Enantioselective Recognition Driven Photocatalytic Degradation of <scp>d</scp>-Tryptophan Enantiomers Based on <scp>l</scp>-Cysteine-Modified β-Cyclodextrin

The enantioselective recognition and separation of racemic tryptophan are of significant importance in the fields of medicine, pharmaceutics, and biochemistry. However, conventional methods are costly, energy intensive, and environmentally unfriendly. In this case, l-Cys with amino (-NH<sub>2</sub>) and sulfhydryl (-SH) groups was chosen to modify β-CD with a chiral cavity to achieve self-assembly via hydrogen bonding, which not only serves as an electrochemical chiral sensor with enhanced chiral sites at the sensing interface but also achieves a higher enantioselectivity for d-tryptophan enantiomers through hydrogen bonding between the host and guest. Moreover, the d-tryptophan enantiomers were subsequently degraded under catalytic conditions simulating visible light, which was a new approach to introduce chiral properties in photocatalysis without organic synthesis. The use of inclusion-complex formation with β-CD combined with simple electrochemical technology and photocatalytic degradation techniques to efficiently and rapidly identify and degrade harmful d-type amino acid enantiomers offers new avenues, which would have great potential in future studies.

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Publication Details

Journal
ACS Applied Materials & Interfaces
Published
2025-02-26
DOI
https://doi.org/10.1021/acsami.4c21850
Citations
6
Primary Topic
Analytical Chemistry and Chromatography
Type
article
Field-Weighted Citation Impact
4.54

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article

Enantioselective Recognition Driven Photocatalytic Degradation of d-Tryptophan Enantiomers Based on l-Cysteine-Modified β-Cyclodextrin

Kunjie Wang, Hui Xu, Xiaohui Niu, Hongxia Li et al.
6 citations
ACS Applied Materials & Interfaces
Analytical Chemistry and Chromatography
4.54
article

Enantioselective Recognition Driven Photocatalytic Degradation of d-Tryptophan Enantiomers Based on l-Cysteine-Modified β-Cyclodextrin

Kunjie Wang, Hui Xu, Xiaohui Niu, Hongxia Li, Hongfang Zhao, Jianrong Wang
article en
6 citations

Abstract

The enantioselective recognition and separation of racemic tryptophan are of significant importance in the fields of medicine, pharmaceutics, and biochemistry. However, conventional methods are costly, energy intensive, and environmentally unfriendly. In this case, l-Cys with amino (-NH<sub>2</sub>) and sulfhydryl (-SH) groups was chosen to modify β-CD with a chiral cavity to achieve self-assembly via hydrogen bonding, which not only serves as an electrochemical chiral sensor with enhanced chiral sites at the sensing interface but also achieves a higher enantioselectivity for d-tryptophan enantiomers through hydrogen bonding between the host and guest. Moreover, the d-tryptophan enantiomers were subsequently degraded under catalytic conditions simulating visible light, which was a new approach to introduce chiral properties in photocatalysis without organic synthesis. The use of inclusion-complex formation with β-CD combined with simple electrochemical technology and photocatalytic degradation techniques to efficiently and rapidly identify and degrade harmful d-type amino acid enantiomers offers new avenues, which would have great potential in future studies.

ACS Applied Materials & InterfacesVol. 17(10)
Lanzhou University of Technology (CN), Gansu Provincial Hospital (CN), Gansu Provincial Maternal and Child Health Hospital (CN)
National Natural Science Foundation of China, Natural Science Foundation of Gansu Province, Innovation and Entrepreneurship Talent Project of Lanzhou
Openalex Percentile: Top 6%
Analytical Chemistry and Chromatography
4.54
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