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2002 Fiscal Year Final Research Report Summary

Development of Fluorescence Probes for Transition Metal Cations, based upon Fluorescence Resonance Energy Transfer

Research Project

Project/Area Number 13672259
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Physical pharmacy
Research InstitutionUniversity of Shizuoka

Principal Investigator

TOYOOKA Toshimasa  University of Shizuoka, School of Pharmaceutical Sciences, Professor, 薬学部, 教授 (40183496)

Project Period (FY) 2001 – 2002
KeywordsFluorescence resonance energy transfer / Fluorescence probes / Transition metal cations / Chelete formation / Biologically important metals
Research Abstract

A novel fluorescent probes for metal cations, i. e. DBD-ED-CNEDTA, ABD-ED-CNEDTA, DBD-Apy-CNEDTA and ABD-Apy-CNEDTA, which have long Stokes shift, were synthesized from the reaction of N-(3-carboxy-2-naphthyl)-ethylenediamine-N, N', N'-triacetic acid (CNEDTA) with a benzofurazan (DBD-ED, ABD-ED, DBD-Apy or ABD-Apy). The long Stokes shifts are due to the fluorescence resonance energy transfer (FRET) phenomenon between a donor (CNEDTA) and the acceptors (benzofurazans) fluorophores. When the fluorescent probes were excited at 240 nm, 340 nm, and 440 nm, only emission maximum was observed at 560 nm. However, the fluorescence (FL) at 480 nm, based upon the CNEDTA moiety, was not detected with excitation at 340 nm. Among the metal probes synthesized, DBD-ED-CNEDTA was suitable for the determination of transition metals in terms of FL property of the resulting chelates. The FL intensity of DBD-ED-CNEDTA was dependent upon the acidity of the medium and highest at pH4. 1. DBD-ED-CNEDTA reacted with metal cations, i. e., Zn, Cd, Al, Y, and La, in aqueous medium to form the chelates. The spectral change of FL excitation and emission was small before and after the addition of the metal cations. However, the FL intensity was dependent upon the concentrations of the metals. In the case of Zn^<2+>, the molar ratio bound with DBD-ED-CNEDTA was calculated as one-to-one. The FL intensities after chelate formation of Zn/DBD-ED-CNEDTA(1:1) were enhanced by 3.8-fold (excitation at 340 nm, emission at 240 nm, emission at 560 nm), respectively. The FL probe was applied to the determination of Zn in food supplement.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] Toshimasa Toyo'oka: "Fluorescent tagging of physiologically important carboxylic acids, including fatty acids, for their detection in liquid chromatography"Analytica Chimica Acta,. 465. 111-130 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshimasa Toyo'oka: "Resolution of chiral drugs by liquid chromatography based upon diastereomer formation with chiral derivatization reagents"Journal of Biochemical and Biophysical methods,. 54(1-3). 25-56 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshimasa Toyo'oka, et al.: "R(-)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-(N, N-dimethylaminosulfonyl)-2,1,3-benzoxadiazole, a Fluorescent Chiral Tagging Reagent : Sensitive Resolution…"Biomedical Chromatography. 15. 56-67 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshimasa Toyo'oka et al.: "Determination of Intracellular Glutathione in Rat Hepatocytes after Treatment of Environmental P'ollutants by Capillary Electrophoresis with Laser-induced…"Analytica Chimica Acta,. 433. 1-12 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tomoyuki Oe, et al.: "Synthesis and Characterizations of 4-(3,17 β-Dihydroxyestra-1,3,3(10)-trien-6α-and 6β-yl) amino-7-nitro-2,1,3-benzoxadiazoles as Fluorescent Probes"Analytical Sciences,. 18(2). 161-165 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toyooka, T.: "Development of chiral derivatization reagents having benzofurazan (2,1,3-benzoxadiazole) fluorophore for HPLC analysis and their application to the sensitive detection of biologically important compounds"Bunseki Kagaku. 51(6). 339-358 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toshimasa Toyooka.: "Fluorescent tagging of physiologically important carboxylic acids, including fatty acids, for their detection in liquid chromatography"Analytica Chimica Acta. 465. 111-130 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toshimasa Toyooka.: "Resolution of chiral drugs by liquid chromatography based upon diastereomer by liquid chromatography based upon diasteromer formation with chiral derivatization reagents"Journal of Biochemical and Biophysical methods. 54(1-3). 25-56 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toyooka,T., Jin, D., Tomoi, N., Hiranuma,H.: "R(-)-4-(3-Isothiocynatopyrrolidin-1-yl)-7-(N,N-divethyl aminosulfonyl)-2, 1, 3-benzoxadiazole, a Fluorescent Chiral Tagging Reagent: Sensitive Resolution of Chiral Amines and Amino Acids by Reversed-phase Liquid Chromatography"Biomedical Chromatography. 15. 56-67 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toyooka,T., Tanabe,J., Kashihara,Y.: "Determination of Intracellular Glutathione in Rat Hepatocytes after Treatment of Environmental Pollutants by Capillary Electrophoresis with Laser-induced Fluorescence Detection"Analytica Chimica Acta. 433. 1-12 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Oe,T., Ikura,M., Toyooka,T.: "Synthesis and Characterizations of 4-(3,17 β-Dihydroxyestra-1,3,3(10)-trien-6α-and 6α- and 6β-yl)amino-7-nitro-2,1,3-benzoxadiazoles as Fluorescent Probes"Analytical Sciences. 18(2). 161-165 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toyooka,T., Mantani,T., Kato,M.: "Reversible labeling of tyrosine residue in peptide using 4-fluoro-7-nitro-2,1,3-benzoxadiazole and N-acetyl-L-cysteine"Analytical Sciences. 19(3). 341-346 (2003)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2004-04-14  

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