Issue 24, 2024

Modifying carbon dots with l-phenylalanine for rapid discrimination of tryptophan enantiomers

Abstract

New chiral carbon dots (CDs), L-PCDs, for discriminating tryptophan (Trp) enantiomers were prepared in this work. Firstly, original CDs were synthesized through a hydrothermal method using pyridine-2,6-dicarboxylic acid and o-phenylenediamine as raw materials. Then, the surface of original CDs was modified with L-phenylalanine to create chiral fluorescent carbon L-PCDs. In the presence of D-Trp, the fluorescence intensity of L-PCDs decreased significantly while it remained unchanged in the presence of L-Trp. The chiral sensing system used in this study has a rapid response time of 3 minutes and can identify enantiomers with an enantioselectivity (ID/IL) of up to 3.3. For D-Trp, a good linear relationship can be obtained in the range of 0.3–4.2 mM with a limit of detection of 0.06 mM. This sensor allows for both quantitative detection of D-Trp and determination of enantiomeric percentage in the racemate. The chiral recognition mechanism is attributed to the different interaction between D-/L-Trp and L-PCDs.

Graphical abstract: Modifying carbon dots with l-phenylalanine for rapid discrimination of tryptophan enantiomers

Supplementary files

Article information

Article type
Paper
Submitted
18 Mar 2024
Accepted
08 May 2024
First published
14 May 2024

Anal. Methods, 2024,16, 3907-3916

Modifying carbon dots with L-phenylalanine for rapid discrimination of tryptophan enantiomers

B. Lang, W. Ma, X. Liao, Y. Duan, C. Ren and H. Chen, Anal. Methods, 2024, 16, 3907 DOI: 10.1039/D4AY00484A

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