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Electrochemical chiral recognition of tryptophan using a glassy carbon electrode modified with β-cyclodextrin and graphene

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Abstract

We report on a method for electrochemical enantioselective recognition of tryptophan (Trp) enantiomers. It is based on competitive host-guest interaction between a deoxy-(2-aminoethylamino)-β-cyclodextrin (CD) bound to graphene nanosheets and the Cu(II) complexes of the Trp enantiomers via a ligand exchange mechanism. Chiral recognition was investigated via cyclic voltammetry and electrochemical impedance spectroscopy. The results reveal that the CD bound to graphene displays a stronger interaction with the Cu(II) complex of L-Trp than to that of D-Trp. The method was applied to the determination of the ratio of Trp enantiomers in mixtures.

The CD-GNs are dipped in D-Trp or L-Trp solution containing Cu(II), the complexes of metal ion with L-Trp caused more remarkable difference in the [Fe(CN)6]3−/4− than the complexes of metal ion with D-Trp.

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (21175047, 21147003) and the Scientific Research Foundation of Graduate School of South China Normal University (2012kyjj217).

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Authors and Affiliations

  1. School of Chemistry and Environment, South China Normal University, Guangzhou, 510006, People’s Republic of China

    Wanlian Feng, Chao Liu, Chuyi Zhang, Xiaohua Zhu, Yong Liang & Junmin Nan

  2. Shenzhen Center for Disease Control and Prevention, Shenzhen, 518055, People’s Republic of China

    Shaoyou Lu

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  1. Wanlian Feng
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  2. Chao Liu
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  3. Shaoyou Lu
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  4. Chuyi Zhang
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Correspondence to Wanlian Feng.

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Feng, W., Liu, C., Lu, S. et al. Electrochemical chiral recognition of tryptophan using a glassy carbon electrode modified with β-cyclodextrin and graphene. Microchim Acta 181, 501–509 (2014). https://doi.org/10.1007/s00604-014-1174-0

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  • DOI: https://doi.org/10.1007/s00604-014-1174-0

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