In situ forming hydrogels via catalyst-free and bioorthogonal "tetrazole-Alkene" photo-click chemistry

Biomacromolecules

Volumn 14, Issue 8, 2013, Pages 2814-2821

  Fan, Yaping ^a   Deng, Chao ^a   Cheng, Ru ^a   Meng, Fenghua ^a   Zhong, Zhiyuan ^a  

^a SOOCHOW UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CLICK CHEMISTRY; HIGH SPECIFICITY; IN-SITU FORMING; INDIRECT CONTACT; PHOSPHATE BUFFERS; POLYMER CONCENTRATIONS; PROTEIN DELIVERY; PROTEIN RELEASE;

CATALYSTS; GELATION; HYDROCARBONS; POLYETHYLENE GLYCOLS; PROTEINS; SYNTHESIS (CHEMICAL); TISSUE ENGINEERING;

HYDROGELS;

4 (2 PHENYL 2H TETRAZOL 5 YL)BENZOIC ACID; ALKENE; CYTOCHROME C; DRUG CARRIER; IMMUNOGLOBULIN; MACROGOL; METHACRYLIC ACID; POLY(ETHYLENE GLYCOL) TETRAZOLE; PROTEIN; RECOMBINANT INTERLEUKIN 2; TETRAZOLE DERIVATIVE; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; DELAYED RELEASE FORMULATION; HYDROGEL; INTERLEUKIN 2; MACROGOL DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CANCER CELL CULTURE; CLICK CHEMISTRY; CONTROLLED STUDY; DRUG RELEASE; ENZYME ACTIVITY; GELATION; HUMAN; HYDROGEL; IN VITRO STUDY; NONHUMAN; PH; PHOTO CLICK CHEMISTRY; PRIORITY JOURNAL; SYNTHESIS; ULTRAVIOLET IRRADIATION; ANIMAL; CATALYSIS; CELL SURVIVAL; CHEMISTRY; DELAYED RELEASE FORMULATION; DRUG EFFECTS; KINETICS; MOUSE; PHASE TRANSITION; PHOTOCHEMISTRY; TUMOR CELL LINE;

ALKENES; ANIMALS; ANTINEOPLASTIC AGENTS; CATALYSIS; CELL LINE, TUMOR; CELL SURVIVAL; CLICK CHEMISTRY; CYTOCHROMES C; DELAYED-ACTION PREPARATIONS; GAMMA-GLOBULINS; HUMANS; HYDROGELS; INTERLEUKIN-2; KINETICS; MICE; PHASE TRANSITION; PHOTOCHEMICAL PROCESSES; POLYETHYLENE GLYCOLS; TETRAZOLES;

EID: 84881604498     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm400637s     Document Type: Article

References (58)

