Ethylene Oxide Polymers: Synthesis, Modification, Topology, and Applications
Hongying Shen,
Guowei Wang,
Hongying Shen
State Key Laboratory of Molecular Engineering of Polymers, Collaborative Innovation Centre of Polymers and Polymer Composite Materials, Department of Macromolecular Science, Fudan University, Shanghai, People's Republic of China
Search for more papers by this authorGuowei Wang
State Key Laboratory of Molecular Engineering of Polymers, Collaborative Innovation Centre of Polymers and Polymer Composite Materials, Department of Macromolecular Science, Fudan University, Shanghai, People's Republic of China
Search for more papers by this authorHongying Shen,
Guowei Wang,
Hongying Shen
State Key Laboratory of Molecular Engineering of Polymers, Collaborative Innovation Centre of Polymers and Polymer Composite Materials, Department of Macromolecular Science, Fudan University, Shanghai, People's Republic of China
Search for more papers by this authorGuowei Wang
State Key Laboratory of Molecular Engineering of Polymers, Collaborative Innovation Centre of Polymers and Polymer Composite Materials, Department of Macromolecular Science, Fudan University, Shanghai, People's Republic of China
Search for more papers by this authorFirst published: 14 May 2018
Abstract
This article reviews the synthesis, modification, topology, and applications of ethylene oxide polymers (PEGs). The synthetic strategies presented involve the anionic ring-opening polymerization, cationic ring-opening polymerization, coordination polymerization, aluminum-activated polymerization, and metal-free polymerization. The modification concerns the mPEG derivatives, telechelic and heterotelechelic PEG. PEGs topologies discussed are focused on the block, star-shaped, hyperbranched, and dendrimer-like polymers. Based on the well-defined modification and topology construction of PEGs, their applications in bioconjugation (or PEGylation) and pharmaceutical field, as well as in solid electrolyte, separation science, and support resins are presented. The article aims to help the readers to comprehensively understand the recent progress on PEGs and motivate further interest on these “evergreen” polymers.
Bibliography
- 1 D. Attwood, Z. Y. Zhou, and C. Booth, Expert Opin. Drug Del. 4, 533–546 (2007).
- 2 A. A. D'souza and R. Shegokar, Expert Opin. Drug Del. 13, 1257–1275 (2016).
- 3 G. Lapienis, Prog. Polym. Sci. 34, 852–892 (2009).
- 4 D. Neugebauer, Polym. Int. 56, 1469–1498 (2007).
- 5 C. Fruijtier-Polloth, Toxicology 214, 1–38 (2005).
- 6 C. Dingels, M. Schoemer, and H. Frey, Chem. Unserer, Zeit. 45, 338–349 (2011).
- 7 C. A. Wurtz, Ann. Chim. Phys. 317−354 (1863).
- 8 H. Staudinger and O. Schweitzer, Ber. Dtsch. Chem. Ges. 62, 2395–2405 (1929).
- 9 P. J. Flory, J. Am. Chem. Soc. 62, 1561–1565 (1940).
- 10
C. B. Tsvetanov, E. B. Petrova, and I. M. Panayotov, J. Macromol. Sci. Chem. A
22, 1309–1324 (1985).
10.1080/00222338508063335 Google Scholar
- 11 I. V. Berlinova, I. M. Panayotov, and C. B. Tsvetanov, Eur. Polym. J. 13, 757–760 (1977).
- 12 S. Penczek, M. Cypryk, A. Duda, P. Kubisa, and S. Slomkowski, Prog. Polym. Sci. 32, 247–282 (2007).
- 13 J. Raynaud, C. Absalon, Y. Gnanou, and D. Taton, J. Am. Chem. Soc. 131, 3201–3209 (2009).
- 14 D. H. Richards and M. Szwarc, Trans. Faraday Soc. 55, 1644–1650 (1959).
- 15 D. Lassalle, S. Boileau, and P. Sigwalt, Eur. Polym. J. 13, 587–589 (1977).
- 16 D. Lassalle, S. Boileau, and P. Sigwalt, Eur. Polym. J. 13, 591–597 (1977).
- 17 J. Zhao, D. Pahovnik, Y. Gnanou, and N. Hadjichristidis, Macromolecules 47, 1693–1698 (2014).
- 18 A. A. Solovyanov and K. S. Kazanski, Vysokomol. Soedin., Ser. A 14, 1063 (1972).
- 19 R. G. Pearson, J. Am. Chem. Soc. 85, 3533-& (1963).
- 20 C. E. H. Bawn, A. Ledwith, and N. McFarlan, Polymer 10, 653-& (1969).
- 21 K. S. Kazanskii, A. A. Solovyanov, and S. G. Entelis, Eur. Polym. J. 7, 1421-+ (1971).
- 22 C. C. Price and Carmelit.Dd, J. Am. Chem. Soc. 88, 4039-& (1966).
- 23 L. P. Blanchard, V. Hornof, J. Moinard, and F. Tahiani, J. Polym. Sci., Polym. Chem. 10, 3089–3102 (1972).
- 24 A.-L. Brocas, C. Mantzaridis, D. Tunc, and S. Carlotti, Prog. Polym. Sci. 38, 845–873 (2013).
- 25 R. Mathis, P. Hubert, and E. Dellacherie, J. Chromatogr. 347, 291–296 (1985).
- 26 A. Stolarzewicz, Makromol. Chem. 187, 745–752 (1986).
- 27 A. Stolarzewicz, Z. Grobelny, and M. Kowalczuk, J. Organomet. Chem. 492, 111–113 (1995).
- 28 R. Knischka, P. J. Lutz, A. Sunder, R. Mulhaupt, and H. Frey, Macromolecules 33, 315–320 (2000).
- 29 X. S. Feng, D. Taton, E. L. Chaikof, and Y. Gnanou, J. Am. Chem. Soc. 127, 10956–10966 (2005).
- 30 J. E. Figuerue and D. J. Worsfold, Eur. Polym. J. 1968, 4, 439-&.
- 31 C. Mangold, F. Wurm, and H. Frey, Polym. Chem. 3, 1714–1721 (2012).
- 32 I. V. Berlinova, I. M. Panayotov, and K. B. Tsvetanov, Vysokomol. Soedin., Ser. B 20, 839–842 (1978).
- 33 P. Sigwalt and S. Boileau, J. Polym. Sci. Polym. Symp. 51–64 (1978).
- 34 C. J. Chang, R. F. Kiesel, and T. E. Hogenesc, J. Am. Chem. Soc. 95, 8446–8448 (1973).
- 35 A. Deffieux and S. Boileau, Polymer 18, 1047–1050 (1977).
- 36 L. V. Vinogradova, V. N. Sgonnik, A. A. Ilina, D. T. Dotcheva, and C. B. Tsvetanov, Macromolecules 25, 6733–6738 (1992).
- 37 B. Wojtech, Makromol. Chem. 66, 180–195 (1963).
- 38 A. Deffieux, E. Graf, and S. Boileau, Polymer 22, 549–552 (1981).
- 39 A. Stolarzewicz, D. Neugebauer, and Z. Grobelny, Macromol. Chem. Phys. 196, 1295–1300 (1995).
- 40 A. Stolarzewicz, D. Neugebauer, and J. Grobelny, Macromol. Rapid Commun. 17, 787–793 (1996).
- 41 R. P. Quirk, F. X. You, C. Wesdemiotis, and M. A. Arnould, Macromolecules 37, 1234–1242 (2004).
- 42 C. Tonhauser and H. Frey, Macromol. Rapid Commun. 31, 1938–1947 (2010).
- 43 R. P. Quirk, Y. Guo, C. Wesdemiotis, and M. A. Arnould, Polymer 45, 3423–3428 (2004).
- 44 S. Kobayashi, K. Morikawa, and T. Saegusa, Polym. J. 11, 405–412 (1979).
- 45
S. Penczek, J. Polym. Sci., Polym. Chem. 38, 1919–1933 (2000).
10.1002/(SICI)1099-0518(20000601)38:11<1919::AID-POLA10>3.0.CO;2-W CAS Web of Science® Google Scholar
- 46 R. A. Miller and C. C. Price, J. Polym. Sci. 34, 161–163 (1959).
- 47 E. J. Vandenberg, J. Polym. Sci. 47, 486–489 (1960).
- 48
M. Osgan and P. Teyssie, J. Polym. Sci., Polym. Lett.
5, 789-& (1967).
10.1002/pol.1967.110050910 Google Scholar
- 49 H. L. Hsieh, J. Appl. Polym. Sci. 15, 2425-& (1971).
- 50 P. Dimitrov, E. Hasan, S. Rangejov, B. Trzebicka, A. Dworak, and C. B. Tsvetanov, Polymer 43, 7171–7178 (2002).
- 51 S. Chen, N. P. Xu, and J. Shi, Prog. Org. Coat. 49, 125–129 (2004).
- 52 Y.-J. Huang, X.-H. Zhang, Z.-J. Hua, S.-L. Chen, and G.-R. Qi, Macromol. Chem. Phys. 211, 1229–1237 (2010).
- 53 R.-J. Wei, Y.-Y. Zhang, X.-H. Zhang, B.-Y. Du, and Z.-Q. Fan, RSC Adv. 4, 21765–21771 (2014).
- 54 S. Chen, P. Zhang, and L. Chen, Prog. Org. Coat. 50, 269–272 (2004).
- 55 X.-H. Zhang, Z.-J. Hua, S. Chen, F. Liu, X.-K. Sun, and G.-R. Qi, Appl. Catal. A—Gen. 325, 91–98 (2007).
- 56 S. J. Yu, Y. Liu, S. J. Byeon, D. W. Park, and I. Kim, Catal. Today 232, 75–81 (2014).
