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A Dual-Functional Metallogel of Amphiphilic Copper(II) Quinolinol: Redox Responsiveness and Enantioselectivity

Authors

  • Dr. Wangen Miao,

    1. Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
    2. Chemistry Science and Technology School, Zhanjiang Normal University, Zhanjiang, 524048 (P.R. China)
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  • Dr. Li Zhang,

    1. Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
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  • Dr. Xiufeng Wang,

    1. Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
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  • Dr. Hai Cao,

    1. Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
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  • Dr. Qingxian Jin,

    1. Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
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  • Prof. Dr. Minghua Liu

    Corresponding author
    1. Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
    • Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China), Fax: (+86) 10-62569564
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Abstract

A dual-functional metallogel, which was based on the copper(II) complex of quinolinol-substituted L-glutamide, showed both redox-responsive and enantioselective properties; moreover, the metallogels collapsed into a sol after reduction and could be revived upon subsequent oxidation. The supramolecular chirality and morphology also reversible changed with the gel–sol transition. Furthermore, the metallogels showed new enantioselective recognition towards chiral aromatic amino acids. A new emission band in the blue-light region at around 393 nm appeared when the metallogels encountered L-aromatic amino acids, whereas no new emission band was observed for the corresponding D-aromatic amino acids. Such enantioselectivity only occurred in the gel state. No similar phenomenon could be observed in solution. This result suggested that, during the gel formation, the gelator molecules self-assembled into ordered, chiral supramolecular structures and enhanced the enantiorecognition of the L-aromatic amino acids.

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