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Boronic acid-modified polyhedral oligomeric silsesquioxanes on polydopamine-coated magnetized graphene oxide for selective and high-capacity extraction of the catecholamines epinephrine, dopamine and isoprenaline

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Abstract

Amino-functionalized polyhedral oligomeric silsesquioxanes (POSS-8NH2) were covalently bound to the surface of polydopamine-coated magnetized graphene oxide. It was then reacted with 4-formylphenylboronic acid to prepare a “cubic boronic acid”-bonded magnetic graphene oxide adsorbent. The new adsorbent exhibits better selectivity and much higher adsorption capacity for ortho-phenols over adsorbents where small boronic ligands are directly bound to the surface of the material. It is shown to enable selective and faster enrichment of the catecholamines epinephrine (EP), dopamine (DA) and isoprenaline (IP) with high selectivity over many potential interferents that can occur in urine. The analytes were then quantified by HPLC with fluorometric detection. Under optimal conditions, response is linear (R2 ≥ 0.9907), limits of detection are low (0.54–2.3 ng·mL−1), and reproducibility is acceptable (inter- and intra-day assay RSDs of≤10.9%). The method was successfully applied to the determination of endogenous EP and DA and exogenous IP in urine samples.

Schematic of boronic acid (BA)-modified polyhedral oligomeric silsesquioxanes (POSS) on polydopamine-coated magnetized graphene oxide (magGO). The material (magGO@POSS-BA) has good selectivity and higher adsorption capacity to ortho-phenols and can be applied to enrich the catecholamines in urine.

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Acknowledgements

The authors gratefully acknowledge the National Natural Science Foundation of China (Nos. 21775121 and 21974106), Specialized Research Fund for the Doctoral Program of Higher Education (No. 20126101120023) and Discipline Innovation Team Program of Shaanxi University of Chinese Medicine (No. 2019-YL10).

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Authors and Affiliations

  1. Key Laboratory of Shaanxi Administration of Traditional Chinese Medicine for TCM Compatibility, Shaanxi Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Shaanxi University of Chinese Medicine, Xi’an, 712046, People’s Republic of China

    Sai Zhang, Yuping Tang & Yanyan Chen

  2. College of Chemistry and Chemical Engineering, Xianyang Normal University, Xianyang, 712000, People’s Republic of China

    Juncai Zhang

  3. Synthetic and Natural Functional Molecule Chemistry of Ministry of Education Key Laboratory, College of Chemistry and Materials Science, Northwest University, Xi’an, 710127, People’s Republic of China

    Yinmao Wei

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  1. Sai Zhang
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Zhang, S., Tang, Y., Chen, Y. et al. Boronic acid-modified polyhedral oligomeric silsesquioxanes on polydopamine-coated magnetized graphene oxide for selective and high-capacity extraction of the catecholamines epinephrine, dopamine and isoprenaline. Microchim Acta 187, 77 (2020). https://doi.org/10.1007/s00604-019-4036-y

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