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Nano Research 2023, 16(7): 8929-8936 https://doi.org/10.1007/s12274-023-5601-6
Research Article | Issue | Published: 18 April 2023

Chiral carbon dots from glucose by room temperature alkali-assisted synthesis for electrocatalytic oxidation of tryptophan enantiomers

Show Author's Information Mengling Zhang1,2,  Xing Fan3,  Xin Du2,  Yurong Ma2,  Xiting Wang2,  Hui Huang2,  Yang Liu2,  Youyong Li1,2( ),  Zhenhui Kang1,2( )
Macao Institute of Materials Science and Engineering (MIMSE), MUST-SUDA Joint Research Center for Advanced Functional Materials, Macau University of Science and Technology, Taipa, Macao 999078, China
Institute of Functional Nano and Soft Materials (FUNSOM), Jiangsu Key Laboratory for Carbon-based Functional Materials and Devices, Joint International Research Laboratory of Carbon-Based Functional Materials and Devices, Soochow University, Suzhou 215123, China
Research Center for Carbon-based Electronics and Key Laboratory for the Physics and Chemistry of Nanodevices, School of Electronics, Peking University, Beijing 100871, China
Keywords:
electrocatalysis, chiral carbon dots, synthesis mechanism, chiral catalysis
Topics:
Carbon quantum dotsCatalyst selectivity ElectrocatalystsGraphene quantum dots
Cite this article:
Zhang M, Fan X, Du X, et al. Chiral carbon dots from glucose by room temperature alkali-assisted synthesis for electrocatalytic oxidation of tryptophan enantiomers. Nano Research, 2023, 16(7): 8929-8936. https://doi.org/10.1007/s12274-023-5601-6
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Abstract Full text Electronic supplementary material About this article

Chiral catalysis is one of the most direct and effective approach to obtain pure optical enantiomers. Chiral carbon dots (CDs) as carbon-based chiral catalysts show great potential in chiral catalysis. Herein, we report a facile one step base-catalyzed aldol condensation to fabricate the chiral CDs from glucose at ambient temperature and pressure. The formation of chiral CDs involves the processes of isomerization and aldol condensation. These chiral CDs have been demonstrated that they have selective capacity for electrocatalytic oxidization of tryptophan enantiomers. L type of CDs (LCDs) is more likely to catalyze L-tryptophan (Trp) than D-Trp with the selective factor (IL/ID) of 1.60, whereas the D type of CDs (DCDs) tends to catalyze D-Trp (IL/ID: 0.63). Theoretical calculations combined with various contrast experiments (temperature and pH) demonstrate that the selectively electrocatalytic capacity of chiral CDs toward Trp isomers is due to the different hydrogen-bond interactions between chiral CDs and Trp.


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About this article

Chiral carbon dots from glucose by room temperature alkali-assisted synthesis for electrocatalytic oxidation of tryptophan enantiomers

Show Author's information Mengling Zhang1,2, Xing Fan3, Xin Du2, Yurong Ma2, Xiting Wang2, Hui Huang2, Yang Liu2, Youyong Li1,2( ), Zhenhui Kang1,2( )
Macao Institute of Materials Science and Engineering (MIMSE), MUST-SUDA Joint Research Center for Advanced Functional Materials, Macau University of Science and Technology, Taipa, Macao 999078, China
Institute of Functional Nano and Soft Materials (FUNSOM), Jiangsu Key Laboratory for Carbon-based Functional Materials and Devices, Joint International Research Laboratory of Carbon-Based Functional Materials and Devices, Soochow University, Suzhou 215123, China
Research Center for Carbon-based Electronics and Key Laboratory for the Physics and Chemistry of Nanodevices, School of Electronics, Peking University, Beijing 100871, China

Abstract

Chiral catalysis is one of the most direct and effective approach to obtain pure optical enantiomers. Chiral carbon dots (CDs) as carbon-based chiral catalysts show great potential in chiral catalysis. Herein, we report a facile one step base-catalyzed aldol condensation to fabricate the chiral CDs from glucose at ambient temperature and pressure. The formation of chiral CDs involves the processes of isomerization and aldol condensation. These chiral CDs have been demonstrated that they have selective capacity for electrocatalytic oxidization of tryptophan enantiomers. L type of CDs (LCDs) is more likely to catalyze L-tryptophan (Trp) than D-Trp with the selective factor (IL/ID) of 1.60, whereas the D type of CDs (DCDs) tends to catalyze D-Trp (IL/ID: 0.63). Theoretical calculations combined with various contrast experiments (temperature and pH) demonstrate that the selectively electrocatalytic capacity of chiral CDs toward Trp isomers is due to the different hydrogen-bond interactions between chiral CDs and Trp.

Keywords: electrocatalysis, chiral carbon dots, synthesis mechanism, chiral catalysis

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Publication history
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Acknowledgements

Publication history

Received: 18 January 2023
Revised: 08 February 2023
Accepted: 21 February 2023
Published: 18 April 2023
Issue date: July 2023

Copyright

© Tsinghua University Press 2023

Acknowledgements

Acknowledgements

This work is supported by Natural Science Foundation of Jiangsu Province (No. BE2022425), National Key R&D Program of China (Nos. 2020YFA0406104 and 2020YFA0406101), National MCF Energy R&D Program of China (No. 2018YFE0306105), the National Natural Science Foundation of China (Nos. 52271223, 52272043, 51725204, 51972216, 52202107, and 52201269), Innovative Research Group Project of the National Natural Science Foundation of China (No. 51821002), Key R&D program of Ningxia Hui Autonomous Region (No. 2022BEG02006), Ningxia Autonomous Region flexible introduction of science and technology innovation team (No. 2021RXTDLX08), Agricultural science and technology innovation project of Suzhou Science and Technology Development Plan (No. SNG2020074), Macau Youths Scholars Program, Collaborative Innovation Center of Suzhou Nano Science and Technology, the 111 Project, and Suzhou Key Laboratory of Functional Nano and Soft Materials.

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