Citation: Yuchao Li, Xuezhao Li, Lili Li, Bing Xiao, Jinguo Wu, Hechuan Li, Danyang Li, Cheng He. Phenoxazine-based supramolecular tetrahedron as biomimetic lectin for glucosamine recognition[J]. Chinese Chemical Letters, ;2021, 32(2): 735-739. doi: 10.1016/j.cclet.2020.07.028 shu

Phenoxazine-based supramolecular tetrahedron as biomimetic lectin for glucosamine recognition

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

xuezhaoli@dlut.edu.cn

hecheng@dlut.edu.cn

Received Date: 22 June 2020
Revised Date: 2 July 2020
Accepted Date: 14 July 2020
Available Online: 15 July 2020

Figures(7)

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.
- Glucosamine,
- Phenoxazine,
- Metal-organic cage,
- Fluorescence,
- Host-guest complex
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