Monosaccharide-responsive release of insulin from polymersomes of polyboroxole block copolymers at neutral pH

Journal of the American Chemical Society

Volumn 134, Issue 9, 2012, Pages 4030-4033

  Kim, Hyunkyu ^a   Kang, Young Ji ^a   Kang, Sebyung ^a   Kim, Kyoung Taek ^a  

^a Ulsan National Institute of Science and Technology   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION-FRAGMENTATION; CHAIN TRANSFER; COMPETITIVE BINDING; CONTROLLED RADICAL POLYMERIZATION; CYLINDRICAL MICELLES; DEGREE OF POLYMERIZATION; DELIVERY VEHICLE; HYDROPHILIC BLOCKS; NEUTRAL PH; PH CONDITION; PHOSPHATE BUFFERS; POLYMER VESICLE; POLYMERSOMES; SELF-ASSEMBLED; STYRENIC MONOMERS;

BLOCK COPOLYMERS; FREE RADICAL POLYMERIZATION; GLUCOSE; INSULIN; POLYETHYLENE GLYCOLS; POLYETHYLENE OXIDES;

POLYMERS;

INSULIN; MACROGOL; MONOMER; MONOSACCHARIDE; NANOMATERIAL; PHOSPHATE BUFFERED SALINE; POLY(STYRENEBOROXOLE); POLYMERSOME; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CONTROLLED DRUG RELEASE; DRUG DELIVERY SYSTEM; HYDROPHILICITY; INSULIN RELEASE; MICELLE; NANOFABRICATION; PH; POLYMERIZATION; REVERSIBLE ADDITION FRAGMENTATION AND CHAIN TRANSFER; SYNTHESIS;

BORONIC ACIDS; HYDROGEN-ION CONCENTRATION; INSULIN; MOLECULAR STRUCTURE; MONOSACCHARIDES; PARTICLE SIZE; POLYETHYLENE GLYCOLS; POLYSTYRENES; SURFACE PROPERTIES;

EID: 84863234538     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja211728x     Document Type: Article

References (44)

