Porphyrin-Based Metal–Organic Frameworks for Efficient Electrochemiluminescent Chiral Recognition of Tyrosine Enantiomers

Autor: Wen-Rong Cai, Wen-Kai Zhu, Bao-Zhu Yang, Da-Tong Wu, Jun-Yao Li, Zheng-Zhi Yin, Yong Kong
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Chemosensors, Vol 10, Iss 12, p 519 (2022)
Druh dokumentu: article
ISSN: 2227-9040
DOI: 10.3390/chemosensors10120519
Popis: Science the biological activities of chiral enantiomers are often different or even opposite, their chiral recognition is of great significance. A new assembly structure named TCPP-Zn-(S)-BINOL was obtained based on the interaction between chiral binaphthol (BINOL) and the porphyrin-based MOF structure formed by Meso-Tetra(4-carboxyphenyl)porphine (TCPP) and Zn2+, and a new chiral sensor was designed relying on TCPP-Zn-(S)-BINOL. The chiral platform was designed by using binaphthol as a chiral recognizer and the porphyrin MOF as an emitter, which can recognize tyrosine (Tyr) enantiomers via the electrochemiluminescence (ECL) method. According to density functional theory (DFT), TCPP-Zn-(S)-BINOL has a different affinity with L/D-Tyr due to the different strength of the hydrogen bond between chiral ligand BINOL and the tyrosine (Tyr) enantiomer. It will be more suitable for combination with L-Tyr, and the presence of L-Tyr will increase the ECL intensity of the modified electrode via the catalytic reduction of co-reactant reagents, achieving the purpose of the chiral recognition of Tyr enantiomers. These findings show that TCPP-Zn-(S)-BINOL can be used as an advanced ECL chiral recognition platform for biomedical applications.
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