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Sensitive and Selective “Turn-On” Chemodosimetric Probes for Fe3+ Based on a Skeleton of 2-Hydroxy-1-Naphthaldehyde

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Abstract

A naked-eye colored chemodosimeteric probes 4a-f, based on Schiff-azo dye conjugates were synthesized and characterized. All compounds 4a-f exhibited excellent selectivity and high sensitivity in absorbance toward detection of Fe3+ in alcoholic solutions under neutral pH conditions. The detection limit of the probe was shown to be up to 0.05 ppm. A simple paper test strip system for the rapid monitoring of Fe3+ was developed, indicating their convenient use in environmental samples. Electrochemical analysis of metal free conjugates and iron chelated probes confirmed the chelation of ligands.

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References

  1. Gokel GW, Leevy WM, Weber ME (2004) Chem Rev 104:2723–2750

    Article  CAS  PubMed  Google Scholar 

  2. Petit JM, Van Wuytswinkel O, Briat JF, Lobreaux S (2001) J Biol Chem 276:5584–5590

    Article  CAS  PubMed  Google Scholar 

  3. Tasuku H, Nagasawa H (2017) J Clin Biochem Nutr 60(1):39–48

    Article  Google Scholar 

  4. Long JC, Sommer F, Allen MD, Lu SF, Merchant SS (2008) Genetics 179:137–147

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Cho JS, Hsu JV, Morrison SL (2009) Immunotherapy 58:1057–1069

    Article  CAS  Google Scholar 

  6. Toral MI, Richter P (1995) Anal Lett 28:1083–1094

    Article  CAS  Google Scholar 

  7. Kumar CV, Asuncion EH (1993) J Am Chem Soc 115:8547–8553

    Article  CAS  Google Scholar 

  8. Kedar NA, Shirodkar SG (2014) J Chem Pharm Res 6:801–807

    Google Scholar 

  9. Chatterjee A, Santra M, Won N, Kim S, Kim JK, Kim SB, Ahn KH (2009) J Am Chem Soc 131:2040–2041

    Article  CAS  PubMed  Google Scholar 

  10. Chen X, Hong H, Han R, Zhang D, Ye Y, Zhao Y (2012) J Fluoresc 22:789–794

    Article  CAS  PubMed  Google Scholar 

  11. Yu CW, Wang T, Xu K, Zhao J, Li MH, Weng SX, Zhang J (2013) Dyes Pigments 96:38–44

    Article  CAS  Google Scholar 

  12. Huang YY, Wang MJ, Yang Z et al (2014) Chin Chem Lett 25:1077–1081

    Article  CAS  Google Scholar 

  13. Su Z, Chen K, Guo Y, Qi H, Yang X, Zhao M (2010) J Fluoresc 20:851–856

    Article  CAS  PubMed  Google Scholar 

  14. Ito T, Goto C, Noguchi K (2001) Anal Chim Acta 443:41–51

    Article  CAS  Google Scholar 

  15. Duan YW, Tang HY, Guo Y et al (2014) Chin Chem Lett 25:1082–1086

    Article  CAS  Google Scholar 

  16. Zhang Y, Gao YG, Shi YD, Tan LQ, Yue JS, Lu ZL (2015) Chin Chem Lett 26:894–898

    Article  CAS  Google Scholar 

  17. Zhang X, Shiraishi Y, Hirai T (2007) Tetrahedron Lett 48:5455–5459

    Article  CAS  Google Scholar 

  18. Yuanyuan Y, Dong Q, Zhang Y, Sun Y, Gong Y (2015) Anal Methods 7:5661–5666

    Article  Google Scholar 

  19. Jianming L, Yue Y, Wang J, Yan X, Liu R, Sun Y, Li X (2015) Spectrochim Acta A Mol Biomol Spectrosc 145:473–481

    Article  Google Scholar 

  20. Yuanyuan Y, Liu J, Liu R, Sun Y, Li X (2014) J Fan Food Chem Toxicol 71:244–253

    Article  Google Scholar 

  21. Yuanyuan Y, Liu J, Liu R, Dong Q, Fan J (2014) Spectrochim Acta A Mol Biomol Spectrosc 124:46–51

    Article  Google Scholar 

  22. Yuanyuan Y, Dong Q, Zhang Y, Li X, Yan X, Sun Y, Liu J (2016) Spectrochim Acta A Mol Biomol Spectrosc 153:688–703

    Article  Google Scholar 

  23. Xiaolin Z, Xiao Y, Qian X (2008) Angew Chem 42:8025–8029

    Google Scholar 

  24. Yuanyuan Y, Sun Y, Yan X, Liu J, Zhao S, Zhang J (2016) Chemosphere 161:475–481

    Article  Google Scholar 

  25. Yuanyuan Y, Zhao S, Sun Y, Yan X, Liu J, Zhang J (2017) J Lumin 187:333–339

    Article  Google Scholar 

  26. Jamaluddin AM, Roy UK (2009) Turk J Chem 33(5):709–726

    Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Quaid-I-Azam University, Islamabad, 45320, Pakistan

    Ghulam Shabir, Aamer Saeed, Pervaiz Ali Channar, Fayaz Ali Larik & Tanzeela AbdulFatah

Authors
  1. Ghulam Shabir
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  2. Aamer Saeed
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  3. Pervaiz Ali Channar
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  4. Fayaz Ali Larik
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  5. Tanzeela AbdulFatah
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Corresponding author

Correspondence to Aamer Saeed.

Additional information

Research Highlights

• Synthesis of Schiff base azo dye probes based on 2-hydroxy-1-naphthaldehyde has been made to detect Fe (III) in organic/aqueous solvents.

• Absorption and electrochemical studies have confirmed the metal chelation with probes.

• Naked eye detection of Fe (III) has been made with these Schiff base azo dye conjugates at a very low concentration (0.05 ppm).

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Shabir, G., Saeed, A., Channar, P.A. et al. Sensitive and Selective “Turn-On” Chemodosimetric Probes for Fe3+ Based on a Skeleton of 2-Hydroxy-1-Naphthaldehyde. J Fluoresc 27, 2213–2221 (2017). https://doi.org/10.1007/s10895-017-2162-7

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  • DOI: https://doi.org/10.1007/s10895-017-2162-7

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