- 57 T. Aida, R. Mizuta, Y. Yoshida, and S. Inoue, Makromol. Chem. 182, 1073–1079 (1981).
- 58 T. Aida, K. Wada, and S. Inoue, Macromolecules 20, 237–241 (1987).
- 59 T. Yasuda, T. Aida, and S. Inoue, Macromolecules 17, 2217–2222 (1984).
- 60 T. Aida and S. Inoue, Acc. Chem. Res. 29, 39–48 (1996).
- 61 H. Sugimoto and S. Inoue, in A. Abe, A. C. Albertsson, H. J. Cantow, K. Dusek, S. Edwards, H. Hocker, J. F. Joanny, H. H. Kausch, T. Kobayashi, K. S. Lee, J. E. McGarth, L. Monnerie, S. I. Stupp, U. W. Suter, E. L. Thomas, G. Wegner, and R. J. Young, eds. Polymer Synthesis Polymer-Polymer Complexation, Advances in Polymer Science, Vol. 146, Springer, Berlin, 1999, pp. 39–119.
- 62 H. Sugimoto, C. Kawamura, M. Kuroki, T. Aida, and S. Inoue, Macromolecules 27, 2013–2018 (1994).
- 63 V. Rejsek, P. Desbois, A. Deffieux, and S. Carlotti, Polymer 51, 5674–5679 (2010).
- 64 C. Billouard, S. Carlotti, P. Desbois,and A. Deffieux, Macromolecules 37, 4038–4043 (2004).
- 65 V. Rejsek, D. Sauvanier, C. Billouard, P. Desbois, A. Deffieux, and S. Carlotti, Macromolecules 40, 6510–6514 (2007).
- 66 A.-L. Brocas, A. Deffieux, N. Le Malicot, and S. Carlotti, Polym. Chem. 3, 1189–1195 (2012).
- 67 A. Labbe, S. Carlotti, C. Billouard, P. Desbois, and A. Deffieux, Macromolecules 40, 7842–7847 (2007).
- 68 A. Deffieux, S. Carlotti, and P. Desbois, Macromol. Symp. 229, 24–31 (2005).
- 69 S. Carlotti, P. Desbois, C. Billouard and A. Deffieux, Polym. Int. 55, 1126–1131 (2006).
- 70 M. Gervais, A. Labbe, S. Carlotti, and A. Deffieux, Macromolecules 42, 2395–2400 (2009).
- 71 K. Sakakibara, K. Nakano, and K. Nozaki, Chem. Commun. 2395–2400 (2006), DOI: 10.1039/b606693c,3334-3336.
- 72 H. V. Babu and K. Muralidharan, Polymer 55, 83–94 (2014).
- 73 K. Roos and S. Carlotti, Eur. Polym. J. 70, 240–246 (2015).
- 74 A.-L. Brocas, M. Gervais, S. Carlotti, and S. Pispas, Polym. Chem. 3, 2148–2155 (2012).
- 75 S. S. Mueller, C. Moers, and H. Frey, Macromolecules 47, 5492–5500 (2014).
- 76 A. Labbe, A.-L. Brocas, E. Ibarboure, T. Ishizone, A. Hirao, A. Deffieux, and S. Carlotti, Macromolecules 44, 6356–6364 (2011).
- 77
A. Labbe, S. Carlotti, A. Deffieux, and A. Hirao, Macromol. Symp.
249, 392–397 (2007).
10.1002/masy.200750409 Google Scholar
- 78 R. P. Quirk and J. J. Ma, J. Polym. Sci., Polym. Chem. 26, 2031–2037 (1988).
- 79 K. Sakakibara, K. Nakano, and K. Nozaki, Macromolecules 40, 6136–6142 (2007).
- 80 R. Schwesinger and H. Schlemper, Angew. Chem., Int. Ed. 26, 1167–1169 (1987).
- 81 A. Solladie-Cavallo, T. Liptaj, M. Schmitt, and A. Solgadi, Tetrahedron Lett. 43, 415–418 (2002).
- 82 H. Misaka, R. Sakai, T. Satoh, and T. Kakuchi, Macromolecules 44, 9099–9107 (2011).
- 83 A. Hirao, R. Goseki, and T. Ishizone, Macromolecules 47, 1883–1905 (2014).
- 84 J. Zhao, H. Schlaad, S. Weidner, and M. Antonietti, Polym. Chem. 3, 1763–1768 (2012).
- 85 B. Esswein, N. M. Steidl, and M. Moller, Macromol. Rapid Commun 17, 143–148 (1996).
- 86 R. Schwesinger, C. Hasenfratz, H. Schlemper, L. Walz, E. M. Peters, K. Peters, and H. G. Vonschnering, Angew. Chem., Int. Ed. 32, 1361–1363 (1993).
- 87 J. Zhao, D. Pahovnik, Y. Gnanou, and N. Hadjichristidis, Polym. Chem. 5, 3750–3753 (2014).
- 88 H. Misaka, E. Tamura, K. Makiguchi, K. Kamoshida, R. Sakai, T. Satoh, and T. Kakuchi, J. Polym. Sci., Polym. Chem. 50, 1941–1952 (2012).
- 89 B. Esswein and M. Moller, Angew. Chem., Int. Ed. 35, 623–625 (1996).
- 90 H. Keul and M. Moeller, J. Polym. Sci., Polym. Chem. 47, 3209–3231 (2009).
- 91 H. Schmalz, M. G. Lanzendorfer, V. Abetz, and A. H. E. Muller, Macromol. Chem. Phys. 204, 1056–1071 (2003).
- 92 M. Hans, H. Keul, and M. Moeller, Polymer 50, 1103–1108 (2009).
- 93 A. A. Toy, S. Reinicke, A. H. E. Mueller, and H. Schmalz, Macromolecules 40, 5241–5244 (2007).
- 94 J. Justynska, Z. Hordyjewicz, and H. Schlaad, Polymer 46, 12057–12064 (2005).
- 95 G. Floudas, B. Vazaiou, F. Schipper, R. Ulrich, U. Wiesner, H. Iatrou, and N. Hadjichristidis, Macromolecules 34, 2947–2957 (2001).
- 96 H. Schmalz, A. Knoll, A. J. Muller, and V. Abetz, Macromolecules 35, 10004–10013 (2002).
- 97 M. Siebert, K. Albrecht, R. Spiertz, H. Keul, and M. Moeller, Soft Matter 7, 587–594 (2011).
- 98 S. Reinicke, J. Schmelz, A. Lapp, M. Karg, T. Hellweg, and H. Schmalz, Soft Matter 5, 2648–2657 (2009).
- 99 F. Schacher, M. Muellner, H. Schmalz, and A. H. E. Mueller, Macromol. Chem. Phys. 210, 256–262 (2009).
- 100 L. Zhang, F. Nederberg, R. C. Pratt, R. M. Waymouth, J. L. Hedrick, and C. G. Wade, Macromolecules 40, 4154–4158 (2007).
- 101 L. Zhang, F. Nederberg, J. M. Messman, R. C. Pratt, J. L. Hedrick, and C. G. Wade, J. Am. Chem. Soc. 129, 12610-+ (2007).
- 102 H. Yang, J. Xu, S. Pispas, and G. Zhang, Macromolecules 45, 3312–3317 (2012).
- 103 J. Xu, J. Yang, X. Ye, C. Ma, G. Zhang, and S. Pispas, J. Polym. Sci., Polym. Chem. 53, 846–853 (2015).
- 104 T. Isono, K. Kamoshida, Y. Satoh, T. Takaoka, S.-I. Sato, T. Satoh, and T. Kakuchi, Macromolecules 46, 3841–3849 (2013).
- 105 T. Isono, Y. Satoh, K. Miyachi, Y. Chen, S.-I. Sato, K. Tajima, T. Satoh, and T. Kakuchi, Macromolecules 47, 2853–2863 (2014).
- 106 M. Fevre, J. Pinaud, Y. Gnanou, J. Vignolle, and D. Taton, Chem. Soc. Rev. 42, 2142–2172 (2013).
- 107 S. Naumann and M. R. Buchmeiser, Catal. Sci. Technol. 4, 2466–2479 (2014).
- 108 S. Naumann and A. P. Dove, Polym. Chem. 6, 3185–3200 (2015).
- 109 J. Raynaud, C. Absalon, Y. Gnanou, and D. Taton, Macromolecules 43, 2814–2823 (2010).
- 110 J. Raynaud, W. N. Ottou, Y. Gnanou, and D. Taton, Chem. Commun. 46, 3203–3205 (2010).
- 111 J. Li and W. J. Kao, Biomacromolecules 4, 1055–1067 (2003).
- 112 G. Johansson and M. Joelsson, Biotechnol. Bioeng. 27, 621–625 (1985).
- 113 N. V. Khue and J. C. Galin, J. Appl. Polym. Sci. 30, 2761–2778 (1985).
- 114 S. Zalipsky, C. Gilon, and A. Zilkha, Eur. Polym. J. 19, 1177–1183 (1983).
- 115 S. Zalipsky, Bioconjugate Chem. 6, 150–165 (1995).
- 116 A. F. Buckmann, M. Morr, and M. R. Kula, Biotechnol. Appl. Biochem. 9, 258–268 (1987).
- 117 A. F. Buckmann, M. Morr and G. Johansson, Makromol. Chem. 182, 1379–1384 (1981).
- 118 V. N. R. Pillai, M. Mutter, E. Bayer, and I. Gatfield, J. Org. Chem. 45, 5364–5370 (1980).
- 119 R. J. Devos and E. J. Goethals, Makromol. Chem.—Rapid Commun. 6, 53–56 (1985).
- 120 S. Zalipsky, F. Albericio, U. Slomczynska, and G. Barany, Int. J. Pept. Protein Res. 30, 740–783 (1987).
