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A Fluorescein-Based Colorimetric and Fluorescent Probe for Hydrazine and its Bioimaging in Live Cells

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Abstract

A turn-on fluorescent probe (FN) for detection of hydrazine has been developed. Probe FN exhibited high selectivity and excellent sensitivity towards hydrazine with a detection limit as low as 4.6 × 10−10 M. Probe FN selectively reacts with hydrazine (N2H4) in a physiological environment, leading to an off-on fluorescence response along with the color change from colorless to yellow, allowing colorimetric detection of hydrazine by the naked eye. Furthermore, probe FN was successfully applied for visualizing hydrazine in living cells.

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Reference

  1. Reilly CA, Aust SD (1997) Chem Res Toxicol 10:328–334

    Article  CAS  PubMed  Google Scholar 

  2. Ragnarsson U (2001) Chem Soc Rev 30:205–213

    Article  CAS  Google Scholar 

  3. Jayasri D, Narayanan SS (2007) J Hazard Mater 144:348–354

    Article  CAS  PubMed  Google Scholar 

  4. Zelnick SD, Mattie DR, Stepaniak PC (2003) Aviat., Space. Environ. Med. 74:1285–1291

    CAS  Google Scholar 

  5. Umar A, Rahman MM, Kim SH, Hahn YB (2008) Chem, Commun:166–168

  6. Liu JP, Li YY, Jiang J, Huang XT (2010) Dalton Trans 39:8693–8697

    Article  CAS  PubMed  Google Scholar 

  7. Zhao ZL, Zhang G, Gao Y, Yang XY, Li YH (2011) Chem Commun 47:12816–12818

    Article  CAS  Google Scholar 

  8. Wang J, Chen L (1995) Anal Chem 67:3824–3827

    Article  CAS  Google Scholar 

  9. Troyan JE (1953) Ind Eng Chem 45:2608–2612

    Article  CAS  Google Scholar 

  10. Keller WC (1988) Aviat Space Environ Med 59:100–106

    Google Scholar 

  11. International Agency for Research on Cancer (1999) Re-evaluation of some organic chemicals, hydrazine, and hydrogen peroxide. IARC monographs on the evaluation of carcinogenic risk of chemicals to humans. Lyon, IARC 71:991–1013

    Google Scholar 

  12. Vieira IC, Lupetti KO, Fatibello-Filho O (2002) Anal Lett 35:2221–2231

    Article  CAS  Google Scholar 

  13. Toth B (1975) Cancer Res 35:3693–3697

    CAS  PubMed  Google Scholar 

  14. Choudhary G, Hansen H (1998) Chemosphere 37:801–843

    Article  CAS  PubMed  Google Scholar 

  15. U.S. Environmental Protection Agency (EPA) (1999) Integrated Risk Information System (IRIS) on Hydrazine/Hydrazine Sulfate, National Center for Environmental Assessment. Office of Research and Development, Washington, DC

