期刊
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
卷 613, 期 -, 页码 -出版社
ELSEVIER
DOI: 10.1016/j.colsurfa.2020.126040
关键词
Supramolecular chirality; Chiral recognition; Double-decker phthalocyanines; Interfacial assembly; Helical nanofibers
资金
- Natural Science Foundation of China [21631003, 21471015, 21671017, 21474118, 21773006]
- Major Science and Technology Program for Water Pollution Control and Treatment [2017ZX07402001]
- Beijing Municipal Commission of Education
- University of Science and Technology Beijing [FRF-BR-16-008A]
Efficient sensing of chiral biomolecules is crucial for human health due to the unique role of homochirality. A new approach has been developed for electrochemically chiral recognition of tryptophan based on the co-assembly of achiral double-decker phthalocyanines with poly-L-lysine at the air/water interface, allowing for discrimination of enantiomers even quantitatively. The nanostructures and properties of the co-assemblies have been thoroughly characterized, demonstrating potential for developing efficient and low-cost chiral sensors.
Due to the unique role of homochirality in our life, efficiently sensing chiral biomolecules is essential for the health and well-being of people. However, electrochemically chiral recognition based on the assemblies of achiral building blocks was still rarely developed. Herein, depending on the co-assembly of achiral double-decker phthalocyanines (EuPc2-8) with poly-L-lysine at the air/water interface, discrimination enantiomers of tryptophan (Trp) even quantitatively can be achieved. The air/water interfacial assembly of achiral double-decker phthalocyanines (EuPc2-8) with poly-L-lysine forms long helical nanofibers with single-molecule-sized diameters, as well as optical activity. The nanostructures and different properties of EuPc2-8/poly-L-lysine helical nanofibers have been thoroughly characterized. The electrochemically chiral recognition of tryptophan is attributed to the unequal interactions between tryptophan enantiomers and EuPc2-8/poly-L-lysine co-assemblies, as verified by the calculated combination energy of EuPc2-8/poly-L-lysine with L- or D-Trp molecules. Therefore, the enrichment of L-Trp molecules rather than D-Trp molecules within EuPc2-8/poly-L-lysine assemblies can be achieved due to subtle features of double-decker phthalocyanines co-assemblies with supramolecular chirality, which results in electrochemically chiral discrimination. These results open new approach for developing efficient and low-cost electrochemically chiral sensor based on the assembly of achiral building blocks.
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