1. Tanner, P.; Baumann, P.; Enea, R.; Onaca, O.; Palivan, C.; Meier, W. Acc. Chem. Res. 2011, 44, 1039.
2. Meng, F.; Zhong, Z. J. Phys. Chem. Lett. 2011, 2, 1533.
3. Brinkhuis, R. P.; Rutjes, F. P. J. T.; van Hest, J. C. M. Polym. Chem. 2011, 2, 1449.
4. Discher, D. E.; Eisenberg, A. Science 2002, 297, 967.
5. Meng, F.; Zhong, Z.; Feijen, J. Biomacromolecules 2009, 10, 197.
6. Li, M.-H.; Keller, P. Soft Matter 2009, 5, 927.
7. (a) Mabrouk, E.; Cuvelier, D.; Brochard-Wyart, F.; Nassoy, P.; Li, M.-H. Proc. Natl. Acad. Sci. U.S.A. 2009, 106, 7294.
8. (b) Yu, S.; Azzam, T.; Roulier, I.; Eisenberg, A. J. Am. Chem. Soc. 2009, 131, 10557.
9. (c) Ahmed, F.; Pakunlu, R. I.; Brannan, A.; Bates, F.; Minko, T.; Discher, D. E. J. Controlled Release 2006, 116, 150.
10. (d) Bellomo, E. G.; Wyrsta, M. D.; Pakstis, L.; Pochan, D. J.; Deming, T. J. Nat. Mater. 2004, 3, 244.
11. (e) Robbins, G. P.; Jimbo, M.; Swift, J.; Therien, M. J.; Hammer, D. A.; Dmochowski, I. J. J. Am. Chem. Soc. 2009, 131, 3872.
12. Kim, K. T.; Meeuwissen, S. A.; Nolte, R. J. M.; van Hest, J. C. M. Nanoscale 2010, 2, 844.
13. Nishiyabu, R.; Kubo, Y.; James, T. D.; Fossey, J. S. Chem. Commun. 2011, 47, 1106.
14. (a) Cambre, J. N.; Sumerlin, B. S. Polymer 2011, 52, 4631.
15. (b) Cheng, F.; Jäkle, F. Polym. Chem. 2011, 2, 2122.
16. (c) Jäkle, F. Chem. Rev. 2010, 110, 3985.
17. (d) Kanekiyo, Y.; Sano, M.; Iguchi, R.; Shinkai, S. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 1302.
18. (a) Kataoka, K.; Miyazaki, H.; Bunya, M.; Okano, T.; Sakurai, Y. J. Am. Chem. Soc. 1998, 120, 12694.
19. (b) Matsumoto, A.; Yoshida, R.; Kataoka, K. Biomacromolecules 2004, 5, 1038.
20. (c) Matsumoto, A.; Yamamoto, K.; Yoshida, R.; Kataoka, K.; Aoyagi, T.; Miyahara, Y. Chem. Commun. 2010, 46, 2203.
21. (a) Cambre, J. N.; Roy, D.; Gondi, S. R.; Sumerlin, B. S. J. Am. Chem. Soc. 2007, 129, 10348.
22. (b) Roy, D.; Cambre, J. N.; Sumerlin, B. S. Chem. Commun. 2008, 2477.
23. (c) Kim, K. T.; Cornelissen, J. J. L. M.; Nolte, R. J. M.; van Hest, J. C. M. Adv. Mater. 2009, 21, 2787.
24. (d) Bapat, A. P.; Roy, D.; Ray, J. G.; Savin, D. A.; Sumerlin, B. S. J. Am. Chem. Soc. 2011, 133, 19832.
25. (e) Sumerlin, B. S.; Camber, J. N.; Roy, D. U.S. Pat. Appl. US 2010/0029545 A1, 2010.
26. Wu, Q.; Wang, L.; Yu, H.; Wang, J.; Chen, Z. Chem. Rev. 2011, 111, 7855.
27. Wulff, G. Pure Appl. Chem. 1982, 54, 2093.
28. Kim, K. T.; Cornelissen, J. J. L. M.; Nolte, R. J. M.; van Hest, J. C. M. J. Am. Chem. Soc. 2009, 131, 13908.
29. (a) Mulla, H. R.; Agard, N. J.; Basu, A. Bioorg. Med. Chem. Lett. 2004, 14, 25.
30. (b) Matsumoto, A.; Ishii, T.; Nishida, J.; Matsumoto, H.; Kataoka, K.; Miyahara, Y. Angew. Chem., Int. Ed. 2012, DOI: 10.1002/anie.201106252.
31. (c) Li, Y.; Xiao, W.; Xiao, K.; Berti, L.; Luo, J.; Tseng, H. P.; Fung, G.; Lam, K. S. Angew. Chem., Int. Ed. 2012, DOI: 10.1002/anie.201107144.
32. (a) Dowlut, M.; Hall, D. G. J. Am. Chem. Soc. 2006, 128, 4226.
33. (b) Bérubè, M.; Dowlut, M.; Hall, D. G. J. Org. Chem. 2008, 73, 6471.
34. (c) Pal, A.; Bérubé, M.; Hall, D. G. Angew. Chem., Int. Ed. 2010, 49, 1492.
35. (a) Jay, J. I.; Lai, B. E.; Myszka, D. G.; Mahalingam, A.; Langheinrich, K.; Katz, D. F.; Kiser, P. F. Mol. Pharmaceutics 2010, 7, 116.
36. (b) Mahalingam, A.; Geonnotti, A. R.; Balzarini, J.; Kiser, P. F. Mol. Pharmaceutics 2011, 8, 2465.
37. Springsteen, G.; Wang, B. Chem. Commun. 2001, 1608.
38. (b) Springsteen, G.; Wang, B. Tetrahedron 2002, 58, 5291.
39. Qin, Y.; Sukul, V.; Pagakos, D.; Cui, C.; Jäkle, F. Macromolecules 2005, 38, 8987.
40. Lai, J. T.; Filla, D.; Shea, R. Macromolecules 2002, 35, 6754.
41. Huang, C.-Q.; Pan, C.-Y. Polymer 2010, 51, 5115.
42. (a) Shimpuku, C.; Ozawa, R.; Sasaki, A.; Sato, F.; Hashimoto, T.; Yamauchi, A.; Suzuki, I.; Hayashita, T. Chem. Commun. 2009, 1709.
43. (b) Yang, W.; He, H.; Drueckhammer, D. G. Angew. Chem., Int. Ed. 2001, 40, 1714.
44. (c) Eggert, H.; Frederiksen, J.; Morin, C.; Norrild, J. C. J. Org. Chem. 1999, 64, 3846.