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

Bozhi LangWenming MaXuan LiaoYaning DuanCuiling RenHongli Chen
Published in: Analytical methods : advancing methods and applications (2024)
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 ( I D / I L ) 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.
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