Phenoxazine-based supramolecular tetrahedron as biomimetic lectin for glucosamine recognition

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The design and synthesis ofa phenoxazine-based metal-organic tetrahedron (Zn4L4) as biomimetic lectin for selectively recognition of glucosamine (GlcN) was reported.Different from the free phenoxazinebased ligand (L),Zn4L4 displayed the highest fluorescent intensity enhancement efficiency toward GlcN over other related natural mono-and disaccharides.Fluorescence titration demonstrated a 1∶1 stoichiometric host-guest complex was formed with an association constant about 4.03 × 104 L/mol.1H NMR spectroscopic studies confirmed this selectivity resulted from the multiple hydrogen bonding interactions formed between GlcN and Zn4L4.The present results suggested that rational arrangement of recognition sites in the confined space of metal-organic cage is crucial for the selectivity toward target guests.
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