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Digital pH Fluorescent Sensing Shown by Small Organic Molecules

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Abstract

A series of 2-(N-oxide pyridyl)-5-methoxythiazoles were synthesized and corresponding optical properties were also investigated. It is first found that a digital-type fluorescent responses in a sharp pH variation with dual-emission could be fulfilled based on a small fluorophore.

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References

  1. de Silva AP, Gunaratne HQN, Gunnlaugsson T, Huxley AJM, McCoy CP, Rademacher JT, Rice TE (1997) Signaling recognition events with fluorescent sensors and switches. Chem Rev 97:1515–1566

    Article  PubMed  Google Scholar 

  2. Basabe-Desmonts L, Reinhoudt DV, Crego-Calama M (2007) Design of fluorescent materials for chemical sensing. Chem Soc Rev 36:993–1017

    Article  PubMed  CAS  Google Scholar 

  3. Gonçalves MST (2009) Fluorescent labeling of biomolecules with organic probes. Chem Rev 109:190–212

    Article  PubMed  Google Scholar 

  4. Szacilowski K (2008) Digital information processing in molecular systems. Chem Rev 108:3481–3548

    Article  PubMed  CAS  Google Scholar 

  5. Valuer B (2002) Molecular fluorescence: principles and applications. Wiley-VCH, Weinheim

    Google Scholar 

  6. Safavi A, Abdollahi (1998) Optical sensor for high pH values. Anal Chim Acta 367:167–173

    Article  CAS  Google Scholar 

  7. Gunnlaugsson T, Leonard JP, Sénéchal K, Harte AJ (2003) pH Responsive Eu(III)-phenanthroline supramolecular conjugate: novel “off-on-off” luminescent signaling in the physiological pH range. J Am Chem Soc 125:12062–12063

    Article  PubMed  CAS  Google Scholar 

  8. Charier S, Ruel O, Baudin JB, Alcor D, Allemand JF, Meglio A, Jullien L (2004) An efficient fluorescent probe for ratiometric pH measurements in aqueous solutions. Angew Chem Int Ed 43:4785–4788

    Article  CAS  Google Scholar 

  9. Gabor G, Walt DR (1991) Sensitivity enhancement of fluorescent pH indicators by inner filter effects. Anal Chem 63:793–796

    Article  CAS  Google Scholar 

  10. Riddle JA, Jiang X, Huffman J, Lee D (2007) Siganl-amplifying resonace energy transfer: a dynamic multichromophore array for allosteric switching. Angew Chem Int Ed 46:7019–7122

    Article  CAS  Google Scholar 

  11. Uchiyama S, Makino Y (2009) Digital fluorescent pH sensors. Chem Comm 2646–2648

  12. Zheng MH, Jin JY, Sun W, Yan C-H (2006) A new series of fluorescent 5-methoxy-2-pyridylthiazoles with a pH-sensitive dual-emission. New J Chem 30:1192–1196

    Article  CAS  Google Scholar 

  13. Chmurzyński L, Liwo A, Barczyński P (1996) A potentiometric study of acid–base equilibria of substituted pyridine N-oxides in nitrobenzene. Anal Chim Acta 335:147–153

    Article  Google Scholar 

  14. Abraham MH, Honcharova L, Rocco SA, Acee WE Jr, De Fina KM (2011) The lipophilicity and hydrogen bond strength of pyridine-N-oxides and protonated pyridine-N-oxides. New J Chem 35:930–936

    Article  CAS  Google Scholar 

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Acknowledgments

M.-H. Zheng thanks the financial supports from Yanbian University.

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Correspondence to Jing-Yi Jin.

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Zheng, MH., Zhang, MM., Li, HH. et al. Digital pH Fluorescent Sensing Shown by Small Organic Molecules. J Fluoresc 22, 1421–1424 (2012). https://doi.org/10.1007/s10895-012-1095-4

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  • DOI: https://doi.org/10.1007/s10895-012-1095-4

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