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β-Cyclodextrin dinuclear copper supported on graphene/polypyrrole nanocomposites as an electrochemical sensor for enantioselectivity recognition of tryptophan enantiomers

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Abstract

Electrochemical chiral recognition has gained much of attention as an efficient method for enantiomeric recognition. Herein, a chiral sensing platform via β-cyclodextrin dinuclear copper (Cu-β-CD) as a chiral selector supported on graphene/polypyrrole (RGO/Ppy) nanocomposites were fabricated for recognition of tryptophan (Trp) enantiomers. Cu-β-CD with additional chiral sites improves recognition efficiency, and the addition of the conducting polymer Ppy enhances the electrical conductivity of the nanocomposite and addresses the agglomeration effect of graphene (RGO). In addition, the composition and morphology of the materials were analyzed by transmission electron microscopy (SEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR) and X-ray photoelectron spectroscopy (XPS). The mechanism of chiral recognition was evaluated by water contact angle experiments and UV–Vis absorption spectroscopy. And the battery of chiral recognition experiments revealed that the chiral sensing platform RGO/Ppy/Cu-β-CD/GCE provides excellent recognition of the Trp enantiomer with an enantioselectivity coefficient of 3.24. It also exhibits outstanding stability and reproducibility, with a minimum line of detection (LOD) of 0.37 mM and 1.05 mM for L-Trp and D-Trp, respectively. With these results, the RGO/Ppy/Cu-β-CD/GCE chiral sensing platform has provided a feasible approach for the electrochemical chiral recognition of Trp enantiomers.

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Data availability

The datasets generated during and/or analyzed during the current study are available from the corresponding author on reasonable request.

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Acknowledgements

This work was funded by the National Natural Science Foundation of China (21861034); the Science and Technology Project Gansu Province of China (20YF3GA022); the Natural Science Foundation of Gansu Province of China (18JR3RA094).

Funding

Funding was provided by Science and Technology Program of Gansu Province (20YF3GA022) and Natural Science Foundation of Gansu Province (18JR3RA094).

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Author notes

  1. Zengdong Zhang and Jia Wang have contributed equally to this work and should be considered co-first authors.

Authors and Affiliations

  1. Research Center of Gansu Military and Civilian Integration Advanced Structural Materials, Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education of China, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070, China

    Zengdong Zhang, Jia Wang, Hebing Pei, Ruibin Guo, Nijuan Liu & Zunli Mo

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  1. Zengdong Zhang
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Contributions

ZZ: Writing—original draft, preparation. JW: Experimental operation, data curation. HP: Software, Writing—review and editing. RG: Project administration, software. NL: Software. ZM: Supervision, funding acquisition, writing—review and editing.

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Correspondence to Zunli Mo.

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Zhang, Z., Wang, J., Pei, H. et al. β-Cyclodextrin dinuclear copper supported on graphene/polypyrrole nanocomposites as an electrochemical sensor for enantioselectivity recognition of tryptophan enantiomers. J Mater Sci: Mater Electron 34, 989 (2023). https://doi.org/10.1007/s10854-023-10442-6

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