Photoswitchable gel assembly based on molecular recognition

Nature Communications

Volumn 3, Issue , 2012, Pages

  Yamaguchi, Hiroyasu ^a   Kobayashi, Yuichiro ^a   Kobayashi, Ryosuke ^a   Takashima, Yoshinori ^a   Hashidzume, Akihito ^a   Harada, Akira ^a,b  

^a OSAKA UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA CYCLODEXTRIN; AZOBENZENE; BETA CYCLODEXTRIN; CYCLODEXTRIN; POLYACRYLAMIDE; ALPHA CYCLODEXTRIN DERIVATIVE; ALPHA-CYCLODEXTRIN; AZO COMPOUND; BETA CYCLODEXTRIN DERIVATIVE; DIMETHYL SULFOXIDE; ISOBUTYRONITRILE; NITRILE; POLYMER; WATER;

ARTICLE; DISSOCIATION; GEL; HYDROGEL; ISOMERIZATION; MOLECULAR RECOGNITION; PHOTOSWITCHABLE GEL ASSEMBLY; PROTON NUCLEAR MAGNETIC RESONANCE; CHEMICAL MODEL; CHEMISTRY; CIRCULAR DICHROISM; INFRARED SPECTROPHOTOMETRY; KINETICS; LIGHT; MATERIALS TESTING; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTOCHEMISTRY; ULTRAVIOLET RADIATION;

ALPHA-CYCLODEXTRINS; AZO COMPOUNDS; BETA-CYCLODEXTRINS; CIRCULAR DICHROISM; DIMETHYL SULFOXIDE; GELS; HYDROGELS; KINETICS; LIGHT; MAGNETIC RESONANCE SPECTROSCOPY; MATERIALS TESTING; MODELS, CHEMICAL; NITRILES; PHOTOCHEMISTRY; POLYMERS; SPECTROPHOTOMETRY, INFRARED; ULTRAVIOLET RAYS; WATER;

EID: 84856756592     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms1617     Document Type: Article

References (29)

