Acidic microenvironment triggered release of a Cys probe from the cavity of a water-soluble pillar[5]arene

Chemical Communications

Volumn 50, Issue 86, 2014, Pages 13114-13116

  Wang, Pi ^a   Li, Zhengtao ^a   Ji, Xiaofan ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CYSTEINE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; MOLECULAR PROBE; PILLAR(5)ARENE; QUATERNARY AMMONIUM DERIVATIVE; WATER;

ARTICLE; BINDING AFFINITY; ISOTHERMAL TITRATION CALORIMETRY; MICROENVIRONMENT; MOLECULAR PROBE; PH; PROTON NUCLEAR MAGNETIC RESONANCE; STATIC ELECTRICITY; ULTRAVIOLET SPECTROSCOPY; CHEMISTRY; ULTRAVIOLET SPECTROPHOTOMETRY;

CYSTEINE; HYDROGEN-ION CONCENTRATION; MOLECULAR PROBES; QUATERNARY AMMONIUM COMPOUNDS; SPECTROPHOTOMETRY, ULTRAVIOLET; WATER;

EID: 84907784780     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c4cc05935b     Document Type: Article

References (48)

1. L. A. Herzenberg, S. C. DeRosa, J. G. Dubs, M. Roederer, M. T. Anderson, S. W. Ela, S. C. Deresinski, L. A. Herzenberg, Proc. Natl. Acad. Sci. U. S. A., 1997, 94, 1967
2. D. M. Townsend, K. D. Tew, H. Tapiero, Biomed. Pharmacother., 2003, 57, 145
3. X. Chen, Y. Zhou, X. Peng, J. Yoon, Chem. Soc. Rev., 2010, 39, 2120
4. C. Yin, F. Huo, J. Zhang, R. M-Máñez, Y. Yang, H. Lv, S. Li, Chem. Soc. Rev., 2013, 42, 6032
5. X. Li, X. Gao, W. Shi, H. Ma, Chem. Rev., 2014, 114, 590
6. M. H. Lee, Z. Yang, C. W. Lim, Y. H. Lee, S. Dongbang, C. Kang, J. S. Kim, Chem. Rev., 2013, 113, 5071
7. Q. Duan, Y. Cao, Y. Li, X. Hu, T. Xiao, C. Lin, Y. Pan, L. Wang, J. Am. Chem. Soc., 2013, 135, 10542
8. Y. Yuan, R. T. K. Kwok, B. Z. Tang, B. Liu, J. Am. Chem. Soc., 2014, 136, 2546
9. T. Ogoshi, S. Kanai, S. Fujinami, T. A. Yamagishi, Y. Nakamoto, J. Am. Chem. Soc., 2008, 130, 5022
10. D. Cao, Y. Kou, J. Liang, Z. Chen, L. Wang, H. Meier, Angew. Chem., Int. Ed., 2009, 48, 9721
11. Z. Zhang, Y. Luo, J. Chen, S. Dong, Y. Yu, Z. Ma, F. Huang, Angew. Chem., Int. Ed., 2011, 50, 1397
12. N. L. Strutt, R. S. Forgan, J. M. Spruell, Y. Y. Botros, J. F. Stoddart, J. Am. Chem. Soc., 2011, 133, 5668
13. W. Si, L. Chen, X.-B. Hu, G. Tang, Z. Chen, J.-L. Hou, Z.-T. Li, Angew. Chem., Int. Ed., 2011, 50, 12564
14. M. Xue, Y. Yang, X. Chi, Z. Zhang, F. Huang, Acc. Chem. Res., 2012, 45, 1294
15. G. Yu, C. Han, Z. Zhang, J. Chen, X. Yan, B. Zheng, S. Liu, F. Huang, J. Am. Chem. Soc., 2012, 134, 8711
16. C. Li, K. Han, J. Li, H. Zhang, J. Ma, X. Shu, Z. Chen, L. Weng, X. Jia, Org. Lett., 2012, 14, 42
17. X.-B. Hu, Z. Chen, G. Tang, J.-L. Hou, Z.-T. Li, J. Am. Chem. Soc., 2012, 134, 8384
18. Y. Yao, M. Xue, J. Chen, M. Zhang, F. Huang, J. Am. Chem. Soc., 2012, 134, 15712
19. C. Li, X. Shu, J. Li, J. Fan, Z. Chen, L. Weng, X. Jia, Org. Lett., 2012, 14, 4126
