3
5
2 References
1
(a)
5
5
5
5
5
5
3
4
5
6
7
8
1. X. Zhou, S. Lee, Z. Xu, J. Yoon, Chem. Rev., 2015, 115, 7944.
2. J. Wu, B. Kwon, W. Liu, E. V. Anslyn, P. Wang, J. S. Kim,
Chem. Rev., 2015, 115, 7893.
3. J. Yin, Y. Hu, J. Yoon, Chem. Soc. Rev., 2015, 44, 4619.
4. D. T. Quang, J. S. Kim, Chem. Rev., 2010, 110, 6280.
5. H. Kobayashi, M. Ogawa, R. Alford, P. L. Choyke, Y. Urano,
Chem. Rev., 2009, 110, 2620.
6. L. Yuan, W. Lin, K. Zheng, L. He, W. Huang, Chem. Soc. Rev.,
2013, 42, 622.
7. B. Valeur and M. N. Berberan-Santos, Molecular fluorescence:
principles and applications., John Wiley & Sons, 2012.
8. J. R. Casey, S. Grinstein, J. Orlowski, Nat. Rev. Mol. Cell Biol.,
2010, 11, 50.
9. S. J. Wood, B. Maleeff, T. Hart, R. Wetzel, J. Mol. Biol., 1996,
256, 870.
10. Y. Kato, S. Ozawa, C. Miyamoto, Y. Maehata, A. Suzuki, T.
Maeda, Y. Baba, Cancer Cell Int., 2013, 13, 89.
11. R. L. Mahnensmith, P. S. Aronson, Circ. Res., 1985, 56, 773.
12. X. Hu, X. Guan, J. Li, Q. Pei, M. Liu, Z. Xie, X. Jing, Chem.
Commun., 2014, 50, 9188.
13. Y. Urano, D. Asanuma, Y. Hama, Y. Koyama, T. Barrett, M.
Kamiya, T. Nagano, T. Watanabe, A. Hasegawa, P. L. Choyke,
Nat. Med., 2009, 15, 104.
14. M. Srinivasarao, C. V. Galliford and P. S. Low, Nat. Rev. Drug.
Discov., 2015, 14, 203.
15. Y. Yue, F. Huo, S. Lee, C. Yin, J. Yoon, Analyst, 2017, 142, 30.
16. Q. A. Best, R. Xu, M. E. McCarroll, L. Wang, D. J. Dyer, Org.
Lett., 2010, 12, 3219.
17. U. Reddy G, F. Ali, N. Taye, S. Chattopadhyay, A. Das, Org.
Lett., 2015, 17, 5532.
2
3
4
5
6
7
8
59
6
61
0
6
6
6
6
6
6
6
6
7
7
7
7
7
7
7
7
7
7
8
8
8
8
8
8
2
3
4
5
6
7
8
9
0
1
2
3
4
5
6
7
8
9
0
1
2
3
4
5
9
(b)
1
1
0
1
2
3
4
5
6
7
8
1
1
1
1
1
1
1
1
9
2
2
2
2
2
0
1
2
3
4
Fig 3. Fluorescence intensity of probe 4a (10 μM) in 50 mM phosphate
buffer solution (0.1 M NaCl) at (a) pH 2 and (b) pH 6 upon addition of
particular metal solution (50 μM, Cu , Fe , Hg , Zn , Co , Cd ,
18. J. Zhang, M. Yang, C. Li, N. Dorh, F. Xie, F.-T. Luo, A. Tiwari,
H. Liu, J Maer Chem B., 2015, 3, 2173.
2
+
3+
2+
2+
2+
2+
2
+
Pb ) (λex = 373 nm, λem = 470 nm).
19. X.-L. Shi, G.-J. Mao, X.-B. Zhang, H.-W. Liu, Y.-J. Gong, Y.-X.
Wu, L.-Y. Zhou, J. Zhang, W. Tan, Talanta., 2014, 130, 356.
20. G. K. Vegesna, J. Janjanam, J. Bi, F.-T. Luo, J. Zhang, C. Olds,
A. Tiwari, H. Liu, J Mater Chem B., 2014, 2, 4500.
21. W. Zhang, B. Tang, X. Liu, Y. Liu, K. Xu, J. Ma, L. Tong, G.
Yang, Analyst., 2009, 134, 367.
22. N. Boens, V. Leen, W. Dehaen, Chem. Soc. Rev., 2012, 41, 1130.
23. L. Han, M. Liu, D. Ye, N. Zhang, E. Lim, J. Lu, C. Jiang,
Biomaterials., 2014, 35, 2952.
24. S. Zhu, W. Lin, L. Yuan, Dyes Pigm., 2013, 99, 465.
25. M.-Y. Wu, K. Li, Y.-H. Liu, K.-K. Yu, Y.-M. Xie, X.-D. Zhou,
X.-Q. Yu, Biomaterials., 2015, 53, 669.
26. N. I. Georgiev, V. B. Bojinov, P. S. Nikolov, Dyes Pigm., 2011,
88, 350.
27. M. H. Lee, N. Park, C. Yi, J. H. Han, J. H. Hong, K. P. Kim, D.
H. Kang, J. L. Sessler, C. Kang, J. S. Kim, J. Am. Chem. Soc.,
2014, 136, 14136.
28. L. Chen, J. Li, Z. Liu, Z. Ma, W. Zhang, L. Du, W. Xu, H. Fang,
M. Li, RSC Advances., 2013, 3, 13412.
29. J. Qi, D. Liu, X. Liu, S. Guan, F. Shi, H. Chang, H. He, G. Yang,
Anal. Chem., 2015, 87, 5897.
30. C. Z. Gómez-Castro, I. I. Padilla-Martínez, E. V. García-Báez, J.
L. Castrejón-Flores, A. L. Peraza-Campos, F. J. Martínez-
Martínez, Molecules., 2014, 19, 14446.
86
8
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7
8
9
0
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7
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9
0
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turn-on fluorescent probe for proton detection in an aqueous
environment without organic co-solvent. The pH titration
experiment indicates that the enhancement of fluorescence
intensity at 470 nm (ex = 373 nm) was observed with a
decrease in pH values to pH < 5. The negligible change of
relative fluorescence intensity of probe 4a in the presence of
an excess of metal ions was observed. The unique pH-
dependent fluorescence spectra were based on the formation
of three-centered hydrogen bonds and the suppression of
C=N isomerization. This new sensing mechanism reported
herein provides useful information towards the development
of more sensitive pH probes, especially in aqueous
environments. Therefore, the development of a new class of
pH probes utilizing this design strategy and subsequent
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biological applications such as intracellular imaging and 104
cancer cell imaging are in progress.
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We are grateful for support from the DRC program
funded by the National Research Council of Science &
31. J.-S. Wu, W.-M. Liu, X.-Q. Zhuang, F. Wang, P.-F. Wang, S.-L.
Tao, X.-H. Zhang, S.-K. Wu, S.-T. Lee, Org. Lett., 2007, 9, 33.
32. A. Srivastava, R. Singh, Indian J. Chem., 2005, 44B, 1868.
33. S. Goswami, A. Manna, K. Aich, S. Paul, Chem. Lett., 2012, 41,
1600.
Technology (DRC-15-01-KRICT) and Basic Science 110
Research Program through the National Research 111
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15
Foundation of Korea funded by the Ministry of Education,
Science and Technology (2015R1D1A3A01020384).
34. S.H. Mashraqui, M.A. Chandiramani, S.S. Ghorpale, C.
Estarellas, A. Frontera, Chem. Lett., 2011, 40, 1163.
Supporting Information is available on