gaur U, Ghosh PC, Maitra AN (2001) J Control Release 74:317
87. He P, Davis SS, Illum L (1998) Int J Pharm 166:75
88. He P, Davis SS, Illum L (1999) Int J Pharm 187:53
89. Wang L-Y, Ma G-H, Su Z-G (2005) J Control Release 106:62
90. Wang L-Y, Gu Y-H, Zhou Q-Z, Ma G-H, Wan Y-H, Su Z-G (2006) Colloids Surf B Biointerfaces 50:126
91. Wei W, Wang L-Y, Yuan L, Wei Q, Yang X-D, Su Z-G, Ma G-H (2007) Adv Funct Mater 17:3153
92. Bodnar M, Hartmann JF, Borbely J (2005) Biomacromolecules 6:2521
93. Bodnar M, Hartmann JF, Borbely J (2006) Biomacromolecules 7:3030
94. Yun YH, Goetz DJ, Yellen P, Chen W (2004) Biomaterials 25:147
95. Jia X, Yeo Y, Clifton RJ, Jiao T, Kohane DS, Kobler JB, Zeitels SM, Langer R (2006) Biomacromolecules 7:3336
96. Shen X, Zhang L, Jiang X, Hu Y, Guo J (2007) Angew Chem Int Ed Engl 46:7104
97. Yamaoka T, Tabata Y, Ikada Y (1994) J Pharm Sci 83:601
98. Harris JM, Zalipsky S (eds) (1997) Poly(ethylene glycol): chemistry and biological applications. American Chemical Society, Washington DC
99. Prime KL, Whitesides GM (1993) J Am Chem Soc 115:10714
100. Leckband D, Sheth S, Halperin A (1999) J Biomater Sci Polym Ed 10:1125
101. Oral E, Peppas NA (2004) J Biomed Mater Res 68A:439
102. Lutolf MP, Hubbell JA (2003) Biomacromolecules 4:713
103. Dhanasingh A, Salber J, Moeller M, Groll J (2010) Soft Matter. 6:618
104. Vandenberg EJ (1985) J Polym Sci A Polym Chem 23:915
105. Sunder A, Hanselmann R, Frey H, Mülhaupt R (1999) Macromolecules 32:4240
106. Dworak A, Baran G, Trzebicka B, Wałach W (1999) React Funct Polym 42:31
107. Erberich M, Keul H, Möller M (2007) Macromolecules 40:3070
108. Keul H, Möller M (2009) J Polym Sci A Polym Chem 47:3209
109. Kainthan RK Janzen J, Levin E, Devine DV, Brooks DE (2006) Biomacromolecules 7:703
110. Boussif O, Lezoualc'h F, ZantaMA,MergnyMD, Scherman D, Demeneix B, Behr J-P (1995) Proc Natl Acad Sci USA 92:7297
111. Pack DW, Hoffman AS, Pun S, Stayton PS (2005) Nat Rev Drug Discov 4:581
112. Garnett MC (1999) Crit Rev Ther Drug Carrier Syst 16:147
113. Behr J-P (1997) Chimia 51:34
114. Peng Q, Zhong Z, Zhuo R (2008) Bioconjug Chem 19:499
115. Forrest ML, Koerber JT, Pack DW (2003) Bioconjug Chem 14:934
116. Kloeckner J, Wagner E, Ogris M (2006) Eur J Pharm Sci 29:414
117. Gosselin MA, Guo W, Lee RJ (2001) Bioconjug Chem. 12:989
118. Wang Y, Chen P, Shen J (2006) Biomaterials 27:5292
119. Thomas M, Ge Q, Lu JJ, Chen J, Klibanov A (2005) Pharm Res 22:373
120. Schmidt-Wolf GD., Schmidt-Wolf, IGH (2003) Trends Mol Med 9:67
121. Park TG, Jeong JH, Kim SW (2006) Adv Drug Deliv Rev 58:467
122. Bauhuber S, Hozsa C, Breunig M, Göpferich A (2009) Adv Mat 21:3286
123. Luten J, van Nostrum CF, De Smedt SC, Hennink WE (2008) J Control Release 126:97
124. Jere D, Jiang HL, Arote R, Kim YK, Choi YJ, Cho MH, Akaike T, Cho CS (2009) Expert Opin Drug Deliv 6:827
125. Aliyar HA, Hamilton PD, Remsen EE, Ravi N (2005) J Bioact Compat Polym 20:169
126. Groll J, Singh S, Albrecht K, Moeller M (2009) J Polym Sci A Polym Chem 47:5543
127. Nichols MD, Scott EA, Elbert DL (2009) Biomaterials 30:5283
128. Mok H, Park TG (2006) Bioconjug Chem 17:1369
129. Vinogradov S, Batrakova E, Kabanov A (1999) Colloids Surf B Biointerfaces 16:291
130. Vinogradov SV, Bronich TK, Kabanov AV (2002) Adv Drug Deliv Rev 54:135
131. Bronich TK, Vinogradov SV, Kabanov AV (2001) Nano Lett 1:535
132. Vinogradov SV, Batrakova EV, Kabanov AV (2004) Bioconjug Chem 15:50
133. Vinogradov SV (2006) Curr Pharm Res 12:4703
134. Vinogradov SV, Zeman AD, Batrakova EV, Kabanov AV (2005) J Control Release 107:143
135. Vinogradov SV, Kohli E, Zeman AD (2006) Pharm Res 23:920
136. Nimesh S, Goyal A, Pawar V, Jayaraman S, Kumar P, Chandra R, Singh Y, Gupta KC (2006) J Control Release 110:457
137. Swami A, Goyal R, Tripathi SK, Singh N, Katiyar N, Mishra AK, Gupta KC (2009) Int J Pharm 374:125
138. Kohli E, Han H-Y, Zeman AD, Vinogradov SV (2007) J Control Release 121:19
139. Neu M, Sitterberg J, Bakowsky U, Kissel T (2006) Biomacromolecules 7:3428
140. NeuM, Germerhaus O,Mao S, Voigt KH, BeheM, Kissel T (2007) J Control Release 118:370
141. Deng R, Yue Y, Jin F, Chen Y, Kung H-F, Lin MCM,Wu C (2009) J Control Release 140:40
142. Lee Y, Park SY, Kim C, Park TG (2009) J Control Release 135:89
143. Dalton PD, Hostert C, Albrecht K, Moeller M, Groll J (2008) Macromol Biosci 8:923
144. Caraculacu AA, Coseri S (2001) Prog Polym Sci 26:799