Please do not adjust margins
Journal of Materials Chemistry B
Page 6 of 6
ARTICLE
Journal Name
15 D. Srikun, E.W. Miller, D.W. Domaille and C.J. Chang, J. Am.
exactly same as that in solution (Fig. S16). The results showed
that probe RBC could sensitively and simply detect bisulfite in
practical samples with the naked eye.
Chem. Soc., 2008, 130, 4596–4597.
DOI: 10.1039/D0TB00149J
16 G. Chen, W. Zhou, C.Y. Zhao, Y.X. Liu, T. Chen, Y.L. Li and B.
Tang, Anal. Chem., 2018, 90, 12442–12448.
17 S. Samanta, S. Halder, P. Dey, U. Manna, A. Ramesh and G.
Das, Analyst, 2018, 143, 250–257.
18 W.Y. Liu, D. Zhang, B.W. Ni, J. Li, H.B. Weng and Y. Ye, Sens
Actuators B Chem., 2019, 284, 330–336.
19 M. Zhao, D.K. Liu, L. Zhou, B.Y. Wu, X.H. Tian, Q. Zhang, H.P.
Zhou, J.X. Yang, J.Y. Wu and Y.P. Tian, Sens Actuators B
Chem., 2018, 255, 1228–1237.
20 Y. Liu, J. Nie, J. Niu, W.S. Wang and W.Y. Lin, J. Mater. Chem.
B, 2018, 6, 1973–1983.
21 J. Li, Y. Gao, H.R. Guo, X.K. Li, H.Y. Tang, J. Li and Y. Guo, Dyes
Pigments, 2019, 163, 285–290.
22 Y. Liu, K. Li, M.Y. Wu, Y. H. Liu, Y.M. Xie and X.Q. Yu, Chem.
Commun., 2015, 51, 10236–10239.
23 J.S. Lan, R.F. Zeng, Y. Ding, Y. Zhang, T. Zhang and T. Wu, Sens
Actuators B Chem., 2018, 268, 328–337.
24 L.W. He, W.Y. Lin, Q.Y. Xu and H.P. Wei, Chem. Commun.,
2015, 51, 1510–1513.
Conclusions
In summary, a new ratiometric fluorescence probe constructed
by coumarin and benzothiazole derivative based on FRTE
mechanism was designed and synthesized. The probe (RBC)
exhibited a significantly ratiometric, high selectivity and low
detection limit. Importantly, the probe could rapidly respond to
HSO3 / SO32− within 35 s. We anticipate that this sensing system
−
should pave a new way for designing fluorescence ratiometric
probe. Furthermore, RBC was mitochondria-targeted and was
successfully used for fluorescence imaging of endogenous
bisulfite in HepG2 with low cytotoxicity, which had
significantly assist to cancer diagnosis.
a
25 L. Yuan, F.P. Jin, Z.B. Zeng, C.B. Liu, S.L. Luo and J.S. Wu,
Chem. Sci., 2015, 6, 2360–2365.
26 D.P. Li, Z.Y. Wang, X.J. Cao, J. Cui, X. Wang, H.Z. Cui, J.Y. Miao
and B.X. Zhao, Chem. Commun., 2016, 52, 2760–2763.
27 J.J. Hu, N.K. Wong, Q.S. Gu, X.Y. Bai, S. Ye and D. Yang, Org.
Lett., 2014, 16, 3544–3547.
Conflicts of interest
There are no conflicts to declare.
28 P.C. Xue, P. Chen, J.H. Jia, Q.X. Xu, J.B. Sun, B.Q. Yao, Z.Q.
Zhang and R. Lu, Chem. Commun., 2014, 50, 2569–2571.
29 M.Y. Wu, Y. Wang, Y.H. Liu and X.Q. Yu, J. Mater. Chem. B,
2018, 6, 4232–4238.
30 L. Cui, Y. Zhong, W.P. Zhu, Y.F. Xu and X.H. Qian, Chem.
Commun., 2010, 46, 7121–7123.
31 Y.H. Yan, H.L. Ma, J.Y. Miao, B.X. Zhao and Z.M. Lin, Anal.
Chim. Acta, 2019, 1064, 87–93.
32 A. Spadaro, M. Frotscher and R.W. Hartmann, J. Med. Chem.,
2012, 55, 2469–2473.
