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Recognition of D-Penicillamine Using Schiff Base Centered Fluorescent Organic Nanoparticles and Application to Medicine Analysis

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Abstract

Schiff base centered fluorescent organic compound 1,1′-[(1E,2E)-hydrazine-1,2-diylidenedi(E)methylylidene]- dinaphthalen-2-ol (HN) was synthesized followed by spectral characterization viz., NMR, IR and Mass spectroscopy. The fluorescent nanoparticles of HN prepared using reprecipitation method shows red shifted aggregation induced enhanced emission (AIEE) with respect to HN solution in acetone. The average particle size of nanoparticles (HNNPs) is of 67.2 nm shows sphere shape morphology. The surfactant cetyltrimethyl ammonium bromide (CTAB) used to stabilize HNNPs induces positive charge surface with zeta potential of 11.6 mV. The positive charge of HNNPs responsible to adsorb oppositely charged analyte on its surface with binding interactions. The fluorescence experiments performed with and without addition of different analytes to the aqueous suspension of HNNPs shows selective fluorescence quenching of HNNPs by D-Penicillamine (D-PA). The effect of other coexisting analytes does not affect the selective sensing behavior of D-PA. The mechanism of binding between HNNPs and D-PA was discussed on the basis of electrostatic interaction and adsorption phenomenon. The results interpreted by using DLS-Zeta sizer, Fluorescence lifetime measurements, conductometric titration supports the electrostatic adsorption between HNNPs and D-PA. The method has extremely low limit of detection (LOD) value 0.021 ppm is of significant as compared to reported methods. The proposed fluorescence quenching method was effectively used for quantitative estimation of D-PA from pharmaceutical medicine.

The fluorescence quenching based selective recognition of D-Penicillamine (D-PA) by using Schiff base centered fluorescent organic nanoparticles was developed and successfully applied to quantitative determination of D-PA from pharmaceutical samples viz. capsule and tablet.

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Acknowledgements

One of the authors PGM is grateful to the University Grants Commission (UGC), New Delhi for providing financial assistance in the form of UGC-BSR-SAP fellowship (F.25-1/2013-14(BSR)/7-183/2007(BSR)- May 2014). We are also grateful to the Department of Science and Technology (DST), New Delhi for providing funds under FIST-Level-II program for infrastructure improvement and University Grants Commission (UGC), New Delhi for financial support through DRS - Phase- II program to the Department of Chemistry, Shivaji University, Kolhapur.

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  1. Fluorescence Spectroscopy Research Laboratory, Department of Chemistry, Shivaji University, Kolhapur, Maharashtra, 416004, India

    Prasad G. Mahajan, Govind B. Kolekar & Shivajirao R. Patil

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  1. Prasad G. Mahajan
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  2. Govind B. Kolekar
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  3. Shivajirao R. Patil
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Correspondence to Shivajirao R. Patil.

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Mahajan, P.G., Kolekar, G.B. & Patil, S.R. Recognition of D-Penicillamine Using Schiff Base Centered Fluorescent Organic Nanoparticles and Application to Medicine Analysis. J Fluoresc 27, 829–839 (2017). https://doi.org/10.1007/s10895-016-2019-5

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