- 121 J. M. Harris, E. C. Struck, M. G. Case, M. S. Paley, J. M. Vanalstine, and D. E. Brooks, J. Polym. Sci., Polym. Chem. 22, 341–352 (1984).
- 122 A. K. Khachadurian, C. H. Fung, T. Vanes, and F. F. Davis, Biochim. Biophys. Acta 665, 434–441 (1981).
- 123 L. O. Persson and B. Olde, J. Chromatogr. 457, 183–193 (1988).
- 124 C. Tilcock, Q. F. Ahkong, and D. Fisher, Biochim. Biophys. Acta 1148, 77–84 (1993).
- 125 M. B. Stark and K. Holmberg, Biotechnol. Bioeng. 34, 942–950 (1989).
- 126 R. J. Goodson and N. V. Katre, Bio-Technology 8, 343–346 (1990).
- 127 J. N. Herron, C. A. Gentry, S. S. Davies, A. P. Wei, and J. N. Lin, J. Controlled Release 28, 155–166 (1994).
- 128 J. Loccufier, J. Crommen, J. Vandorpe, and E. Schacht, Makromol. Chem.—Rapid Commun. 12, 159–165 (1991).
- 129 S. Zalipsky, J. L. Chang, F. Albericio, and G. Barany, React. Polym. 22, 243–258 (1994).
- 130 E. Ranucci and P. Ferruti, Synth. Commun. 20, 2951–2957 (1990).
- 131 S. Zalipsky, C. Gilon, and A. Zilkha, J Macromol. Sci. Chem. A21, 839–845 (1984).
- 132 A. Pollak and G. M. Whitesides, J. Am. Chem. Soc. 98, 289–291 (1976).
- 133 H. Andresz, G. C. Richter, and B. Pfannemuller, Makromol. Chem. 179, 301–312 (1978).
- 134 S. Zalipsky, Bioconjugate Chem. 4, 296–299 (1993).
- 135 A. Nathan, D. Bolikal, N. Vyavahare, S. Zalipsky, and J. Kohn, Macromolecules 25, 4476–4484 (1992).
- 136 G. P. Royer and G. M. Anantharmaiah, J. Am. Chem. Soc. 101, 3394–3396 (1979).
- 137 E. Boccu, R. Largajolli, and F. M. Veronese, Z. Naturforsch.C—J. Biosci. 38, 94–99 (1983).
- 138 G. Johansson, J. Chromatogr. 368, 309–317 (1986).
- 139 S. Matsumura, N. Yoda, and S. Yoshikawa, Makromol. Chem.—Rapid Commun. 10, 63–67 (1989).
- 140 K. Geckeler and E. Bayer, Polym. Bull. 3, 347–352 (1980).
- 141 S. Zalipsky, R. Seltzer, and S. Menonrudolph, Biotechnol. Appl. Biochem. 15, 100–114 (1992).
- 142 K. Ulbrich, J. Strohalm, and J. Kopecek, Makromol. Chem. 187, 1131–1144 (1986).
- 143 L. Sartore, P. Caliceti, O. Schiavon, and F. M. Veronese, Appl. Biochem. Biotechnol. 27, 45–54 (1991).
- 144 L. Sartore, P. Caliceti, O. Schiavon, C. Monfardini, and F. M. Veronese, Appl. Biochem. Biotechnol. 31, 213–222 (1991).
- 145 F. Vandoorne, J. Loccufier, and E. Schacht, Makromol. Chem.—Rapid Commun. 10, 271–275 (1989).
- 146 M. S. Paley and J. M. Harris, J. Polym. Sci., Polym. Chem. 25, 2447–2454 (1987).
- 147 I. N. Topchieva, A. I. Kuzaev, and V. P. Zubov, Eur. Polym. J. 24, 899–904 (1988).
- 148 C. O. Beauchamp, S. L. Gonias, D. P. Menapace, and S. V. Pizzo, Anal. Biochem. 131, 25–33 (1983).
- 149 J. Brygier, M. Gelbcke, C. Guermant, M. Nijs, D. Baeyensvolant, and Y. Looze, Appl. Biochem. Biotechnol. 42, 127–135 (1993).
- 150 F. M. Veronese, R. Largajolli, E. Boccu, C. A. Benassi, and O. Schiavon, Appl. Biochem. Biotechnol. 11, 141–152 (1985).
- 151 G. Sirokman and G. D. Fasman, Protein Sci. 2, 1161–1170 (1993).
- 152 H. C. Chiu, S. Zalipsky, P. Kopeckova, and J. Kopecek, Bioconjugate Chem. 4, 290–295 (1993).
- 153 J. C. Galin, P. Rempp, and J. Parrod, C. R. Hebd. Seances Acad. Sci. 260, 5558 (1965).
- 154 B. Z. Weiner and A. Zilkha, J. Med. Chem. 16, 573–574 (1973).
- 155 A. Matsushima, H. Nishimura, Y. Ashihara, Y. Yokota, and Y. Inada, Chem. Lett. 9, 773–776 (1980), DOI: 10.1246/cl.1980.773.
- 156 Y. Kamisaki, H. Wada, T. Yagura, A. Matsushima, and Y. Inada, J. Pharmacol. Exp. Ther. 216, 410–414 (1981).
- 157 K. Bergstrom, K. Holmberg, A. Safranj, A. S. Hoffman, M. J. Edgell, A. Kozlowski, B. A. Hovanes, and J. M. Harris, J. Biomed. Mater. Res. 26, 779–790 (1992).
- 158 J. Pitha, K. Kociolek, and M. G. Caron, Eur. J. Biochem. 94, 11–18 (1979).
- 159 A. J. Garman and S. B. Kalindjian, FEBS Lett. 223, 361–365 (1987).
- 160 D. L. Ladd and R. A. Snow, Anal. Biochem. 210, 258–261 (1993).
- 161 J. D. Glass, L. Silver, J. Sondheimer, C. S. Pande, and J. Coderre, Biopolymers 18, 383–392 (1979).
- 162 Y. C. Tseng and K. Park, J. Biomed. Mater. Res. 26, 373–391 (1992).
- 163 S. Perlier, G. Levesque, and P. Depraetere, Makromol. Chem. 187, 2369–2386 (1986).
- 164 M. Leonard and E. Dellacherie, Makromol. Chem. 189, 1809–1817 (1988).
- 165
R. Satchi-Fainaro, R. Duncan, and C. M. Barnes, in, R. Satchi-Fainaro and R. Duncan, eds., Polymer Therapeutics II, Advances in Polymer Science, Vol. 193, Springer, Berlin, 2006, pp. 1–65.
10.1007/12_024 Google Scholar
- 166 M. Yokoyama, T. Okano, Y. Sakurai, A. Kikuchi, N. Ohsako, Y. Nagasaki, and K. Kataoka, Bioconjugate Chem. 3, 275–276 (1992).
- 167 M. S. Thompson, T. P. Vadala, M. L. Vadala, Y. Lin, and J. S. Riffle, Polymer 49, 345–373 (2008).
- 168 B. Obermeier, F. Wurm, C. Mangold, and H. Frey, Angew. Chem., Int. Ed. 50, 7988–7997 (2011).
- 169 D. K. Chattopadhyay and K. V. S. N. Raju, Prog. Polym. Sci. 32, 352–418 (2007).
- 170 H. Morinaga, Y. Ujihara, N. Yuto, D. Nagai, and T. Endo, J. Polym. Sci., Polym. Chem. 49, 5210–5216 (2011).
- 171 M. Mosquet, Y. Chevalier, P. LePerchec, and J. P. Guicquero, Macromol. Chem. Phys. 198, 2457–2474 (1997).
- 172 L. E. Stpierre and C. C. Price, J. Am. Chem. Soc. 78, 3432–3436 (1956).
- 173 I. E. Dell'Erba and R. J. J. Williams, Polym. Eng. Sci. 46, 351–359 (2006).
- 174 A. de Lucas, L. Rodriguez, M. Perez-Collado, P. Sanchez, and J. F. Rodriguez, Polym. Int. 51, 1066–1071 (2002).
- 175 R. J. Morgan, F. M. Kong, and C. M. Walkup, Polymer 25, 375–386 (1984).
- 176 H. Harris, B. Nohra, O. Gavat, and P. J. Lutz, Macromol. Symp. 291–292, 43–49 (2010).
- 177 M. J. Barthel, F. H. Schacher, and U. S. Schubert, Polym. Chem. 5, 2647–2662 (2014).
- 178 A. Thomas, K. Niederer, F. Wurm, and H. Frey, Polym. Chem. 5, 899–909 (2014).
- 179 S. Hiki and K. Kataoka, Bioconjugate Chem. 21, 248–254 (2010).
- 180 Y. Yamamoto, W. Nakao, Y. Atago, K. Ito, and Y. Yagci, Eur. Polym. J. 39, 545–550 (2003).
- 181 Y. B. Wang, S. Chen, and J. L. Huang, Macromolecules 32, 2480–2483 (1999).
- 182 S. Cammas, Y. Nagasaki, and K. Kataoka, Bioconjugate Chem. 6, 226–230 (1995).
- 183 P. Studer, P. Breton, and G. Riess, Macromol. Chem. Phys. 206, 2461–2469 (2005).
- 184 C. Mangold, F. Wurm, B. Obermeier, and H. Frey, Macromolecules 43, 8511–8518 (2010).
- 185 S. Zhang, H. Du, R. Sun, X. P. Li, D. J. Yang, S. G. Zhang, C. D. Xiong, and Y. X. Peng, React. Funct. Polym. 56, 17–25 (2003).
- 186 C. Mangold, F. Wurm, B. Obermeier, and H. Frey, Macromol. Rapid Commun. 31, 258–264 (2010).