20. G. Yu, Y. Ma, C. Han, Y. Yao, G. Tang, Z. Mao, C. Gao, F. Huang, J. Am. Chem. Soc., 2013, 135, 10310
21. Y.-L. Sun, Y.-W. Yang, D.-X. Chen, Y. Wang, C.-Y. Wang, J. F. Stoddart, Small, 2013, 9, 3224
22. J.-F. Xu, Y.-Z. Chen, L.-Z. Wu, C.-H. Tung, Q.-Z. Yang, Org. Lett., 2013, 15, 6148
23. L. Chen, W. Si, L. Zhang, G. Tang, Z.-T. Li, J.-L. Hou, J. Am. Chem. Soc., 2013, 135, 2152
24. K. Wang, C.-Y. Wang, Y. Wang, H. Li, C.-Y. Bao, J.-Y. Liu, S. X.-A. Zhang, Y.-W. Yang, Chem. Commun., 2013, 49, 10528
25. C. Li, L. Zhao, J. Li, X. Xia, S. Chen, Q. Zhang, Y. Yu, X. Jia, Chem. Commun., 2010, 46, 9016
26. Z. Zhang, B. Xia, C. Han, Y. Yu, F. Huang, Org. Lett., 2010, 12, 3285
27. M. Ni, X.-Y. Hu, J. Jiang, L. Wang, Chem. Commun., 2010, 46, 1317
28. C. Han, F. Ma, Z. Zhang, B. Xia, Y. Yu, F. Huang, Org. Lett., 2010, 12, 4360
29. T. Ogoshi, M. Hashizume, T. Yamagishi, Y. Nakamoto, Chem. Commun., 2010, 46, 3708
30. Z. Zhang, Y. Luo, B. Xia, C. Han, Y. Yu, X. Chen, F. Huang, Chem. Commun., 2011, 47, 2417
31. C. Han, Z. Zhang, G. Yu, F. Huang, Chem. Commun., 2012, 48, 9876
32. I. Nierengarten, S. Guerra, M. Holler, J.-F. Nierengarten, R. Deschenaux, Chem. Commun., 2012, 48, 8072
33. G. Yu, M. Xue, Z. Zhang, J. Li, C. Han, F. Huang, J. Am. Chem. Soc., 2012, 134, 13248
34. G. Yu, X. Zhou, Z. Zhang, C. Han, Z. Mao, C. Gao, F. Huang, J. Am. Chem. Soc., 2012, 134, 19489
35. H. Li, D.-X. Chen, Y.-L. Sun, Y. B. Zheng, L.-L. Tan, P. S. Weiss, Y.-W. Yang, J. Am. Chem. Soc., 2013, 135, 1570
36. S. Dong, B. Zheng, Y. Yao, C. Han, J. Yuan, M. Antonietti, F. Huang, Adv. Mater., 2013, 25, 6864
37. P. Wang, Y. Yao, M. Xue, Chem. Commun., 2014, 50, 5064
38. S.-L. Li, T. Xiao, C. Lin, L. Wang, Chem. Soc. Rev., 2012, 41, 5950
39. X. Yan, F. Wang, B. Zheng, F. Huang, Chem. Soc. Rev., 2012, 41, 6042
40. D.-S. Guo, Y. Liu, Chem. Soc. Rev., 2012, 41, 5907
41. X. Yan, B. Jiang, T. R. Cook, Y. Zhang, J. Li, Y. Yu, F. Huang, H.-B. Yang, P. J. Stang, J. Am. Chem. Soc., 2013, 135, 16813
42. F. Wang, C. Han, C. He, Q. Zhou, J. Zhang, C. Wang, N. Li, F. Huang, J. Am. Chem. Soc., 2008, 130, 11254
43. F. Wang, J. Zhang, X. Ding, S. Dong, M. Liu, B. Zheng, S. Li, K. Zhu, L. Wu, Y. Yu, H. W. Gibson, F. Huang, Angew. Chem., Int. Ed., 2010, 49, 1090
44. S. Dong, Y. Luo, X. Yan, B. Zheng, X. Ding, Y. Yu, Z. Ma, Q. Zhao, F. Huang, Angew. Chem., Int. Ed., 2011, 50, 1905
45. X. Yan, D. Xu, X. Chi, J. Chen, S. Dong, X. Ding, Y. Yu, F. Huang, Adv. Mater., 2012, 24, 362
46. J. W. Jones, H. W. Gibson, J. Am. Chem. Soc., 2003, 125, 7001
47. F. Huang, J. W. Jones, C. Slebodnick, H. W. Gibson, J. Am. Chem. Soc., 2003, 125, 14458
48. X. Ji, M. Zhang, X. Yan, J. Li, F. Huang, Chem. Commun., 2013, 49, 1178