Macroscopic self-assembly based on molecular recognition: Effect of linkage between aromatics and the polyacrylamide gel scaffold, amide versus ester

Macromolecules

Volumn 46, Issue 5, 2013, Pages 1939-1947

  Hashidzume, Akihito ^a   Zheng, Yongtai ^a   Takashima, Yoshinori ^a   Yamaguchi, Hiroyasu ^a   Harada, Akira ^a,b  

^a OSAKA UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC RESIDUES; ESTER LINKAGES; FLUORESCENCE SPECTRA; MACROSCOPIC SELF-ASSEMBLY; MULTIVALENCY; POLYACRYLAMIDE GELS;

AMIDES; AROMATIC COMPOUNDS; AROMATIZATION; ESTERIFICATION; ESTERS; FLUORESCENCE; MOLECULAR RECOGNITION; SCAFFOLDS;

GELS;

EID: 84874877017     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma302344x     Document Type: Article

References (54)

1. Philp, D.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1154-1196
2. Burnworth, M.; Tang, L.; Kumpfer, J. R.; Duncan, A. J.; Beyer, F. L.; Fiore, G. L.; Rowan, S. J.; Weder, C. Nature (London, U. K.) 2011, 472, 334-337
3. Nakahata, M.; Takashima, Y.; Yamaguchi, H.; Harada, A. Nat. Commun. 2011, 2, 511
4. Grzybowski, B. A.; Jiang, X.; Stone, H. A.; Whitesides, G. M. Phys. Rev. E: Stat., Nonlinear, Soft Matter Phys. 2001, 64, 011603/1-011603/12
5. Whitesides, G. M.; Grzybowski, B. Science (Washington, DC, U. S.) 2002, 295, 2418-2421
6. Boncheva, M.; Andreev, S. A.; Mahadevan, L.; Winkleman, A.; Reichman, D. R.; Prentiss, M. G.; Whitesides, S.; Whitesides, G. M. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 3924-3929
7. Grzybowski, B. A.; Winkleman, A.; Wiles, J. A.; Brumer, Y.; Whitesides, G. M. Nat. Mater. 2003, 2, 241-245
8. McCarty, L. S.; Winkleman, A.; Whitesides, G. M. Angew. Chem., Int. Ed. 2007, 46, 206-209
9. Terfort, A.; Bowden, N.; Whitesides, G. M. Nature (London, U. K.) 1997, 386, 162-164
10. Lahann, J.; Mitragotri, S.; Tran, T.-N.; Kaido, H.; Sundaram, J.; Choi, I. S.; Hoffer, S.; Somorjai, G. A.; Langer, R. Science (Washington, DC, U. S.) 2003, 299, 371-374
11. Katz, E.; Lioubashevsky, O.; Willner, I. J. Am. Chem. Soc. 2004, 126, 15520-15532
12. Yu, H.; Iyoda, T.; Ikeda, T. J. Am. Chem. Soc. 2006, 128, 11010-11011
13. Bowden, N.; Terfort, A.; Carbeck, J.; Whitesides, G. M. Science (Washington, DC, U. S.) 1997, 276, 233-235
14. Kim, E.; Whitesides, G. M. J. Phys. Chem. B 1997, 101, 855-863
15. Choi, I. S.; Bowden, N.; Whitesides, G. M. Angew. Chem., Int. Ed. 1999, 38, 3078-3081
16. Pisula, W.; Kastler, M.; Wasserfallen, D.; Davies, R. J.; García-Gutiérrez, M.-C.; Müllen, K. J. Am. Chem. Soc. 2006, 128, 14424-14425
17. Voet, D.; Voet, J. G. Biochemistry, 3 rd ed.; Wiley & Sons: New York, 2004.
18. Berg, J. M.; Tymoczko, J. L.; Stryer, L. Biochemistry, 6 th ed.; W. H. Freeman: New York, 2007.
19. Alberts, B.; Johnson, A.; Lewis, J.; Raff, M.; Roberts, K.; Walter, P. Molecular Biology of the Cell 5 th ed.; Garland Publishing Inc.: New York, 2008.
20. Harada, A.; Kobayashi, R.; Takashima, Y.; Hashidzume, A.; Yamaguchi, H. Nat. Chem. 2011, 3, 34-37
21. Yamaguchi, H.; Kobayashi, R.; Takashima, Y.; Hashidzume, A.; Harada, A. Macromolecules 2011, 44, 2395-2399
22. Zheng, Y.; Hashidzume, A.; Takashima, Y.; Yamaguchi, H.; Harada, A. Langmuir 2011, 27, 13790-13795