- 187 F. Wurm, J. Klos, H. J. Raeder, and H. Frey, J. Am. Chem. Soc. 2009, 131, 7954-+.
- 188 G. M. E. Pozza, M. J. Barthel, S. Crotty, J. Vitz, F. H. Schacher, P. J. Lutz, and U. S. Schubert, Eur. Polym. J. 57, 221–236 (2014).
- 189 S. Herrwerth, T. Rosendahl, C. Feng, J. Fick, W. Eck, M. Himmelhaus, R. Dahint, and M. Grunze, Langmuir 19, 1880–1887 (2003).
- 190 G. Cheng, X. Fan, W. Tian, Y. Liu, and J. Kong, Polym. Int. 59, 543–551 (2010).
- 191 W. Wang, T. Li, T. Yu, and F. Zhu, Macromolecules 41, 9750–9754 (2008).
- 192 M. J. Stefanko, Y. K. Gun'ko, D. K. Rai, and P. Evans, Tetrahedron 64, 10132–10139 (2008).
- 193 S. Hiki and K. Kataoka, Bioconjugate Chem. 18, 2191–2196 (2007).
- 194 C. R. Bertozzi and M. D. Bednarski, J. Org. Chem. 56, 4326–4329 (1991).
- 195 K. V. Gobi, H. Iwasaka, and N. Miura, Biosens. Bioelectron. 22, 1382–1389 (2007).
- 196 H. Chen, M. A. Brook, H. D. Sheardown, Y. Chen, and B. Klenkler, Bioconjugate Chem. 17, 21–28 (2006).
- 197 D. M. Mizrahi, M. Omer-Mizrahi, J. Goldshtein, N. Askinadze, and S. Margel, J. Polym. Sci., Polym. Chem. 48, 5468–5478 (2010).
- 198 T. Ishii, M. Yamada, T. Hirase, and Y. Nagasaki, Polym. J. 37, 221–228 (2005).
- 199 M. L. Vadala, M. S. Thompson, M. A. Ashworth, Y. Lin, T. P. Vadala, R. Ragheb, and J. S. Riffle, Biomacromolecules 9, 1035–1043 (2008).
- 200 F. Zeng and C. Allen, Macromolecules 39, 6391–6398 (2006).
- 201 Y. Akiyama, Y. Nagasaki, and K. Kataoka, Bioconjugate Chem. 15, 424–427 (2004).
- 202 D. Haamann, H. Keul, D. Klee, and M. Moeller, Macromolecules 43, 6295–6301 (2010).
- 203 B. B. Lundberg, G. Griffiths, and H. J. Hansen, J. Controlled Release 94, 155–161 (2004).
- 204 Y.-Y. Jiang, C. Liu, M.-H. Hong, S.-J. Zhu, and Y.-Y. Pei, Bioconjugate Chem. 18, 41–49 (2007).
- 205 C. Manta, N. Ferraz, L. Betancor, G. Antunes, F. Batista-Viera, J. Carlsson, and K. Caldwell, Enzyme Microb. Technol. 33, 890–898 (2003).
- 206 Y. Xie, S. Duan, and M. L. Forrest, Drug Discoveries Ther. 4, 240–245 (2010).
- 207 V. S. Wilms, H. Bauer, C. Tonhauser, A.-M. Schilmann, M.-C. Mueller, W. Tremel, and H. Frey, Biomacromolecules 14, 193–199 (2013).
- 208 A. Thomas, H. Bauer, A.-M. Schilmann, K. Fischer, W. Tremel, and H. Frey, Macromolecules 47, 4557–4566 (2014).
- 209 K. Mohr, S. S. Mueller, L. K. Mueller, K. Rusitzka, S. Gietzen, H. Frey, and M. Schmidt, Langmuir 30, 14954–14962 (2014).
- 210 A. M. Hofmann, F. Wurm, E. Huehn, T. Nawroth, P. Langguth, and H. Frey, Biomacromolecules 11, 568–574 (2010).
- 211 T. Fritz, M. Hirsch, F. C. Richter, S. S. Mueller, A. M. Hofmann, K. A. K. Rusitzka, J. Markl, U. Massing, H. Frey, and M. Helm, Biomacromolecules 15, 2440–2448 (2014).
- 212 Y. Zhang, G. Wang, and J. Huang, J. Polym. Sci., Polym. Chem. 48, 5974–5981 (2010).
- 213 C. J. Fee, Biotechnol. Bioeng. 98, 725–731 (2007).
- 214 T. H. Rider and A. J. Hill, J. Am. Chem. Soc. 52, 1521–1527 (1930).
- 215 S. R. Sandler and F. Berg, J. Polym. Sci., Polym. Chem. 4, 1253-& (1966).
- 216 A. Sunder, R. Mulhaupt, R. Haag, and H. Frey, Adv. Mater. 12, 235-+ (2000).
- 217 D. Wilms, S.-E. Stiriba, and H. Frey, Acc. Chem. Res. 43, 129–141 (2010).
- 218 E. Baruch and Y. Mastai, Macromol. Rapid Commun. 28, 2256–2261 (2007).
- 219 M. Libera, B. Trzebicka, A. Kowalczuk, W. Walach, and A. Dworak, Polymer 52, 250–257 (2011).
- 220 Z. Li and Y. Chau, Bioconjugate Chem. 20, 780–789 (2009).
- 221 A. Dworak and W. Walach, Polymer 50, 3440–3447 (2009).
- 222 C. Tonhauser, D. Wilms, F. Wurm, E. Berger-Nicoletti, M. Maskos, H. Lowe, and H. Frey, Macromolecules 43, 5582–5588 (2010).
- 223 M. Erberich, H. Keul, and M. Moeller, Macromolecules 40, 3070–3079 (2007).
- 224 F. Wurm, J. Nieberle, and H. Frey, Macromolecules 41, 1909–1911 (2008).
- 225 A.-L. Brocas, G. Cendejas, S. Caillol, A. Deffieux, and S. Carlotti, J. Polym. Sci., Polym. Chem. 49, 2677–2684 (2011).
- 226 B. F. Lee, M. J. Kade, J. A. Chute, N. Gupta, L. M. Campos, G. H. Fredrickson, E. J. Kramer, N. A. Lynd, and C. J. Hawker, J. Polym. Sci., Polym. Chem. 49, 4498–4504 (2011).
- 227 Y. Koyama, M. Umehara, A. Mizuno, M. Itaba, T. Yasukouchi, K. Natsume, A. Suginaka, and K. Watanabe, Bioconjugate Chem. 7, 298–301 (1996).
- 228 K. Yoshikawa, Y. Yoshikawa, Y. Koyama, and T. Kanbe, J. Am. Chem. Soc. 119, 6473–6477 (1997).
- 229 B. Obermeier and H. Frey, Bioconjugate Chem. 22, 436–444 (2011).
- 230 Z. Hu, X. Fan, J. Wang, S. Zhao, and X. Han, J. Polym. Res. 17, 815–820 (2010).
- 231 J. C. Persson and P. Jannasch, Chem. Mater. 18, 3096–3102 (2006).
- 232 M. Hruby, C. Konak, and K. Ulbrich, J. Appl. Polym. Sci. 95, 201–211 (2005).
- 233 C. Mangold, C. Dingels, B. Obermeier, H. Frey, and F. Wurm, Macromolecules 44, 6326–6334 (2011).
- 234 B. Obermeier, F. Wurm, and H. Frey, Macromolecules 43, 2244–2251 (2010).
- 235 V. S. Reuss, B. Obermeier, C. Dingels, and H. Frey, Macromolecules 45, 4581–4589 (2012).
- 236 J. Meyer, H. Keul, and M. Moeller, Macromolecules 44, 4082–4091 (2011).
- 237 J. Koehler, H. Keul, and M. Moeller, Chem. Commun. 47, 8148–8150 (2011).
- 238 J. G. Van Alsten, Langmuir 15, 7605–7614 (1999).
- 239 P. Lundberg, N. A. Lynd, Y. Zhang, X. Zeng, D. V. Krogstad, T. Paffen, M. Malkoch, A. M. Nystrom, and C. J. Hawker, Soft Matter 9, 82–89 (2013).
- 240 M. A. Firestone and S. Seifert, Biomacromolecules 6, 2678–2687 (2005).
- 241 M. Takahashi, W. Kubo, and H. Miyata, Chem. Lett. 42, 909–911 (2013).
- 242
R. Nagarajan, R. A. Bradley, and B. R. Nair, J. Chem. Phys., 131 (2009).
10.1063/1.3216569 Google Scholar
- 243 I. R. Schmolka, J. Am. Oil Chem. Soc., 54, 110–116 (1977).
- 244 A. V. Kabanov, E. V. Batrakova, and V. Y. Alakhov, J. Control. Release, 82, 189–212 (2002).
- 245 A. Torcello-Gomez, M. Wulff-Perez, M. Jose Galvez-Ruiz, A. Martin-Rodriguez, M. Cabrerizo-Vilchez, and J. Maldonado-Valderrama, Adv. Colloid Interface Sci., 206, 414–427 (2014).
- 246 K. Mortensen and J. S. Pedersen, Macromolecules, 26, 805–812 (1993).
- 247 R. Nagarajan, Colloid Surface B, 16, 55–72 (1999).
- 248 P. Alexandridis, J. F. Holzwarth, and T. A. Hatton, Macromolecules 27, 2414–2425 (1994).
- 249 P. Alexandridis and T. A. Hatton, Colloid Sur. A 96, 1–46 (1995).
- 250 S. Stolnik, L. Illum, and S. S. Davis, Adv. Drug Delivery Rev. 64, 290–301 (2012).
