Flipping the switch on chloride concentrations with a light-active foldamer

Journal of the American Chemical Society

Volumn 132, Issue 37, 2010, Pages 12838-12840

  Hua, Yuran ^a   Flood, Amar H ^a  

^a INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING AFFINITIES; BINDING POCKETS; BIOINSPIRED SYSTEMS; CHLORIDE CONCENTRATIONS; CHLORIDE IONS; CHLORIDE LEVELS; ELECTROLYTE SOLUTIONS; END GROUPS; LIGHT STIMULI; NONAQUEOUS SOLUTIONS; SWITCH-ON; UV LIGHT;

BINDING ENERGY; ELECTROLYTES;

CHLORINE COMPOUNDS;

AZOBENZENE; CHLORIDE; CHLORIDE ION; ELECTROLYTE; TRIAZOLE;

AQUEOUS SOLUTION; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; ELECTROSPRAY MASS SPECTROMETRY; ISOMERIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ULTRAVIOLET RADIATION;

BIOMIMETICS; CHLORIDES; LIGHT; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PHOTOCHEMICAL PROCESSES; POLYMERS; SOLVENTS;

EID: 77956622966     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja105793c     Document Type: Article

References (38)

1. Mayer, G. and Heckel, A. Angew. Chem., Int. Ed. 2006, 45, 4900-4921
2. Lehn, J.-M. Angew. Chem., Int. Ed. Engl. 1988, 27, 89-112
3. Tsien, R. Y. and Zucker, R. S. Biophys. J. 1986, 50, 843-853
4. Kaplan, J. H. and Ellis-Davies, G. C. R. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 6571-6575
5. Shinkai, S., Nakaji, T., Nishida, Y., Ogawa, T., and Manabe, O. J. Am. Chem. Soc. 1980, 102, 5860-5865
6. Shinkai, S., Nakaji, T., Ogawa, T., Shigematsu, K., and Manabe, O. J. Am. Chem. Soc. 1981, 103, 111-115
7. Haas, K. L. and Franz, K. J. Chem. Rev. 2009, 109, 4921-4960
8. Verkman, A. S. and Galietta, L. J. V. Nat. Rev. 2009, 8, 153-171
9. Clark, J. F. and Clark, D. L. Environ. Sci. Technol. 1996, 30, 3124-3127
10. Bencini, A., Bernardo, M. A., Bianchi, A., Ciampolini, M., Fusi, V., Nardi, N., Parola, A. J., Pina, F., and Valtancoli, B. J. Chem. Soc., Perkins Trans. 2 1998, 413-418
11. Bencini, A., Bianchi, A., Giorgi, C., Romagnoli, E., Lodeiro, C., Saint-Maurice, A., Pina, F., and Valtancoli, B. Supramol. Chem. 2001, 13, 277-285
12. Shimasaki, T., Kato, S.-I., Ideta, K., Goto, K., and Shinmyozu, T. J. Org. Chem. 2007, 72, 1073-1087
13. Wang, Y., Bie, F., and Jiang, H. Org. Lett. 2010, 12, 3630-3633
14. Molecular Switches; Feringa, B. L., Ed.; Wiley-VCH: Weinheim, 2001.
15. Hecht, S. and Meudtner, R. M. Angew. Chem., Int. Ed. 2008, 47, 4926-4930
16. Juwarker, H., Lenhardt, J. M., Pham, D. M., and Craig, S. L. Angew. Chem., Int. Ed. 2008, 47, 3740-3743
17. Li, Y. and Flood, A. H. J. Am. Chem. Soc. 2008, 130, 12111-12122
18. Wang, Y., Li, F., Han, Y., Wang, F., and Jiang, H. Chem.-Eur. J. 2009, 15, 9424-9433
19. Other anion-binding foldamers Suk, J.-M. and Jeong, K.-S. J. Am. Chem. Soc. 2008, 130, 11868-11869
20. Kim, U.-I., Suk, J.-M., Naidu, V. R., and Jeong, K.-S. Chem.-Eur. J. 2008, 14, 11406-11414
21. Xu, Y.-X., Wang, G.-T., Zhao, X., Jiang, X.-K., and Li, Z.-T. J. Org. Chem. 2009, 74, 7267-7273
22. See also sectrons in Saraogi, I. and Hamilton, A. D. Chem. Soc. Rev. 2009, 38, 1726-1743.
23. Juwarker, H., Suk, J.-M., and Jeong, K.-S. Chem. Soc. Rev. 2009, 38, 3316-3325
24. Li, Y. and Flood, A. H. Angew. Chem., Int. Ed. 2008, 47, 2649-2652
25. Hua, Y. and Flood, A. H. Chem. Soc. Rev. 2010, 39, 1262-1271
26. Foldamers: Structure, Properties and Applications, Hecht, S. and Huc, I., Eds.; Wiley-VCH, Weinheim, 2007.
27. Stone, M. T., Heemstra, J. M., and Moore, J. S. Acc. Chem. Res. 2006, 39, 11-20
28. Khan, A., Kaiser, C., and Hecht, S. Angew. Chem., Int. Ed. 2006, 45, 1878-1881
29. Khan, A. and Hecht, S. Chem.-Eur. J. 2006, 12, 4764-4774
30. Furusho, Y., Tanaka, Y., Maeda, T., Ikeda, M., and Yashima, E. Chem. Commun. 2007, 3174-3176
31. See Supporting Information.
32. Lee, S., Hua, Y., Park, H., and Flood, A. H. Org. Lett. 2010, 12, 2100-2102
33. Rostovtsev, V. V., Green, L. G., Fokin, V. V., and Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596-2599
34. Tornøe, C. W., Christensen, C., and Meldal, M. J. Org. Chem. 2002, 67, 3057-3064
35. Vander Griend, D. A., Bediako, D. K., DeVries, M. J., DeJong, N. A., and Heeringa, L. P. Inorg. Chem. 2008, 47, 656-662
36. Li, Y., Vander Griend, D. A., and Flood, A. H. Supramol. Chem. 2008, 21, 111-117
37. Conners, K. A. Binding Constants; John Wiley and Sons: New York, 1987.
38. Bard, A. J and Faulkner, L. R. Electrochemical Methods: Fundamentals and Applications, 2nd ed.; Wiley: 2000.