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Chemical Research in Chinese Universities

, Volume 35, Issue 4, pp 570–576 | Cite as

A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

  • Jinjin Wang
  • Jing Guo
  • Lili Dou
  • Rui Wang
  • Yan Song
  • Qingbiao YangEmail author
  • Jianshi DuEmail author
  • Yaoxian Li
Article
  • 27 Downloads

Abstract

By a simple one-step reaction, a new fluorescein-based probe, 3′-hydroxy-3-oxo-3H-spiro[isobenzofu-ran-1,9′-xanthen]-6′-yl-4-bromobutanoate(FLB), was designed and synthesized. Relative to other cations, anions or amines, the probe exhibited high sensitivity and specificity towards hydrazine with approximate 40-fold fluorescence enhancement at 515 nm. The detection limit(DL) was calculated to be 2.87×10−8 mol/L, which was about 10 times lower than maximum allowable level of hydrazine(3.12×10−7 mol/L) in drinking water permitted by the US Environment and Protection Association(EPA). Simultaneously, through mass spectroscopy and proton nuclear magnetic resonance titration, the detection mechanism was further confirmed. Eventually, due to the low cytotoxicity and excellent water solubility, FLB could be employed to detect hydrazine in living cells.

Keywords

Fluorescence probe Fluorescein Hydrazine Cell imaging 

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Supplementary material

40242_2019_9109_MOESM1_ESM.pdf (289 kb)
A novel Fluorescence Sensor towards Hydrazine in Living Cells