- 251 A. Durand and E. Marie, Adv. Colloid Interface Sci. 150, 90–105 (2009).
- 252 E. Ruel-Gariepy and J. C. Leroux, Eur. J. Pharm. Biopharm. 58, 409–426 (2004).
- 253 G. D'Errico, L. Paduano, and A. Khan, J. Colloid Interf. Sci. 279, 379–390 (2004).
- 254 Z. Zhou and B. Chu, Macromolecules 27, 2025–2033 (1994).
- 255 E. Larraneta and J. Ramon Isasi, Langmuir 29, 1045–1053 (2013).
- 256 S. Guiraud, D. Alimi-Guez, L. van Wittenberghe, D. Scherman, and A. Kichler, Macromol. Biosci. 11, 590–594 (2011).
- 257 N. V. Katre, Adv. Drug Delivery Rev. 10, 91–114 (1993).
- 258 C. Knusli, C. Delgado, F. Malik, M. Domine, M. C. Tejedor, A. E. Irvine, D. Fisher, and G. E. Francis, Br. J. Haematol. 82, 654–663 (1992).
- 259 P. Wirth, J. Souppe, D. Tritsch, and J. F. Biellmann, Bioorg. Chem. 19, 133–142 (1991).
- 260 C. Huin, Z. Eskandani, N. Badi, A. Farcas, V. Bennevault-Celton, and P. Guegan, Carbohydr. Polym. 94, 323–331 (2013).
- 261 G. Wang, X. Fan, and J. Huang, J. Polym. Sci., Polym. Chem. 48, 5313–5321 (2010).
- 262 Q. Guo, C. Liu, T. Tang, J. Huang, X. Zhang, and G. Wang, J. Polym. Sci., Polym. Chem, 51, 4572–4583 (2013).
- 263 A. X. Gao, L. Liao, and J. A. Johnson, ACS Macro Lett. 3, 854–857 (2014).
- 264 A. Sosnik and M. V. Sefton, Biomacromolecules 7, 331–338 (2006).
- 265 E. Cho, J. S. Lee, and K. Webb, Acta Biomater. 8, 2223–2232 (2012).
- 266 J. Gonzalez-Lopez, I. Sandez-Macho, A. Concheiro, and C. Alvarez-Lorenzo, J. Phys. Chem. C 114, 1181–1189 (2010).
- 267 S. M. Moghimi and A. C. Hunter, Trends Biotechnol. 18, 412–420 (2000).
- 268 J. F. Dong, B. Z. Chowdhry, and S. A. Leharne, Colloid Surf. A 212, 9–17 (2003).
- 269 B. Pitard, M. Bello-Roufai, O. Lambert, P. Richard, L. Desigaux, S. Fernandes, C. Lanctin, H. Pollard, M. Zeghal, P. Y. Rescan, and D. Escande, Nucleic Acids Res. 32 (2004).
- 270 T. Miron and M. Wilchek, Bioconjugate Chem. 4, 568–569 (1993).
- 271 A. H. Sehon, Adv. Drug Delivery Rev. 203–217 (1991).
- 272 M. Schoemer, C. Schuell, and H. Frey, J. Polym. Sci., Polym. Chem. 51, 995–1019 (2013).
- 273 A.-L. Wirotius, E. Ibarboure, L. Scarpantonio, M. Schappacher, N. D. McClenaghan, and A. Deffieux, Polym. Chem. 4, 1903–1912 (2013).
- 274 D. Wilms, M. Schoemer, F. Wurm, M. I. Hermanns, C. J. Kirkpatrick, and H. Frey, Macromol. Rapid Commun. 31, 1811–1815 (2010).
- 275 C. J. Hawker, F. K. Chu, P. J. Pomery, and D. J. T. Hill, Macromolecules 29, 3831–3838 (1996).
- 276 S. Unal, Q. Lin, T. H. Mourey, and T. E. Long, Macromolecules 38, 3246–3254 (2005).
- 277 L. D. Chen, J. X. Zhang, Y. J. Liu, H. D. Zhang, and G. W. Wang, Polym. Chem. 6, 8343–8353 (2015).
- 278 L. D. Chen, J. Huang, X. P. Wang, C. J. Lu, H. D. Zhang, and G. W. Wang, RSC Adv. 5, 32358–32368 (2015).
- 279 Y. Y. Ma, J. Huang, K. Y. Sui, and G. W. Wang, J. Polym. Sci., Polym. Chem. 52, 2239–2247 (2014).
- 280 Y. G. Li, M. Du, Y. Q. Zhang, Y. J. Li, L. Sui, G. L. Lu, and X. Y. Huang, J. Polym. Sci., Polym. Chem. 50, 1890–1899 (2012).
- 281 F. X. Sun, G. L. Lu, C. Feng, Y. J. Li, and X. Y. Huang, Polym. Chem. 8, 431–440 (2017).
- 282 B. Huang, X. S. Fan, G. W. Wang, Y. N. Zhang, and J. L. Huang, J. Polym. Sci., Polym. Chem. 50, 2444–2451 (2012).
- 283 X. S. Fan, B. Huang, G. W. Wang, and J. L. Huang, Macromolecules 45, 3779–3786 (2012).
- 284 G. W. Wang, X. S. Fan, B. Hu, Y. N. Zhang, and J. L. Huang, Macromol. Rapid Commun. 32, 1658–1663 (2011).
- 285 R. Klein and F. R. Wurm, Macromol. Rapid Commun. 36, 1147–1165 (2015).
- 286 T. Yamaoka, Y. Tabata, and Y. Ikada, J. Pharm. Sci. 84, 349–354 (1995).
- 287 A. S. Abu Lila, H. Kiwada, and T. Ishida, J. Controlled Release 172, 38–47 (2013).
- 288 M. L. Geleijnse, A. Nemes, W. B. Vletter, M. Michels, O. I. I. Soliman, K. Caliskan, T. W. Galema, and F. J. ten Cate, J. Cardiovas. Med. 10, 75–77 (2009).
- 289 P. Milla, F. Dosio, and L. Cattel, Curr. Drug Metab. 13, 105–119 (2012).
- 290 A. Abuchowski, J. R. McCoy, N. C. Palczuk, T. Vanes, and F. F. Davis, J. Biol. Chem. 252, 3582–3586 (1977).
- 291 R. Webster, E. Didier, P. Harris, N. Siegel, J. Stadler, L. Tilbury, and D. Smith, Drug Metab. Dispos. 35, 9–16 (2007).
- 292 E. M. Pelegri-O'Day, E.-W. Lin, and H. D. Maynard, J. Am. Chem. Soc. 136, 14323–14332 (2014).
- 293 K. Knop, R. Hoogenboom, D. Fischer, and U. S. Schubert, Angew. Chem., Int. Ed. 49, 6288–6308 (2010).
- 294 S. N. S. Alconcel, A. S. Baas, and H. D. Maynard, Polym. Chem. 2, 1442–1448 (2011).
- 295 M. J. Roberts, M. D. Bentley, and J. M. Harris, Adv. Drug Delivery Rev. 54, 459–476 (2002).
- 296 S. M. Ryan, G. Mantovani, X. Wang, D. M. Haddleton, and D. J. Brayden, Expert Opin. Drug Delivery 5, 371–383 (2008).
- 297 P. Bailon and C.-Y. Won, Expert Opin. Drug Delivery 6, 1–16 (2009).
- 298 I. W. Hamley, Biomacromolecules 15, 1543–1559 (2014).
- 299 M. Eugenia Giorgi, R. Agusti, and R. M. de Lederkremer, Beilstein J. Org. Chem. 10, 1433–1444 (2014).
- 300 C. Enjalbal, P. Ribiere, F. Lamaty, N. Yadav-Bhatnagar, J. Martinez, and J. L. Aubagnac, J. Am. Soc. Mass Spectrom. 16, 670–678 (2005).
- 301 F. M. Veronese and G. Pasut, Drug Discovery Today 10, 1451–1458 (2005).
- 302 B. Chan, D. Wara, J. Bastian, M. S. Hershfield, J. Bohnsack, C. G. Azen, R. Parkman, K. Weinberg, and D. B. Kohn, Clin. Immunol. 117, 133–143 (2005).
- 303 W. H. Tong, R. Pieters, G. J. L. Kaspers, D. M. W. M. te Loo, M. B. Bierings, C. van den Bos, W. J. W. Kollen, W. C. J. Hop, C. Lanvers-Kaminsky, M. V. Relling, W. J. E. Tissing, and I. M. van der Sluis, Blood 123, 2026–2033 (2014).
- 304 A. Kolate, D. Baradia, S. Patil, I. Vhora, G. Kore, and A. Misra, J. Controlled Release 192, 67–81 (2014).
- 305 J. M. Dust, Z. H. Fang, and J. M. Harris, Macromolecules 23, 3742–3746 (1990).
- 306 A. Kozlowski and J. M. Harris, J. Controlled Release 72, 217–224 (2001).
- 307 F. M. Veronese, P. Caliceti, and O. Schiavon, J. Bioact. Compat. Polym. 12, 196–207 (1997).
- 308 D. Pfister and M. Morbidelli, J. Controlled Release 180, 134–149 (2014).
- 309 P. Bailon, A. Palleroni, C. A. Schaffer, C. L. Spence, W. J. Fung, J. E. Porter, G. K. Ehrlich, W. Pan, Z. X. Xu, M. W. Modi, A. Farid, and W. Berthold, Bioconjugate Chem. 12, 195–202 (2001).
- 310 B. Podobnik, B. Helk, V. Smilovic, S. Skrajnar, K. Fidler, S. Jevsevar, A. Godwin, and P. Williams, Bioconjugate Chem. 26, 452–459 (2015).
