Citation: Ouyang Feng, Zhang Yingying, Zhang Xingwang, Huang Yiwen, Zhao Bing, Wang Liyan, Song Bo. A Ratiometric Fluorescent Probe for Bisulfite Based on Intramolecular Charge Transfer[J]. Chemistry, ;2019, 82(6): 504-509. shu

A Ratiometric Fluorescent Probe for Bisulfite Based on Intramolecular Charge Transfer

Institute of Chemistry and Chemical Engineering, Qiqihar University, Qiqihar 161006

Corresponding author: Song Bo, songboliu@sina.com
Received Date: 20 December 2018
Accepted Date: 19 March 2019

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In this paper, A hemicyanine dye (HCy) which contains benzaldehyde structure was prepared by one-step reaction of 2-methylbenzothiazole with terephthalaldehyde, Its structure was characterized by ¹H NMR and MS. The recognition of HCy to HSO₃^- in both aqueous and DMSO solution, and the effects on the spectral properties of HCy caused by different environments were tested. The toxicity of HCy to hepatocytes (HL-7702) and hepatoma cells (HepG2) were also investigated. The results showed that this benzaldehyde-based fluorescent probe exhibits excellent selectivity and sensitivity to bisulfite in both aqueous and DMSO solution. In addition, our results also showed that HCy can respond to GSH specifically, and HCy has excellent biocompatibility in the cell experiments.
- Hemicyanine dyes,
- Bisulfite ion,
- Fluorescent probe
1. [1]
  H Li, Q Yao, J Fan et al. Ind. Eng. Chem. Res., 2016, 55(6):1477~1483.
2. [2]
  Y Sun, Y Li, X Ma et al. RSC Adv., 2016, 6(83):79830~79835.
3. [3]
  J Singh, M Yadav, A Singh et al. Dalton Transac., 2015, 44(28):12589~12597.
4. [4]
  MZhao, D Liu, L Zhou et al. Sens. Actuat. B, 2018, 255:1228~1237.
5. [5]
  M Y Wu, K Li, C Y Li et al. Chem. Commun., 2014, 50(2):183~185.
6. [6]
  YLiu, K Li, M Y Wu et al. Chem. Commun., 2015, 51(50):10236~10239.
7. [7]
  TWei, F Wang, Y Chen et al. Dyes Pigm., 2018, 159:322~330.
8. [8]
  JLi, Y Gao, H Guo et al. Dyes Pigm., 2019, 163:285~290.
9. [9]
  HWang, X Wu, S Yang et al. Dyes Pigm., 2019, 160:757~764.
10. [10]
  JChao, X Wang, Y Liu et al. Sens. Actuat. B, 2018, 272:195~202.
11. [11]
  ZChen, F Chen, Y Sun et al. RSC Adv., 2017, 7(5):2573~2577.
12. [12]
  JChao, Z Li, Y Zhang et al. J. Mater. Chem. B, 2016, 4(21):3703~3712.
13. [13]
  JWu, J Pan, Z Ye et al. Sens. Actuat. B, 2018, 274:274~284.
14. [14]
  Y Sun, S Fan, S Zhang et al. Sens. Actuat. B, 2014, 193:173~177.
15. [15]
  Y Zhu, W Du, M Zhang et al. J. Mater. Chem. B, 2017, 5(21):3862~3869.
16. [16]
  X Guo, W J Zhu, X R Wei et al. Anal. Methods, 2018, 10(31):3872~3877.
17. [17]
  X Su, R Hu, X Li et al. Inorg. Chem., 2016, 55(2):745~754.
18. [18]
  YWang, Q Meng, R Zhang et al. J. Lumin., 2017, 192:297~302.
19. [19]
  LTan, W Lin, S Zhu et al. Org. Biomol. Chem., 2014, 12(26):4637~4643.
20. [20]
  H Agarwalla, S Pal, A Paul et al. J. Mater. Chem. B, 2016, 4(48):7888~7894.
21. [21]
  DZhang, L Wenya, K Chen et al. RSC Adv., 2016, 6(106):103905~103909.
22. [22]
  D P Li, X J Han, Z Q Yan et al. Dyes Pigm., 2018, 151:95~101.
23. [23]
  Y Q Sun, P Wang, J Liu et al. Analyst, 2012, 137(15):3430~3433.
24. [24]
  G Wang, H Qi, X F Yang. Luminescence, 2013, 28(2):97~101.
25. [25]
  L J Zhang, Z Y Wang, J T Liu et al. Sens. Actuat. B, 2017, 253:19~26.
26. [26]
  X Cheng, H Jia, J Feng et al. Sens. Actuat. B, 2013, 184:274~280.
27. [27]
  L J Zhang, Z Y Wang, X J Cao et al. Sens. Actuat. B, 2016, 236:741~748.
28. [28]
  YZhang, L Guan, H Yu et al. Anal. Chem., 2016, 88(8):4426~4431.
29. [29]
  SChatterjee, A R Paital. Adv. Funct. Mater., 2018, 28(9):1704726.
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沈阳化工大学材料科学与工程学院沈阳 110142