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Immobilization and Characterization of 2,3-diaminonaphthalene/cyclodextrin Complexes in a Sol–Gel Matrix: A New Fluorimetric Sensor for Nitrite

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Abstract

The aromatic diamino compound 2,3-diaminonaphthalene (DAN) has been extensively used to detect and quantify nitrite ions in biological and environmental samples. We have immobilized the DAN reagent in a porous silicate glass matrix, via previous incorporation of the dye in HP-β-CD. Changes in fluorescence intensity were used to characterize the inclusion complexes and determine the association constant and stoichiometry of the process. Fluorescence spectrum of these complexes was also used to monitor their immobilization within the sol–gel matrix. Reactivity of the immobilized complexes was evaluated with increasing concentrations of nitrite up to 10 μM (with a detection limit around 20 nM). Results show that sol–gel immobilization does not modify the reactivity of the dye against nitrite and serves to prepare a highly sensitive ready to use fluorescence-based sensor for the specific measurement of nitrite at submicromolar concentrations with no further sample pretreatment.

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Abbreviations

DAN:

2,3-Diaminonaphthalene

NATH:

1-(H)-Naphthotriazole

NAT:

2,3-Naphthotriazole Anion

TEOS:

Tetraethyl orthosilicate

β-CD:

β-Cyclodextrin

HP-β-CD:

2-Hydroxypropyl-β-Cyclodextrin

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Acknowledgments

The authors thank the Spanish DGI of the Ministerio de Educación y Ciencia (MEC) for grant MAT2005-01004. Rocio Esquembre acknowledges the support of a predoctoral fellowship from MEC. We are grateful for the useful insights obtained in discussions with Dr. Marisa Ferrer and Dr. Isabel Pastor. We thank David Olmo for excellent technical assistance.

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Authors and Affiliations

  1. Instituto de Biología Molecular y Celular, Universidad Miguel Hernández, Avda. del Ferrocarril s/n, 03202, Elche-Alicante, Spain

    M. J. Martínez-Tomé, R. Esquembre, R. Mallavia & C. R. Mateo

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  1. M. J. Martínez-Tomé
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  2. R. Esquembre
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  3. R. Mallavia
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  4. C. R. Mateo
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Correspondence to C. R. Mateo.

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Martínez-Tomé, M.J., Esquembre, R., Mallavia, R. et al. Immobilization and Characterization of 2,3-diaminonaphthalene/cyclodextrin Complexes in a Sol–Gel Matrix: A New Fluorimetric Sensor for Nitrite. J Fluoresc 19, 119–125 (2009). https://doi.org/10.1007/s10895-008-0393-3

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  • DOI: https://doi.org/10.1007/s10895-008-0393-3

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