- 311 L. Zhou, R. Cheng, H. Tao, S. Ma, W. Guo, F. Meng, H. Liu, Z. Liu, and Z. Zhong, Biomacromolecules 12, 1460–1467 (2011).
- 312 Y. Ikeda, J. Katamachi, H. Kawasaki, and Y. Nagasaki, Bioconjugate Chem. 24, 1824–1827 (2013).
- 313 G. Pasut and F. M. Veronese, Prog. Polym. Sci. 32, 933–961 (2007).
- 314 T. Yamaoka, Y. Tabata, and Y. Ikada, J Pharm Sci 83, 601–606 (1994).
- 315 S. Yamahira, S. Yamaguchi, M. Kawahara, and T. Nagamune, Macromol. Biosci. 14, 1670–1676 (2014).
- 316 B. S. Pattni, V. V. Chupin, and V. P. Torchilin, Chem. Rev. 115, 10938–10966 (2015).
- 317 Z.-Y. He, B.-Y. Chu, X.-W. Wei, J. Li, E. K. Carl, X.-R. Song, G. He, Y.-M. Xie, Y.-Q. Wei, and Z.-Y. Qian, Int. J. Pharm. 469, 168–178 (2014).
- 318 B. V. Sridhar, J. L. Brock, J. S. Silver, J. L. Leight, M. A. Randolph, and K. S. Anseth, Adv Healthcare Mater. 4, 702–713 (2015).
- 319 S. VandeVondele, J. Voros, and J. A. Hubbell, Biotechnol. Bioeng. 82, 784–790 (2003).
- 320 H. Lee, S. M. Dellatore, W. M. Miller, and P. B. Messersmith, Science 318, 426–430 (2007).
- 321 C. Allen, D. Maysinger, and A. Eisenberg, Colloid Surf. B 16, 3–27 (1999).
- 322 Z. Aziz, A. Ahmad, S. H. Mohd-Setapar, H. Hassan, D. Lokhat, M. A. Kamal, and G. M. Ashraf, Curr. Drug Metab. 18, 16–29 (2017).
- 323 S. S. Kulthe, Y. M. Choudhari, N. N. Inamdar, and V. Mourya, Des. Monomers Polym. 15, 465–521 (2012).
- 324 J. Wang, D. Mongayt, and V. P. Torchilin, J. Drug Target. 13, 73–80 (2005).
- 325 G. Pasut and F. M. Veronese, J. Controlled Release 161, 461–472 (2012).
- 326 S. A. Hagan, S. S. Davis, L. Illum, M. C. Davies, M. C. Garnett, D. C. Taylor, M. P. Irving, and T. F. Tadros, Langmuir 11, 1482–1485 (1995).
- 327 R. Savic, A. Eisenberg, and D. Maysinger, J. Drug Target. 14, 343–355 (2006).
- 328 P. Muralidharan, E. Mallory, M. Malapit, D. Hayes, Jr., and H. M. Mansour, Pharmaceutics 6, 333–353 (2014).
- 329 K. Zhang, X. Tang, J. Zhang, W. Lu, X. Lin, Y. Zhang, B. Tian, H. Yang, and H. He, J. Controlled Release 183, 77–86 (2014).
- 330 S. Biswal, J. Sahoo, P. N. Murthy, R. P. Giradkar, and J. G. Avari, AAPS PharmSciTech. 9, 563–570 (2008).
- 331 S. Verheyen, N. Blaton, R. Kinget, and G. Van den Mooter, Int. J. Pharm. 249, 45–58 (2002).
- 332 J. K. Tessmar and A. M. Goepferich, Macromol. Biosci. 7, 23–39 (2007).
- 333 C. Siegers, M. Biesalski, and R. Haag, Chem-Eur J. 10, 2831–2838 (2004).
- 334 L. Li, O. AbuBaker, and Z. J. Shao, Drug Dev. Ind. Pharm. 32, 991–1002 (2006).
- 335 T. Stylianopoulos, M.-Z. Poh, N. Insin, M. G. Bawendi, D. Fukumura, L. L. Munn, and R. K. Jain, Biophys. J. 99, 1342–1349 (2010).
- 336 J. T. Dipiro, K. A. Michael, B. A. Clark, P. Dickson, J. J. Vallner, T. A. Bowden, and F. J. Tedesco, Clin. Pharm. 5, 153–155 (1986).
- 337 S. P. Boyers, M. D. Corrales, G. Huszar, and A. H. Decherney, Fertil. Steril. 47, 882–884 (1987).
- 338 H. Otsuka, Y. Nagasaki, and K. Kataoka, Adv. Drug Delivery Rev. 55, 403–419 (2003).
- 339 B. D. Ratner and S. J. Bryant, Annu. Rev. Biomed. Eng. 6, 41–75 (2004).
- 340 B. Jeong, Y. H. Bae, and S. W. Kim, Macromolecules 32, 7064–7069 (1999).
- 341 G. Pasut, A. Mero, F. Caboi, S. Scaramuzza, L. Sollai, and F. M. Veronese, Bioconjugate Chem. 19, 2427–2431 (2008).
- 342 A. Alexander, Ajazuddin, J. Khan, S. Saraf, and S. Saraf, J. Controlled Release 172, 715–729 (2013).
- 343 S. C. Rizzi, M. Ehrbar, S. Halstenberg, G. P. Raeber, H. G. Schmoekel, H. Hagenmueller, R. Mueller, F. E. Weber, and J. A. Hubbell, Biomacromolecules 7, 3019–3029 (2006).
- 344 C. A. DeForest and K. S. Anseth, Ann. Rev. Chem. Biomol. Eng 3, 421–444 (2012).
- 345 S. J. Bryant, R. J. Bender, K. L. Durand, and K. S. Anseth, Biotechnol. Bioeng. 86, 747–755 (2004).
- 346 G. Trapani, M. Franco, A. Latrofa, M. R. Pantaleo, M. R. Provenzano, E. Sanna, E. Maciocco, and G. Liso, Int. J. Pharm. 184, 121–130 (1999).
- 347 K. Sriram, A. G. Tsai, P. Cabrales, F. Meng, S. A. Acharya, D. M. Tartakovsky, and M. Intaglietta, Am. J. Physiol.-Heart C 2012, 302, H2489-H2497.
- 348 M. Armand and J. M. Tarascon, Nature 451, 652–657 (2008).
- 349 J. M. Tarascon and M. Armand, Nature 414, 359–367 (2001).
- 350 A. Hammami, N. Raymond, and M. Armand, Nature 424, 635–636 (2003).
- 351 D. E. Fenton, J. M. Parker, and P. V. Wright, Polymer 14, 589–589 (1973).
- 352 M. Armand, Solid State Ionics 9–10, 745–754 (1983).
- 353 A. M. Stephan, Eur. Polym. J. 42, 21–42 (2006).
- 354 K. Xu, Chem. Rev. 104, 4303–4417 (2004).
- 355 S. Cheng, D. M. Smith, and C. Y. Li, Macromolecules 47, 3978–3986 (2014).
- 356 E. Quartarone, P. Mustarelli, and A. Magistris, Solid State Ionics 110, 1–14 (1998).
- 357 A. Magistris and K. Singh, Polym. Int. 28, 277–280 (1992).
- 358 Z. G. Xue, D. He, and X. L. Xie, J. Mater. Chem. A 3, 19218–19253 (2015).
- 359 S. Chintapalli and R. Frech, Macromolecules 29, 3499–3506 (1996).
- 360 M. S. Michael, M. M. E. Jacob, S. R. S. Prabaharan, and S. Radhakrishna, Solid State Ionics 98, 167–174 (1997).
- 361 A. M. Sukeshini, A. R. Kulkarni, and A. Sharma, Solid State Ionics 113, 179–186 (1998).
- 362 I. Kelly, J. R. Owen, and B. C. H. Steele, J. Electroanal. Chem. 168, 467–478 (1984).
- 363 L. L. Yang, J. Lin, Z. P. Wang, C. H. Wang, R. Q. Zhou, and Q. G. Liu, Solid State Ionics 40, 616–619 (1990).
- 364 H. Wang, D. Im, D. J. Lee, M. Matsui, Y. Takeda, O. Yamamoto, and N. Imanishi, J. Electrochem. Soc. 160, A728–A733 (2013).
- 365 L. Z. Fan, Y. S. Hu, A. J. Bhattacharyya, and J. Maier, Adv. Funct. Mater. 17, 2800–2807 (2007).
- 366 M. Echeverri, N. Kim, and T. Kyu, Macromolecules 45, 6068–6077 (2012).
- 367 C. A. Angell, C. Liu, and E. Sanchez, Nature 362, 137–139 (1993).
- 368 E. Tsuchida, H. Ohno, K. Tsunemi, and N. Kobayashi, Solid State Ionics 11, 227–233 (1983).
- 369 A. M. Rocco, C. P. da Fonseca, and R. P. Pereira, Polymer 43, 3601–3609 (2002).
- 370 P. M. Blonsky, D. F. Shriver, P. Austin, and H. R. Allcock, J. Am. Chem. Soc. 106, 6854–6855 (1984).
- 371
K. Orihara and H. Yonekura, J Macromol. Sci. Chem. A
27, 1217–1223 (1990).
10.1080/00222339009349687 Google Scholar
- 372 J. L. Acosta and E. Morales, Solid State Ionics 85, 85–90 (1996).
- 373 R. Tanaka, M. Sakurai, H. Sekiguchi, H. Mori, T. Murayama, and T. Ooyama, Electrochim. Acta 46, 1709–1715 (2001).
- 374 L. Jabbour, R. Bongiovanni, D. Chaussy, C. Gerbaldi, and D. Beneventi, Cellulose 20, 1523–1545 (2013).