    Google Scholar 

  16. Safavi A, Karimi MA (2002) Talanta 58:785–792

    Article  CAS  PubMed  Google Scholar 

  17. Benvidi A, Kakoolaki P, Zare HR, Vafazadeh R (2011) Electrochim Acta 56:2045–2050

    Article  CAS  Google Scholar 

  18. Cheng J, Yang E, Ding P, Tang J, Zhang D, Zhao Y, Ye Y (2015) Sensor Actuat B-Chem 221:688–693

    Article  CAS  Google Scholar 

  19. Sun MJ, Bai L, Liu DQ (2009) J Pharm Biomed Anal 49:529–533

    Article  CAS  PubMed  Google Scholar 

  20. Song J, Zhang D, Liu Y, Zhao Y, Ye Y (2015) New J Chem 39:6284–6288

    Article  CAS  Google Scholar 

  21. Zhang JF, Zhou Y, Yoon J, Kim JS (2011) Chem Soc Rev 40:34163429

    Google Scholar 

  22. Li G, Tang J, Ding P, Ye Y (2016) J Fluoresc 26:155–161

    Article  CAS  PubMed  Google Scholar 

  23. Jung HS, Chen XQ, kim JS, Yoon J (2013) Chem. Soc. Rev. 42:6019–6031

    Article  CAS  PubMed  Google Scholar 

  24. Chen XQ, Pradhan T, Wang F, Kim JS, Yoon J (2012) Chem Rev 112:1910–1956

    Article  CAS  PubMed  Google Scholar 

  25. Zheng H, Zhan XQ, Bian QN, Zhang XJ (2013) Chem Commun 49:429–447

    Article  CAS  Google Scholar 

  26. Li S, Zhang D, Wang M, Ma S, Liu J, Zhao Y, Ye Y (2016) J Fluoresc 26:769–774

    Article  CAS  PubMed  Google Scholar 

  27. Fan J, Sun W, Hu M, Cao J, Cheng G, Dong H, Song K, Liu Y, Sun S, Peng X (2012) Chem Commun 48:8117–8119

    Article  CAS  Google Scholar 

  28. Zhao J, Xu Y, Li H, Lu A, Sun S (2013) New J Chem 37:3849–3852

    Article  CAS  Google Scholar 

  29. Lin Y, Chow TJ (2013) RSC Adv 3:17924–17929

    Article  CAS  Google Scholar 

  30. Goswami S, Paul S, Manna A (2013) RSC Adv 3:18872–18877

    Article  CAS  Google Scholar 

  31. Zheng XX, Wang SQ, Wang HY, Zhang RR, Liu JT, Zhao BX (2015) Spectrochim. Acta. Part A 138:247–251

    Article  CAS  Google Scholar 

  32. Chen B, Sun X, Li X, Agren H, Xie Y (2014) Sens. Actuators. B 199:93–100

    Article  CAS  Google Scholar 

  33. Qu DY, Chen JL, Di B (2014) Anal Methods 6:4705–4709

    Article  CAS  Google Scholar 

  34. Li K, Xu HR, Yu KK, Hou JT, Yu XQ (2013) Anal Methods 5:2653–2656

    Article  CAS  Google Scholar 

  35. Zhu SS, Lin WY, Yuan L (2013) Anal Methods 5:3450–3453

    Article  CAS  Google Scholar 

  36. Choi MG, Moon JO, Bae J, Lee JW, Chang SK (2013) Org Biomol Chem 11:2961–2965

    Article  CAS  PubMed  Google Scholar 

  37. Sun Y, Zhao D, Fan SW, Duan L (2015) Sens Actuator B 208:512–517

    Article  CAS  Google Scholar 

  38. Choi MG, Hwang J, Moon JO, Sung J, Chang S-K (2011) Org Lett 13:5260–5263

    Article  CAS  PubMed  Google Scholar 

  39. Hu C, Sun W, Cao J, Gao P, Wang J, Fan J, Song F, Sun S, Peng X (2013) Org Lett 15:4022–4025

    Article  CAS  PubMed  Google Scholar 

  40. Liu B, Liu Q, Shah M, Wang JF, Zhang G, Pang Y (2014) Sensors Actuators B Chem 202:194–200

    Article  CAS  Google Scholar 

  41. Goswami S, Das S, Aich K, Pakhira B, Panja S, Mukherjee SK, Sarkar S (2013) Org Lett 15:5412–5415

    Article  CAS  PubMed  Google Scholar 

  42. Goswami S, Aich K, Das S, Roy SB, Pakhira B, Sarkar S (2014) RSC Adv 4:14210–14214

    Article  CAS  Google Scholar 

  43. Qian Y, Lin J, Han LJ, Lin L, Zhu HL (2014) Biosens Bioelectron 58:282–286

    Article  CAS  PubMed  Google Scholar 

  44. Goswami S, Das S, Aich K, Sarkar D, Mondal TK (2014) Tetrahedron Lett 55:2695–2699

    Article  CAS  Google Scholar 

  45. Lee MH, Yoon B, Kim JS, Sessler JL (2013) Chem Sci 4:4121–4126

    Article  CAS  Google Scholar 

  46. Cui L, Ji C, Peng Z, Zhong L, Zhou C, Yan L, Qu S, Zhang S, Huang C, Qian X, Xu Y (2014) Anal Chem 86:4611–4617

    Article  CAS  PubMed  Google Scholar 

  47. Zhao XX, Zhang JF, Liu W, Zhou S, Zhou ZQ, Xiao YH, Xi G, Miao JY, Zhao BX, Mater J (2014) Chem B 2:7344–7350

    CAS  Google Scholar 

  48. Cui L, Peng Z, Ji C, Huang J, Huang D, Ma J, Zhang S, Qian X, Xu Y (2014) Chem Commun 50:1485–1487

    Article  CAS  Google Scholar 

  49. Chen X, Xiang Y, Li Z, Tong A (2008) Anal Chim Acta 625:41–46

    Article  CAS  PubMed  Google Scholar 

  50. Xiao LL, Tu J, Sun SG, Pei ZC, Pei YX, Pang Y, Xu YQ (2014) RSC Adv 4:41807–41811

    Article  CAS  Google Scholar 

  51. Zhang D, Chen W, Miao ZR, Ye Y, Zhao YF, King SB, Xian M (2014) Chem Commun 50:4806–4809

    Article  CAS  Google Scholar 

  52. IUPAC (1981) Compendium of Analytical Nomenclature, DefinitiveRules, ed. H. M. N. H. Irving, H. Freiser and T. S. West,Pergamon Press, Oxford

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Acknowledgments

This work was supported by the National Science Foundation of China (Nos. 21572209) and Program for Innovative Research Team (in Science and Technology) in University of Henan Province (No. 17IRTSTHN002).

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Correspondence to Yong Ye.

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Li, G., Liu, Y., Song, J. et al. A Fluorescein-Based Colorimetric and Fluorescent Probe for Hydrazine and its Bioimaging in Live Cells. J Fluoresc 27, 323–329 (2017). https://doi.org/10.1007/s10895-016-1961-6

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  • DOI: https://doi.org/10.1007/s10895-016-1961-6

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