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Fabrication of molecularly cholesterol-imprinted polymer particles based on chitin and their adsorption ability

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Abstract

Molecularly imprinted polymers (MIPs) are new materials for molecular identification ability with specific identification, preordainment, and wide applicability. A cholesteryl chitin carbonate (Chol-Chi) was synthesized via two steps, and its chemical structure was characterized by Fourier transform infrared spectroscopy and solid-state 13C nuclear magnetic resonance. The resulting Chol-Chi was used as a covalently bound template precursor for imprinting cholesterol. After this precursor was cross-linked with toluene-2,4-diisocyanate, the carbonate bond in the cross-linked Chol-Chi obtained was cleaved hydrolytically to afford a guest-binding site accompanying the easy and efficient removal of a sacrificial spacer. Field emission scanning electron micrograph observation showed that the surface on MIP particles was rough and porous. The equilibrium adsorption capacity for the molecularly cholesterol-imprinted polymer (Chol-MIP) was 13.60 mg/g, while that of the cholesterol-non-imprinted polymer (Chol-NIP) was only 4.75 mg/g when concentrations of the MIP and NIP equaled to 20.0 mg, respectively. Reusability of Chol-MIP with negligible loss of the initial adsorption capacity was observed after five adsorption–desorption cycles. In addition, stigmasterol and estradiol were selected as competitive molecules in selectivity tests, and the MIPs showed a good specific selectivity and intense recognition of cholesterol.

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Acknowledgments

This project was kindly supported by the National Natural Science Foundation of China (No. 21274022) and the Natural Science Foundation of Fujian Province (No. 2013J01036).

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Authors and Affiliations

  1. College of Materials Science and Engineering, Fujian Normal University, Fuzhou, 350007, China

    Xiaoling Li, Li Jia & Huaimin Guan

  2. College of Chemistry and Chemical Engineering, Fujian Normal University, Fuzhou, 350007, China

    Yuejin Tong

  3. Fujian Key Laboratory of Polymer Materials, Fuzhou, 350007, China

    Yuejin Tong, Li Jia & Huaimin Guan

  4. Institute of New Chemical Materials, Fujian Normal University, Fuzhou, 350007, China

    Yuejin Tong

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  1. Xiaoling Li
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  2. Yuejin Tong
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  3. Li Jia
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  4. Huaimin Guan
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Correspondence to Huaimin Guan.

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Li, X., Tong, Y., Jia, L. et al. Fabrication of molecularly cholesterol-imprinted polymer particles based on chitin and their adsorption ability. Monatsh Chem 146, 423–430 (2015). https://doi.org/10.1007/s00706-014-1369-4

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  • DOI: https://doi.org/10.1007/s00706-014-1369-4

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