1. Kloxin, A. M.; Kasko, A. M.; Salinas, C. N.; Anseth, K. S. Science 2009, 324, 59-63
2. Sun, J.-Y.; Zhao, X.; Illeperuma, W. R. K.; Chaudhuri, O.; Oh, K. H.; Mooney, D. J.; Vlassak, J. J.; Suo, Z. Nature 2012, 489, 133-136
3. Yu, L.; Ding, J. Chem. Soc. Rev. 2008, 37, 1473-1481
4. Cong Truc, H.; Minh Khanh, N.; Lee, D. S. Macromolecules 2011, 44, 6629-6636
5. Vermonden, T.; Censi, R.; Hennink, W. E. Chem. Rev. 2012, 112, 2853-2888
6. Van Tomme, S. R.; Storm, G.; Hennink, W. E. Int. J. Pharm. 2008, 355, 1-18
7. Jeong, B.; Kim, S. W.; Bae, Y. H. Adv. Drug Delivery Rev. 2012, 64, 154-162
8. Li, K.; Yu, L.; Liu, X.; Chen, C.; Chen, Q.; Ding, J. Biomaterials 2013, 34, 2834-2842
9. Cheng, Y.; He, C.; Xiao, C.; Ding, J.; Cui, H.; Zhuang, X.; Chen, X. Biomacromolecules 2013, 14, 468-475
10. Hiemstra, C.; Zhou, W.; Zhong, Z.; Wouters, M.; Feijen, J. J. Am. Chem. Soc. 2007, 129, 9918-9926
11. Zhang, Y.; Wu, X.; Han, Y.; Mo, F.; Duan, Y.; Li, S. Int. J. Pharm. 2010, 386, 15-22
12. Bajomo, M.; Robb, I.; Steinke, J. H. G.; Bismarck, A. Adv. Funct. Mater. 2011, 21, 172-176
13. Hiemstra, C.; Zhong, Z.; Van Tomme, S. R.; van Steenbergen, M. J.; Jacobs, J. J. L.; Den Otter, W.; Hennink, W. E.; Feijen, J. J. Controlled Release 2007, 119, 320-327
14. Ta, H. T.; Dass, C. R.; Larson, I.; Choong, P. F. M.; Dunstan, D. E. Biomaterials 2009, 30, 4815-4823
15. Cong Truc, H.; Kang, S. W.; Li, Y.; Kim, B. S.; Lee, D. S. Soft Matter 2011, 7, 8984-8990
16. Vulic, K.; Shoichet, M. S. J. Am. Chem. Soc. 2012, 134, 882-885
17. Nguyen, K. T.; West, J. L. Biomaterials 2002, 23, 4307-4314
18. Elisseeff, J.; Anseth, K.; Sims, D.; McIntosh, W.; Randolph, M.; Langer, R. Proc. Natl. Acad. Sci. U. S. A. 1999, 96, 3104-3107
19. Lutolf, M. P.; Hubbell, J. A. Biomacromolecules 2003, 4, 713-722
20. Hiemstra, C.; van der Aa, L. J.; Zhong, Z.; Dijkstra, P. J.; Feijen, J. Macromolecules 2007, 40, 1165-1173
21. Elbert, D. L.; Pratt, A. B.; Lutolf, M. P.; Halstenberg, S.; Hubbell, J. A. J. Controlled Release 2001, 76, 11-25
22. Metters, A.; Hubbell, J. Biomacromolecules 2005, 6, 290-301
23. Yu, Y.; Deng, C.; Meng, F.; Shi, Q.; Feijen, J.; Zhong, Z. J. Biomed. Mater. Res., Part A 2011, 99A, 316-326
24. Jin, R.; Hiemstra, C.; Zhong, Z.; Feijen, J. Biomaterials 2007, 28, 2791-2800
25. Jin, R.; Teixeira, L. S. M.; Dijkstra, P. J.; Zhong, Z.; van Blitterswijk, C. A.; Karperien, M.; Feijen, J. Tissue Eng., Part A 2010, 16, 2429-2440
26. Menzies, D. J.; Cameron, A.; Munro, T.; Wolvetang, E.; Grondahl, L.; Cooper-White, J. J. Biomacromolecules 2013, 14, 413-423
27. Polizzotti, B. D.; Fairbanks, B. D.; Anseth, K. S. Biomacromolecules 2008, 9, 1084-1087
28. Lin, C.-C.; Raza, A.; Shih, H. Biomaterials 2011, 32, 9685-9695
29. McCall, J. D.; Anseth, K. S. Biomacromolecules 2012, 13, 2410-2417
30. Ding, C.; Zhao, L.; Liu, F.; Cheng, J.; Gu, J.; Shan, D.; Liu, C.; Qu, X.; Yang, Z. Biomacromolecules 2010, 11, 1043-1051