References

  1. [1]
    Sanabria-Chinchilla J., Asazawa K., Sakamoto T., Yamada K., Tanaka H., Strasser P., J. Am. Chem. Soc., 2011, 133, 5425CrossRefGoogle Scholar
  2. [2]
    Balsamo A., Macchia B., Macchia F., Rossello A., Giani R., Pifferi G., Pinza M., Broccali G., J. Med. Chem., 1983, 26, 1648CrossRefGoogle Scholar
  3. [3]
    Huffman C. W., Godar E. M., Ohki K., Torgeson D. C., J. Agric. Food Chem., 1968, 16, 1041CrossRefGoogle Scholar
  4. [4]
    Yamada K., Yasuda K., Fujiwara N., Siroma Z., Tanaka H., Miyazaki Y., Kobayashi T., Electrochem. Commun., 2003, 5, 892CrossRefGoogle Scholar
  5. [5]
    Sutton A. D., Burrell A. K., Dixon D. A., Garner E. B., Gordon J. C., Nakagawa T., Ott K. C., Robinson P., Vasiliu M., Science, 2011, 331, 1426CrossRefGoogle Scholar
  6. [6]
    Lan R., Irvine J. T. S., Tao S. W., Int. J. Hydrogen Energy, 2012, 37, 1482CrossRefGoogle Scholar
  7. [7]
    Garrod S., Bollard M. E., Nicholls A. W., Connor S. C., Cinnelly J., Nicholson J. K., Holmes E., Chem. Res. Toxicol., 2005, 18, 115CrossRefGoogle Scholar
  8. [8]
    Zelnick S. D., Mattie D. R., Stepaniak P. C., Aviat Space Envir Med., 2003, 74, 1285Google Scholar
  9. [9]
    Reilly C. A., Aust S. D., Chem. Res. Toxicol., 1997, 10, 328CrossRefGoogle Scholar
  10. [10]
    Qian Y., Lin J., Han L. J., Lin L., Zhu H. L., Biosens. Bioelectron., 2014, 58, 282CrossRefGoogle Scholar
  11. [11]
    Yang Y. H., Liu X. F., Yan D., Deng P., Guo Z. Y., Zhan H. B., RSC Adv., 2018, 8, 17471CrossRefGoogle Scholar
  12. [12]
    Batchelor-McAuley C., Banks C., Simm A., Jones T., Compton R., Analyst, 2006, 131, 106CrossRefGoogle Scholar
  13. [13]
    Umar A., Rahman M., Kim S., Hahn Y., Chem. Commun., 2008, (2), 166CrossRefGoogle Scholar
  14. [14]
    Hadi M., Rouhollahi A., Yousefi M., Sens. Actuators B: Chem., 2011, 160, 121CrossRefGoogle Scholar
  15. [15]
    Liu Y., Schmeltz I., Hoffmann D., Anal. Chem., 1974, 46, 885CrossRefGoogle Scholar
  16. [16]
    Sun M., Bai L., Liu D., J. Pharm. Biomed. Anal., 2014, 49, 529CrossRefGoogle Scholar
  17. [17]
    Oh J. A., Shin H. S., J. Chromatogr. A, 2015, 1395, 73CrossRefGoogle Scholar
  18. [18]
    Elias G., Bauer W. F., J. Sep. Sci., 2006, 29, 460CrossRefGoogle Scholar
  19. [19]
    Gu X., Camden J., Anal. Chem., 2015, 87, 6460CrossRefGoogle Scholar
  20. [20]
    Ganesh S., Khan F., Ahmed M. K., Velavendan P., Pandey N. K., Kamachi Mudali U., J. Anal. Sci. Methods Instrum., 2012, 2, 98Google Scholar
  21. [21]
    Mitic V. D., Nikolic S. D., Stankov-Jovanovic V. P., Cent. Eur. J. Chem., 2010, 8, 559Google Scholar
  22. [22]
    Selvakumar S., Somanathan N., Reddy K. R. A., Defence Sci. J., 2014, 64, 33CrossRefGoogle Scholar
  23. [23]
    Dai X., Wang Z., Du Z., Miao J., Zhao B., Sens. Actuators B: Chem., 2016, 232, 369CrossRefGoogle Scholar
  24. [24]
    Hu C., Sun W., Cao J., Gao P., Wang J., Fan J., Song F., Sun S., Peng X., Org. Lett., 2013, 15, 4022CrossRefGoogle Scholar
  25. [25]
    Ma Y., Zhao Y., Xia L., Huang J., Gu Y., Wang P., Anal. Chim. Acta., 2018, 1035, 161CrossRefGoogle Scholar
  26. [26]
    Wang Y., Wang J., Xian Q., Talanta, 2018, 190, 487CrossRefGoogle Scholar
  27. [27]
    Gao Y., Yi N., Ou Z., Li Z., Ma T., Jia H., Xing W., Yang G., Li Y., Sens. Actuators, B: Chem., 2018, 267, 136CrossRefGoogle Scholar
  28. [28]
    Goswami S., Aich K., Das S., Roy S. B., Pakhira B., Sarkar S., RSC Adv., 2014, 4(7), 14210CrossRefGoogle Scholar
  29. [29]
    Keshav K., Torawane P., Kumar Kumawat M., Tayade K., Sahoo S. K., Srivastava R., Kuwar A., Biosens. Bioelectron., 2017, 92, 95CrossRefGoogle Scholar
  30. [30]
    Zhang Z., Deng C., Song H., Inorg. Chem. Commun., 2018, 95, 56CrossRefGoogle Scholar
  31. [31]
    Ji W., Ji Y., Jin Q., Tong Q., Tang X., Analyst Commun., 2015, 140, 4379CrossRefGoogle Scholar
  32. [32]
    Liu C., Wang F., Xiao T., Chi B., Wu Y., Zhu D., Chen X., Sens. Actuators, B: Chem., 2018, 256, 55CrossRefGoogle Scholar
  33. [33]
    Yuan L., Lin W., Zhao S., Gao W., Chen B., He L., Zhu S., J. Am. Chem. Soc., 2012, 134, 13510CrossRefGoogle Scholar
  34. [34]
    Zhang J., Ning L., Liu J., Wang J., Yu B., Liu X., Yao X., Zhang Z., Zhang H., Anal. Chem., 2015, 87, 9101CrossRefGoogle Scholar
  35. [35]
    Chen B., Sun X., Li X., Ågren H., Xie Y., Sens. Actuators B: Chem., 2014, 199, 93CrossRefGoogle Scholar

Copyright information

© Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH 2019

Authors and Affiliations

  1. 1.College of ChemistryJilin UniversityChangchunP. R. China
  2. 2.Jilin Provincial Key Laboratory of Lymphatic SurgeryChina-Japan Union Hospital of Jilin UniversityChangchunP. R. China
  3. 3.College of Materials Science and EngineeringJilin Institute of Chemical TechnologyJilinP. R. China
  4. 4.Hospital Affiliated to Changchun University of Chinese MedicineChangchunP. R. China

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