1. Oshovsky, G. V., Reinhoudt, D. V. & Verboom, W. Supramolecular chemistry in water. Angew. Chem. Int. Ed. 46, 2366-2393 (2007). (Pubitemid 46973576)
2. Ariga, K. et al. Challenges and breakthroughs in recent research on self-assembly. Sci. Technol. Adv. Mater. 9, 014109 (2008).
3. Harada, A., Hashidzume, A., Yamaguchi, H. & Takashima, Y. Polymeric rotaxanes. Chem. Rev. 109, 5974-6023 (2009).
4. Zayed, J. M., Nouvel, N., Rauwald, U. & Scherman, O. A. Chemical complexity -Supramolecular self-assembly of synthetic and biological building blocks in water. Chem. Soc. Rev. 39, 2806-2816 (2010).
5. Uhlenheuer, D. A., Petkau, K. & Brunsveld, L. Combining supramolecular chemistry with biology. Chem. Soc. Rev. 39, 2817-2826 (2010).
6. Bowden, N., Terfort, A., Carbeck, J. & Whitesides, G. M. Self-assembly of mesoscale objects into ordered two-dimensional arrays. Science 276, 223-225 (1997).
7. Terfort, A., Bowden, N. & Whitesides, G. M. Three-dimensional self-assembly of millimeter-scale components. Nature 386, 162-164 (1997).
8. Whitesides, G. M. & Grzybowski, B. Self-assembly at all scale. Science 295, 2418-2421 (2002).
9. Grzybowski, B. A. et al. Electrostatic self-assembly of macroscopic crystals using contact electrification. Nat. Mater. 2, 241-245 (2003).
10. Gartnera, Z. J. & Bertozzi, C. R. Programmed assembly of 3-dimensional microtissues with defined cellular connectivity. Proc. Natl Acad. Sci. USA. 106, 4606-4610 (2009).
11. Harada, A., Kobayashi, R., Takashima, Y., Hashidzume, A. & Yamaguchi, H. Macroscopic self-assembly through molecular recognition. Nat. Chem. 3, 34-37 (2011).
12. Yamaguchi, H., Kobayashi, R., Takashima, Y., Hashidzume, A. & Harada, A. Self-assembly of gels through molecular recognition of cyclodextrins: Shape selectivity for linear and cyclic guest molecules. Macromolecules 44, 2395-2399 (2011).
13. Murakami, H., Kawabuchi, A., Kotoo, K., Kunitake, M. & Nakashima, N. A light-driven molecular shuttle based on a rotaxane. J. Am. Chem. Soc. 119, 7605-7606 (1997). (Pubitemid 27355137)
14. Tomatsu, I., Hashidzume, A. & Harada, A. Photoresponsive hydrogel system using molecular recognition of alpha-cyclodextrin. Macromolecules 38, 5223-5227 (2005). (Pubitemid 40925682)
15. Tomatsu, I., Hashidzume, A. & Harada, A. Contrast viscosity changes upon photoirradiation for mixtures of poly(acrylic acid)-based alpha-cyclodextrin and azobenzene polymers. J. Am. Chem. Soc. 128, 2226-2227 (2006).
16. Ma, X. et al. A light-driven pseudo[4]rotaxane encoded by induced circular dichroism in a hydrogel. Adv. Funct. Mater. 17, 829-837 (2007). (Pubitemid 46571650)
17. Zhao, Y.-L. & Stoddart, J. F. Azobenzene-based light-responsive hydrogel system. Langmuir 25, 8442-8446 (2009).
18. Tamesue, S., Takashima, Y., Yamaguchi, H., Shinkai, S. & Harada, A. Photoswitchable supramolecular hydrogels formed by cyclodextrin and azobenzene polymers. Angew. Chem. Int. Ed. 49, 7461-7464 (2010).
19. Peng, K., Tomatsu, I. & Kros, A. Light controlled protein release from a supramolecular hydrogel. Chem. Commun. 46, 4094-4096 (2010).
20. Tamesue, S., Takashima, Y., Yamaguchi, H., Shinkai, S. & Harada, A. Photochemically controlled supramolecular curdlan/single-walled carbon nanotube composite gel: Preparation of molecular distaff by cyclodextrin modified curdlan and phase transition control. Eur. J. Org. Chem. 2011, 2801-2806 (2011).
21. Yagai, S., Karatsu, T. & Kitamura, A. Photocontrollable self-assembly. Chem. Eur. J. 11, 4054-4063 (2005). (Pubitemid 40963828)
22. Muraoka, T., Kinbara, K. & Aida, T. Mechanical twisting of a guest by a photoresponsive host. Nature 440, 512-515 (2006).
23. Klajn, R. Immobilized azobenzenes for the construction of photoresponsive materials. Pure Appl. Chem. 82, 2247-2279 (2010).
24. Yu, Y., Nakano, M. & Ikeda, T. Directed bending of a polymer film by light. Nature 425, 145-145 (2003).
25. Ikeda, T., Nakano, M., Yu, Y., Tsutsumi, O. & Kanazawa, A. Anisotropic bending and unbending behavior of azobenzene liquid-crystalline gels by light exposure. Adv. Mater. 15, 201-205 (2003).
26. Irie, M. Photochromism and molecular mechanical devices. Bull. Chem. Soc. Jpn 81, 917-926 (2008).
27. Wang, D. H. et al. Photomechanical response of glassy azobenzene polyimide networks. Macromolecules 44, 2840-3846 (2011).
28. Stanier, C. A., Alderman, S. J., Claridge, T. D. W. & Anderson, H. L. Unidirectional photoinduced shuttling in a rotaxane with a symmetric stilbene dumbbell. Angew. Chem. Int. Ed. 41, 1769-1772 (2002). (Pubitemid 34568424)
29. Inoue, Y. et al. Thermal and photochemical switching of conformation of poly(ethylene glycol)-substituted cyclodextrin with an azobenzene group at the chain end. J. Am. Chem. Soc. 129, 6396-6397 (2007). (Pubitemid 46799336)