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Date of Publication:2021-01-01

Journal:Jingxi Huagong/Fine Chemicals

Volume:38

Issue:10

Page Number:2004-2011

ISSN No.:1003-5214

Abstract:A metal-organic cage compound Zn-L was constructed by introducing coumarin group with excellent luminescent properties as fluorescence signal unit into organic ligand H3L and self-assembling with transition metal ion Zn (Ⅱ). Compound Zn-L realized selective recognition of glucosamine via weak host-guest hydrogen bonding interaction. The results of high-resolution mass spectroscopy and UV-Vis absorption spectroscopy showed that the metal-organic cage compound had a M6L4 octahedral structure, with twelve coumarin groups uniformly distributed at the vertical positions of the cage, and a large cavity with opening windows that allowed free ingress and egress of the guest molecules with suitable size. 1HNMR titration indicated that glucosamine was combined with cage structure through multiple hydrogen bonding. High resolution mass spectrometry test suggested that a molar ratio of 1:2 host-guest inclusion complex was formed between metal-organic cage Zn-L and glucosamine. The results of fluorescence titration spectra fitting showed that the complexation constant was 1.6×108 L2/mol2, confirming the strong complexation between host and guest, which was conducive to the selective recognition of glucosamine by the cage structure. Glucosamine molecules quenched up to 93% of the fluorescence intensity of Zn-L, and the detection limit was 0.23 μmol/L, while the other nine common biological carbohydrate molecules could only quench 5%~20% of the fluorescence intensity, indicating that Zn-L had a highly selective fluorescence response to glucosamine molecules and could be used for fluorescence imaging of glucosamine in living cells. © 2021, Editorial Office of FINE CHEMICALS. All right reserved.

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