- 375 D. H. C. Wong, A. Vitale, D. Devaux, A. Taylor, A. A. Pandya, D. T. Hallinan, J. L. Thelen, S. J. Mecham, S. F. Lux, A. M. Lapides, P. R. Resnick, T. J. Meyer, R. M. Kostecki, N. P. Balsara, and J. M. DeSimone, Chem. Mater. 27, 597–603 (2015).
- 376 J. E. Weston and B. C. H. Steele, Solid State Ionics 7, 75–79 (1982).
- 377 Y. W. Kim, W. Lee, and B. K. Choi, Electrochim. Acta 45, 1473–1477 (2000).
- 378 C. W. Nan, L. Z. Fan, Y. H. Lin, and Q. Cai, Phys. Rev. Lett. 2003, 91.
- 379 I. W. Cheung, K. B. Chin, E. R. Greene, M. C. Smart, S. Abbrent, S. G. Greenbaum, G. K. S. Prakash, and S. Surampudi, Electrochim. Acta 48, 2149–2156 (2003).
- 380 J. B. Xie, R. G. Duan, Y. B. Han, and J. B. Kerr, Solid State Ionics 175, 755–758 (2004).
- 381 Y. C. Jung, S. M. Lee, J. H. Choi, S. S. Jang, and D. W. Kim, J. Electrochem. Soc. 2015, 162, A704–A710.
- 382 M. A. S. A. Samir, F. Alloin, J. Y. Sanchez, and A. Dufresne, Polymer 45, 4149–4157 (2004).
- 383 C. Gerbaldi, J. R. Nair, M. A. Kulandainathan, R. S. Kumar, C. Ferrara, P. Mustarelli, and A. M. Stephan, J. Mater. Chem. A 2, 9948–9954 (2014).
- 384 K. Nagaoka, H. Naruse, I. Shinohara, and M. Watanabe, J. Polym. Sci., Polym. Lett. 22, 659–663 (1984).
- 385 E. Linden and J. R. Owen, Solid State Ionics 28, 994–1000 (1988).
- 386 L. A. Guilherme, R. S. Borges, E. M. S. Moraes, G. G. Silva, M. A. Pimenta, A. Marletta, and R. A. Silva, Electrochim. Acta 53, 1503–1511 (2007).
- 387 R. Yuan, A. A. Teran, I. Gurevitch, S. A. Mullin, N. S. Wanakule, and N. P. Balsara, Macromolecules 46, 914–921 (2013).
- 388 Q. W. Lu, J. H. Fang, J. Yang, G. W. Yan, S. S. Liu, and J. L. Wang, J. Membr. Sci. 425, 105–112 (2013).
- 389 A. Bakker, J. Lindgren, and K. Hermansson, Polymer 37, 1871–1878 (1996).
- 390 N. P. Young, D. Devaux, R. Khurana, G. W. Coates, and N. P. Balsara, Solid State Ionics 263, 87–94 (2014).
- 391 H. Nakano, K. Dokko, J. I. Sugaya, T. Yasukawa, T. Matsue, and K. Kanamura, Electrochem. Commun. 9, 2013–2017 (2007).
- 392 H. Hu, W. Yuan, L. Lu, H. Zhao, Z. Jia, and G. L. Baker, J. Polym. Sci., Polym. Chem. 52, 2104–2110 (2014).
- 393 D. Mecerreyes, Prog. Polym. Sci. 36, 1629–1648 (2011).
- 394 H. Hu, W. Yuan, Z. Jia, and G. L. Baker, RSC Adv. 5, 3135–3140 (2015).
- 395 K. Kishimoto, M. Yoshio, T. Mukai, M. Yoshizawa, H. Ohno, and T. Kato, J. Am. Chem. Soc. 125, 3196–3197 (2003).
- 396 B. Y. Huang, C. C. Cook, S. Mui, P. P. Soo, D. H. Staelin, A. M. Mayes, and D. R. Sadoway, J. Power Sources 2001, 97, 674–676.
- 397 C. X. Wang, T. Sakai, O. Watanabe, K. Hirahara, and T. Nakanishi, J. Electrochem. Soc. 150, A1166–A1170 (2003).
- 398 D. M. Tigelaar, M. A. B. Meador, J. D. Kinder, and W. R. Bennett, Macromolecules 39, 120–127 (2006).
- 399 R. Khurana, J. L. Schaefer, L. A. Archer, and G. W. Coates, J. Am. Chem. Soc. 136, 7395–7402 (2014).
- 400 J. Shim, D. G. Kim, H. J. Kim, J. H. Lee, J. H. Baik, and J. C. Lee, J. Mater. Chem. A 2, 13873–13883 (2014).
- 401 H. R. Allcock, S. E. Kuharcik, C. S. Reed, and M. E. Napierala, Macromolecules 29, 3384–3389 (1996).
- 402 D. He, S. Y. Cho, D. W. Kim, C. Lee, and Y. Kang, Macromolecules 45, 7931–7938 (2012).
- 403 A. Hess, G. Barber, C. Chen, T. E. Mallouk, and H. R. Allcock, ACS Appl. Mater. Inter. 5, 13029–13034 (2013).
- 404 R. V. Morford, E. C. Kellam, M. A. Hofmann, R. Baldwin, and H. R. Allcock, Solid State Ionics 133, 171–177 (2000).
- 405 R. Hooper, L. J. Lyons, M. K. Mapes, D. Schumacher, D. A. Moline, and R. West, Macromolecules 34, 931–936 (2001).
- 406 Z. C. Zhang and S. B. Fang, Electrochim. Acta 45, 2131–2138 (2000).
- 407 P. L. Kuo, S. S. Hou, C. Y. Lin, C. C. Chen, and T. C. Wen, J. Polym. Sci., Polym. Chem. 42, 2051–2059 (2004).
- 408 F. Kaneko, S. Wada, M. Nakayama, M. Wakihara, and S. Kuroki, ChemPhysChem 10, 1911–1915 (2009).
- 409 N. Kaskhedikar, Y. Karatas, G. Cui, J. Maier, and H. D. Wiemhofer, J. Mater. Chem. 21, 11838–11843 (2011).
- 410 P. R. Chinnam and S. L. Wunder, J Mater Chem A 1, 1731–1739 (2013).
- 411 M. Meyer, C. Vechambre, L. Viau, A. Mehdi, O. Fontaine, E. Mourad, S. Monge, J. M. Chenal, L. Chazeau, and A. Vioux, J. Mater. Chem. A 2, 12162–12165 (2014).
- 412 J. L. Schaefer, D. A. Yanga, and L. A. Archer, Chem. Mater. 25, 834–839 (2013).
- 413 J. L. Nugent, S. S. Moganty, and L. A. Archer, Adv. Mater. 22, 3677-+ (2010).
- 414 T. Uno, H. Sano, M. Matsumoto, M. Kubo, and T. Itoh, J. Solid State Electr. 14, 2161–2167 (2010).
- 415 S. I. Lee, M. Schomer, H. G. Peng, K. A. Page, D. Wilms, H. Frey, C. L. Soles, and D. Y. Yoon, Chem. Mater. 23, 2685–2688 (2011).
- 416 Z. Yue, I. J. McEwen, and J. M. G. Cowie, J. Mater. Chem. 12, 2281–2285 (2002).
- 417 J. R. Nair, C. Gerbaldi, A. Chiappone, E. Zeno, R. Bongiovanni, S. Bodoardo, and N. Penazzi, Electrochem. Commun. 11, 1796–1798 (2009).
- 418 C. L. Gong, Z. G. Xue, X. E. Wang, X. P. Zhou, X. L. Xie, and Y. W. Mai, J. Power Sources 246, 260–268 (2014).
- 419 C. L. Gong, F. L. Deng, C. P. Tsui, Z. G. Xue, Y. S. Ye, C. Y. Tang, X. P. Zhou, and X. L. Xie, J. Mater. Chem. A 2, 19315–19323 (2014).
- 420 W. Kaialy, H. Larhrib, B. Chikwanha, S. Shojaee, and A. Nokhodchi, Int. J. Pharm. 464, 53–64 (2014).
- 421 F. E. Abidi, S. Bishayee, B. K. Bachhawat, and R. Bhadra, Anal. Biochem. 166, 257–266 (1987).
- 422 D. Satinsky, I. Brabcova, A. Marouskova, P. Chocholous, and P. Solich, Anal. Bioanal. Chem. 405, 6105–6115 (2013).
- 423 P. Jandera, Anal. Chim. Acta 692, 1–25 (2011).
- 424 J. A. Gavira, A. Cera-Manjarres, K. Ortiz, J. Mendez, J. A. Jimenez-Torres, L. D. Patino-Lopez, and M. Torres-Lugo, Cryst. Growth Des. 14, 3239–3248 (2014).
- 425 R. D. Arrua, M. Talebi, T. J. Causon, and E. F. Hilder, Anal. Chim. Acta 738, 1–12 (2012).
- 426 C. Zeng, M. Huang, H. Zhao, J. Zhou, and J. Li, J. Appl. Polym. Sci. 123, 124–134 (2012).
- 427 M. Schulze and D. Belder, Electrophoresis 33, 370–378 (2012).
- 428 S. K. Wadhwa, M. Tuzen, T. G. Kazi, M. Soylak, and B. Hazer, Food Chem. 152, 75–80 (2014).
- 429 Y. Liu, Z. Wu, Y. Zhang, and H. Yuan, Biochem. Eng. J. 69, 93–99 (2012).
- 430 K. Takahashi, A. Ajima, T. Yoshimoto, M. Okada, A. Matsushima, Y. Tamaura, and Y. Inada, J. Org. Chem. 50, 3414–3415 (1985).
- 431 W. Nashabeh and Z. Elrassi, J. Chromatogr. 559, 367–383 (1991).