Acknowledgements
This study was supported by the National Key Research and
Development Program of China (2017YFA0104604), the
National Natural Science Foundation of China (No.31871407,
31741083, 31870831), the Natural Science Foundation of
Shandong Province (ZR2018MB042).
33 B. Soni, M.S. Ranawat, R. Sharma, A. Bhandari and S. Sharma,
Eur. J. Med. Chem., 2010, 45, 2938–2942.
34 K. Pudhom, K. Kasai, H. Terauchi, H. Inoue, M. Kaiser, R.
Brun, M. Iharaa and K. Takasu, Bioorg. Med. Chem., 2006, 14,
8550–8563.
35 S. Bondock, W. Fadaly and M.A. Metwally, Eur. J. Med.
Chem., 2010, 45, 3692–3701.
36 Q. Li, Y. Huang, T.Q. Chen, Y.B. Zhou, Q. Xu, S.F. Yin and L.B.
Han, Org. Lett., 2014, 16, 3672–3675.
37 Y. Nagasawa, Y. Tachikawa, E. Yamaguchi, N. Tada, T. Miura
and A. Itoh, Adv. Synth. Catal., 2016, 358, 178–182.
38 W.L. Wu, X. Zhao, L.L. Xi, M.F. Huang, W.H. Zeng, J.Y. Miao and
B.X. Zhao, Anal. Chim. Acta, 2017, 950, 178–183.
39 G.L. Song, A.K. Liu, H.L. Jiang, R.X. Ji, J. Dong and Y.Q. Ge, Anal.
Chim. Acta, 2019, 1053, 148–154.
40 L.B. Xu, X. He, Y.B. Huang, P.Y. Ma, Y.X. Jiang, X. Liu, S. Tao, Y.
Sun, D.Q. Song and X.H. Wang, J. Mater. Chem. B, 2019, 7,
1284–1291.
Notes and references
1
2
K.K. Bertine and E. D. Goldberg, Science, 1993, 173, 233–235.
W.Q. Chen, Q. Fang, D. L. Yang, H.Y. Zhang, X.Z. Song and J.
Foley, Anal. Chem., 2015, 87, 609–616.
3
4
5
6
7
8
9
M.Y. Wu, K. Li, C.Y. Li, J.T. Hou and X.Q. Yu, Chem. Commun.,
2014, 50, 183–185.
X. Dai, T. Zhang, Z.F. Du, X.J. Cao, M.Y. Chen, S.W. Hu, J.Y.
Miao and B.X. Zhao, Anal. Chim. Acta, 2015, 888, 138–145.
L. Tan, W.Y. Lin, S.S. Zhu, L. Yuan and K.B. Zheng, Org.
Biomol. Chem., 2014, 12, 4637–4643.
D.P. Li, Z.Y. Wang, H.Su, J.Y. Miao and B.X. Zhao, Chem.
Commun., 2017, 53, 577–580.
A. Isaac, C. Livingstone, A.J. Wain, R.G. Compton and J. Davis,
Trends Anal. Chem., 2006, 25, 589–598.
C.M. Yu, M. Luo, F. Zeng and S.Z. Wu, Anal. Methods, 2012,
4, 2638–2640.
V.S. Lin, W. Chen, M. Xian and C.J. Chang, Chem. Soc. Rev.,
2015, 44, 4596–4618.
10 X. Wang, P. Li, Q. Ding, C.C. Wu, W. Zhang and B. Tang, J. Am.
Chem. Soc., 2019, 141, 2061–2068.
11 Z.L. Wang, Y. Zhang, J. Song, Y.Q. Yang, X. Xu, M.X. Li, H.J. Xu
and S.F. Wang, Anal. Chim. Acta, 2019, 1051, 169–178.
12 H.D. Xiao, K. Xin, H.F. Dou, G. Yin, Y.W. Quan and R.Y. Wang,
Chem. Commun., 2015, 51, 1442–1445.
13 L.W. He, X.L. Yang, Y. Liu, X.Q. Kong and W.Y. Lin, Chem.
Commun., 2016, 52, 4029–4032.
14 Z.R. Lou, P. Li and K.L. Han, Acc. Chem. Res., 2015, 48, 1358–
1368.
6
Please do not adjust margins