31. Zhang, Y.; Tao, L.; Li, S.; Wei, Y. Biomacromolecules 2011, 12, 2894-2901
32. Grover, G. N.; Lam, J.; Nguyen, T. H.; Segura, T.; Maynard, H. D. Biomacromolecules 2012, 13, 3013-3017
33. Censi, R.; Vermonden, T.; Deschout, H.; Braeckmans, K.; di Martino, P.; De Smed, S. C.; van Nostrum, C. F.; Hennink, W. E. Biomacromolecules 2010, 11, 2143-2151
34. Censi, R.; Fieten, P. J.; di Martino, P.; Hennink, W. E.; Vermonden, T. Macromolecules 2010, 43, 5771-5778
35. van Dijk, M.; Rijkers, D. T. S.; Liskamp, R. M. J.; van Nostrum, C. F.; Hennink, W. E. Bioconjugate Chem. 2009, 20, 2001-2016
36. Azagarsamy, M. A.; Anseth, K. S. ACS Macro Lett. 2013, 2, 5-9
37. Ossipov, D. A.; Hilborn, J. Macromolecules 2006, 39, 1709-1718
38. Malkoch, M.; Vestberg, R.; Gupta, N.; Mespouille, L.; Dubois, P.; Mason, A. F.; Hedrick, J. L.; Liao, Q.; Frank, C. W.; Kingsbury, K.; Hawker, C. J. Chem. Commun. 2006, 2774-2776
39. Liu, S. Q.; Ee, P. L. R.; Ke, C. Y.; Hedrick, J. L.; Yang, Y. Y. Biomaterials 2009, 30, 1453-1461
40. van Dijk, M.; van Nostrum, C. F.; Hennink, W. E.; Rijkers, D. T. S.; Liskamp, R. M. J. Biomacromolecules 2010, 11, 1608-1614
41. Adzima, B. J.; Tao, Y.; Kloxin, C. J.; DeForest, C. A.; Anseth, K. S.; Bowman, C. N. Nat. Chem. 2011, 3, 256-259
42. Xu, X.-D.; Chen, C.-S.; Lu, B.; Wang, Z.-C.; Cheng, S.-X.; Zhang, X.-Z.; Zhuo, R.-X. Macromol. Rapid Commun. 2009, 30, 157-164
43. Hu, X.; Li, D.; Zhou, F.; Gao, C. Acta Biomater. 2011, 7, 1618-1626
44. DeForest, C. A.; Polizzotti, B. D.; Anseth, K. S. Nat. Mater. 2009, 8, 659-664
45. DeForest, C. A.; Anseth, K. S. Angew. Chem., Int. Ed. 2012, 51, 1816-1819
46. Zheng, J.; Callahan, L. A. S.; Hao, J.; Guo, K.; Wesdemiotis, C.; Weiss, R. A.; Becker, M. L. ACS Macro Lett. 2012, 1, 1071-1073
47. Nimmo, C. M.; Owen, S. C.; Shoichet, M. S. Biomacromolecules 2011, 12, 824-830
48. Tan, H.; Rubin, J. P.; Marra, K. G. Macromol. Rapid Commun. 2011, 32, 905-911
49. Alge, D. L.; Azagarsamy, M. A.; Donohue, D. F.; Anseth, K. S. Biomacromolecules 2013, 14, 949-953
50. Song, W.; Wang, Y.; Qu, J.; Lin, Q. J. Am. Chem. Soc. 2008, 130, 9654-9655
51. Song, W.; Wang, Y.; Yu, Z.; Vera, C. I. R.; Qu, J.; Lin, Q. ACS Chem. Biol. 2010, 5, 875-885
52. Song, W.; Wang, Y.; Qu, J.; Madden, M. M.; Lin, Q. Angew. Chem., Int. Ed. 2008, 47, 2832-2835
53. De Groot, C. J.; Van Luyn, M. J. A.; Van Dijk-Wolthuis, W. N. E.; Cadee, J. A.; Plantinga, J. A.; Den Otter, W.; Hennink, W. E. Biomaterials 2001, 22, 1197-1203
54. Lim, R. K. V.; Lin, Q. Chem. Commun. 2010, 46, 1589-1600
55. Appel, E. A.; Loh, X. J.; Jones, S. T.; Dreiss, C. A.; Scherman, O. A. Biomaterials 2012, 33, 4646-4652
56. Liu, G.; Ma, S.; Li, S.; Cheng, R.; Meng, F.; Liu, H.; Zhong, Z. Biomaterials 2010, 31, 7575-7585
57. Aimetti, A. A.; Machen, A. J.; Anseth, K. S. Biomaterials 2009, 30, 6048-6054
58. Ashley, G. W.; Henise, J.; Reid, R.; Santi, D. V. Proc. Natl. Acad. Sci. U. S. A. 2013, 110, 2318-2323