Phenoxazine-based supramolecular tetrahedron as biomimetic lectin for glucosamine recognition
Autor: | Xuezhao Li, Danyang Li, Yuchao Li, Cheng He, Jinguo Wu, Hechuan Li, Bing Xiao, Lili Li |
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Rok vydání: | 2021 |
Předmět: |
Ligand
Chemistry Stereochemistry Hydrogen bond Supramolecular chemistry 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Fluorescence 0104 chemical sciences chemistry.chemical_compound Glucosamine Proton NMR 0210 nano-technology Selectivity Phenoxazine |
Zdroj: | Chinese Chemical Letters. 32:735-739 |
ISSN: | 1001-8417 |
DOI: | 10.1016/j.cclet.2020.07.028 |
Popis: | The design and synthesis of a phenoxazine-based metal-organic tetrahedron (Zn4L4) as biomimetic lectin for selectively recognition of glucosamine (GlcN) was reported. Different from the free phenoxazine-based 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. |
Databáze: | OpenAIRE |
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