23. Zheng, Y.; Hashidzume, A.; Takashima, Y.; Yamaguchi, H.; Harada, A. ACS Macro Lett. 2012, 1, 1083-1085
24. Zheng, Y.; Hashidzume, A.; Takashima, Y.; Yamaguchi, H.; Harada, A. Nat. Commun. 2012, 3, 831
25. Yamaguchi, H.; Kobayashi, Y.; Kobayashi, R.; Takashima, Y.; Hashidzume, A.; Harada, A. Nat. Commun. 2012, 3, 603
26. Hashidzume, A.; Morishima, Y.; Szczubialka, K. In Handbook of Polyelectrolytes and Their Applications; Tripathy, S. K.; Kumar, J.; Nalwa, H. S., Eds.; American Scientific Publishers: Stevenson Ranch, CA, 2002; Vol. 2, pp 1-63.
27. Noda, T.; Hashidzume, A.; Morishima, Y. Macromolecules 2000, 33, 3694-3704
28. Noda, T.; Hashidzume, A.; Morishima, Y. Langmuir 2000, 16, 5324-5332
29. Noda, T.; Hashidzume, A.; Morishima, Y. Macromolecules 2001, 34, 1308-1317
30. Noda, T.; Hashidzume, A.; Morishima, Y. Polymer 2001, 42, 9243-9252
31. Noda, T.; Hashidzume, A.; Morishima, Y. Langmuir 2001, 17, 5984-5991
32. Yamamoto, H.; Mizusaki, M.; Yoda, K.; Morishima, Y. Macromolecules 1998, 31, 3588-3594
33. Yamamoto, H.; Morishima, Y. Macromolecules 1999, 32, 7469-7475
34. Yamamoto, H.; Tomatsu, I.; Hashidzume, A.; Morishima, Y. Macromolecules 2000, 33, 7852-7861
35. Kawata, T.; Hashidzume, A.; Sato, T. Macromolecules 2007, 40, 1174-1180
36. Noda, T.; Morishima, Y. Macromolecules 1999, 32, 4631-4640
37. Ueno, A.; Suzuki, I.; Osa, T. J. Am. Chem. Soc. 1989, 111, 6391-6397
38. Hoshino, T.; Miyauchi, M.; Kawaguchi, Y.; Yamaguchi, H.; Harada, A. J. Am. Chem. Soc. 2000, 122, 9876-9877
39. Harada, A.; Kawaguchi, Y.; Hoshino, T. J. Inclusion Phenom. Macrocycl. Chem. 2001, 41, 115-121
40. Miyauchi, M.; Kawaguchi, Y.; Harada, A. J. Inclusion Phenom. Macrocycl. Chem. 2004, 50, 57-62
41. Birks, J. B. Rep. Prog. Phys. 1975, 38, 903-974
42. Sadygov, R. G.; Lim, E. C. Chem. Phys. Lett. 1994, 225, 441-447
43. Valeur, B. Molecular Fluorescence: Principles and Applications; Wiley-VCH: Weinheim, Germany, 2002.
44. Lakowicz, J. R. Principles of Fluorescence Spectroscopy, 3 rd ed.; Springer: New York, 2006.
45. Plieva, F. M.; Karlsson, M.; Aguilar, M.-R.; Gomez, D.; Mikhalovsky, S.; Galaev, I. Y. Soft Matter 2005, 1, 303-309
46. Zhao, Q.; Sun, J.; Lin, Y.; Zhou, Q. React. Funct. Polym. 2010, 70, 602-609
47. Wu, C.-J.; Gaharwar, A. K.; Chan, B. K.; Schmidt, G. Macromolecules 2011, 44, 8215-8224
48. Wang, X.; Wang, H.; Brown, H. R. Soft Matter 2011, 7, 211-219
49. Pizzorusso, G.; Fratini, E.; Eiblmeier, J.; Giorgi, R.; Chelazzi, D.; Chevalier, A.; Baglioni, P. Langmuir 2012, 28, 3952-3961
50. Kamachi, M.; Yamada, B. In Polymer Handbook, 4 th ed.; Brandrup, J.; Immergut, E. H.; Grulke, E. A., Eds.; Wiley & Sons: New York, 1999; Vol. 1, pp II/77-II/95.
51. Forrester, J.; Jones, R. V. H.; Newton, L.; Preston, P. N. Tetrahedron 2001, 57, 2871-2884
52. Drouet, S.; Paul-Roth, C. O.; Simonneaux, G. Tetrahedron 2009, 65, 2975-2981
53. Ahlford, K.; Livendahl, M.; Adolfsson, H. Tetrahedron Lett. 2009, 50, 6321-6324
54. Osawa, T.; Shirasaka, K.; Matsui, T.; Yoshihara, S.; Akiyama, T.; Hishiya, T.; Asanuma, H.; Komiyama, M. Macromolecules 2006, 39, 2460-2466