- 432 G. J. M. Bruin, J. P. Chang, R. H. Kuhlman, K. Zegers, J. C. Kraak, and H. Poppe, J. Chromatogr. 471, 429–436 (1989).
- 433 C. L. Ng, H. K. Lee, and S. F. Y. Li, J. Chromatogr. A 659, 427–434 (1994).
- 434 J. W. Jorgenson, TrAC, Trends Anal. Chem. 3, 51–54 (1984).
- 435 A. Guttman, J. Horvath, and N. Cooke, Anal. Chem. 65, 199–203 (1993).
- 436 C. Stathakis and R. M. Cassidy, Analyst 121, 839–843 (1996).
- 437 L. W. Lim, L. Rong, and T. Takeuchi, Anal. Sci. 28, 205–213 (2012).
- 438 K. H. Milby, S. V. Ho, and J. M. S. Henis, J. Chromatogr. 482, 133–144 (1989).
- 439 P. Gagnon, B. Godfrey, and D. Ladd, J. Chromatogr. A 743, 51–55 (1996).
- 440 P. Gagnon, J. Immunol. Methods 336, 222–228 (2008).
- 441 T. Arakawa and S. N. Timasheff, Biochemistry 24, 6756–6762 (1985).
- 442 R. A. Hart and J. E. Bailey, Enzyme Microb. Technol. 13, 788–795 (1991).
- 443 T. G. Tji, H. J. Krips, W. J. Gelsema, and C. L. Deligny, J. Chromatogr. 504, 403–410 (1990).
- 444 N. V. B. Marsden, J. Chromatogr. 319, 247–261 (1985).
- 445 T. Okada, J. Chromatogr. 586, 277–281 (1991).
- 446 C. L. Deligny, W. J. Gelsema, and A. M. P. Roozen, J. Chromatogr. 294, 223–233 (1984).
- 447 W. Welte, M. Leonhard, K. Diederichs, H. U. Weltzien, C. Restall, C. Hall, and D. Chapman, Biochim. Biophys. Acta 984, 193–199 (1989).
- 448 A. Hassl and H. Aspock, J. Immunol. Methods 110, 225–228 (1988).
- 449 J. A. Yancey, J. Chromatogr. Sci. 23, 370–377 (1985).
- 450 C. C. Sweeley, R. Bentley, M. Makita, and W. W. Wells, J. Am. Chem. Soc. 85, 2497-& (1963).
- 451 E. D. Morgan and L. J. Wadhams, J. Chromatogr. Sci. 10, 528-& (1972).
- 452 J. F. K. Huber and G. Reich, J. Chromatogr. 294, 15–29 (1984).
- 453 N. W. Davies, J. Chromatogr. 503, 1–24 (1990).
- 454 A. Spietelun, M. Pilarczyk, A. Kloskowski, and J. Namiesnik, Talanta 87, 1–7 (2011).
- 455 M. E. Miller and J. D. Stuart, Anal. Chem. 71, 23–27 (1999).
- 456 M. Abalos, J. M. Bayona, and F. Ventura, Anal. Chem. 71, 3531–3537 (1999).
- 457 P. Bartak and L. Cap, J. Chromatogr. A 767, 171–175 (1997).
- 458 R. Hatti-Kaul, Mol. Biotechnol. 19, 269–277 (2001).
- 459 S. Dreyer, P. Salim, and U. Kragl, Biochem. Eng. J. 46, 176–185 (2009).
- 460 K. Berggren, H. O. Johansson, and F. Tjerneld, J. Chromatogr. A 718, 67–79 (1995).
- 461 S. Sasakawa and H. Walter, Biochemistry 11, 2760-& (1972).
- 462 J. A. Asenjo and B. A. Andrews, J. Chromatogr. A 1238, 1–10 (2012).
- 463 H. Everberg, T. Leiding, A. Schioth, F. Tjerneld, and N. Gustavsson, J. Chromatogr. A 1122, 35–46 (2006).
- 464 U. Novak, A. Pohar, I. Plazl, and P. Znidarsic-Plazl, Sep. Purif. Technol. 97, 172–178 (2012).
- 465 A. M. Azevedo, A. G. Gomes, P. A. J. Rosa, I. F. Ferreira, A. M. M. O. Pisco, and M. R. Aires-Barros, Sep. Purif. Technol. 65, 14–21 (2009).
- 466 J. Benavides and M. Rito-Palomares, J. Chem. Technol. Biotechnol. 83, 133–142 (2008).
- 467 P. A. J. Rosa, A. M. Azevedo, and M. R. Aires-Barros, J. Chromatogr. A 1141, 50–60 (2007).
- 468 G. Patil and K. S. M. S. Raghavarao, Biochem. Eng. J. 34, 156–164 (2007).
- 469 S. C. Silverio, L. A. Ferreira, J. A. Martins, J. C. Marcos, E. A. Macedo, and J. A. Teixeira, Fluid Phase Equilib. 322, 19–25 (2012).
- 470 R. Weaver and R. J. Riley, Rapid Commun. Mass Spectrom. 20, 2559–2564 (2006).
- 471 J. Pazourek, J. Sep. Sci. 33, 974–981 (2010).
- 472 L. A. Thompson and J. A. Ellman, Chem. Rev. 96, 555–600 (1996).
- 473 R. B. Merrifield, Adv. Enzymol. Relat. Areas Mol. Biol. 32, 221 (1969).
- 474 M. Mentel, A. M. Schmidt, M. Gorray, P. Eilbracht, and R. Breinbauer, Angew. Chem., Int. Ed. 48, 5841–5844 (2009).
- 475 R. Santini, M. C. Griffith, and M. Qi, Tetrahedron Lett. 39, 8951–8954 (1998).
- 476 A. R. Vaino, D. B. Goodin, and K. D. Janda, J. Comb. Chem. 2, 330–336 (2000).
- 477 D. P. Walsh, C. Pang, P. B. Parikh, Y. S. Kim, and Y. T. Chang, J. Comb. Chem. 4, 204–208 (2002).
- 478 D. E. Bergbreiter, Catal. Today 42, 389–397 (1998).
- 479 D. E. Bergbreiter, J. Tian, and C. Hongfa, Chem. Rev. 109, 530–582 (2009).
- 480 T. J. Dickerson, N. N. Reed, and K. D. Janda, Chem. Rev. 102, 3325–3343 (2002).
- 481 K. C. Akula, K. Boddu, and U. Doma, Indian J. Chem. B 45, 678–683 (2006).
- 482 L. S. Wan, B. B. Ke, X. K. Li, X. L. Meng, L. Y. Zhang, and Z. K. Xu, Sci. China Ser. B, 52, 969–974 (2009).
- 483 E. Bayer and M. Mutter, Nature 237, 512-& (1972).
- 484 Z. Wang, R. L. Yang, J. D. Zhu, and X. X. Zhu, Sci. China Chem. 53, 1844–1852 (2010).
- 485 O. W. Gooding, S. Baudart, T. L. Deegan, K. Heisler, J. W. Labadie, W. S. Newcomb, J. A. Porco, and P. van Eikeren, J. Comb. Chem. 1, 113–122 (1999).
- 486 E. Bayer, K. Albert, H. Willisch, W. Rapp, and B. Hemmasi, Macromolecules 23, 1937–1940 (1990).
- 487 P. A. Keifer, J. Org. Chem. 61, 1558–1559 (1996).
- 488 N. J. Wells, M. Davies, and M. Bradley, J. Org. Chem. 63, 6430–6431 (1998).
- 489 A. M. Yu, H. Z. Yang, H. Y. Liu, and Y. Ma, Sci. China Ser. B 41, 455–459 (1998).
- 490 S. Hanessian and F. Xie, Tetrahedron Lett. 39, 733–736 (1998).
- 491 S. M. Alesso, Z. R. Yu, D. Pears, P. A. Worthington, R. W. A. Luke, and M. Bradley, Tetrahedron 59, 7163–7169 (2003).
- 492 J. Lu and P. H. Toy, Chem. Rev. 109, 815–838 (2009).
- 493
M. Renil, M. Ferreras, J. M. Delaisse, N. T. Foged, and M. Meldal, J. Pept. Sci.
4, 195–210 (1998).
10.1002/(SICI)1099-1387(199805)4:3<195::AID-PSC141>3.0.CO;2-R CAS PubMed Web of Science® Google Scholar
- 494 R. Kita, F. Svec, and J. M. J. Frechet, J. Comb. Chem. 3, 564–571 (2001).
- 495 M. Renil and M. Meldal, Tetrahedron Lett. 37, 6185–6188 (1996).
- 496 J. Rademann, M. Grotli, M. Meldal, and K. Bock, J. Am. Chem. Soc. 121, 5459–5466 (1999).
- 497 J. Buchardt and M. Meldal, Tetrahedron Lett. 39, 8695–8698 (1998).
- 498 J. Luo, C. Pardin, W. D. Lubell, and X. X. Zhu, Chem. Commun. 2007, 3406–3406.
- 499 J. T. Luo, C. Pardin, W. D. Lubell, and X. X. Zhu, Chem. Commun. 2136–2138 (2007).
- 500 A. Gheorghe, A. Matsuno, and O. Reiser, Adv. Synth. Catal. 348, 1016–1020 (2006).
- 501 J. N. Chen, G. C. Yang, H. Q. Zhang, and Z. X. Chen, React. Funct. Polym. 66, 1434–1451 (2006).
- 502 M. Benaglia, M. Cinquini, and F. Cozzi, Tetrahedron Lett. 40, 2019–2020 (1999).
- 503 G. C. Yang, Z. X. Chen, and Z. J. Zhang, React. Funct. Polym. 51, 1–6 (2002).
