Construction of a Chiral Fluorescent Probe for Tryptophan Enantiomers/Ascorbic Acid Identification
- 发表刊物:ACS Appl. Mater. Interfaces
- 关键字:chiral recognition
chiral fluorescent probe
enantiomeric differentiation
density functional theory calculations
logic gates
- 摘要:Chiral recognition of amino acid enantiomers is critical in
enhancing drug efficacy, detecting disease markers, and understanding
physiological processes. Enantioselective fluorescent identification has gained
attention among researchers due to its nontoxicity, easy synthesis, and
biocompatibility. In this work, chiral fluorescent carbon dots (CCDs) were
produced through a hydrothermal reaction followed by chiral modification. The
fluorescent probe, Fe3+-CCDs (F-CCDs), was constructed by complexing Fe3+
with CCDs to differentiate between the enantiomers of tryptophan (Trp) and
determine ascorbic acid (AA) through an “on−off−on” response. It is worth
noting that L-Trp can greatly enhance the fluorescence of F-CCDs with a blue
shift, whereas D-Trp does not have any effect on the fluorescence of F-CCDs. FCCDs showed a low limit of detection (LOD) for L-Trp and L-AA, with an LOD
of 3.98 and 6.28 μM, respectively. The chiral recognition mechanism of
tryptophan enantiomers using F-CCDs was proposed based on the interaction force between the enantiomers and F-CCDs, as
confirmed by UV−vis absorption spectroscopy and density functional theory calculations. The determination of L-AA by F-CCDs
was also confirmed through the binding of L-AA to Fe3+ to release CCDs, as seen in UV−vis absorption spectra and time-resolved
fluorescence decays. In addition, AND and OR gates were constructed based on the different responses of CCDs to Fe3+ and Fe3+-
CCDs to L-Trp/D-Trp, demonstrating the significance of molecular-level logic gates in drug detection and clinical diagnosis.
- 论文类型:SCI
- 是否译文:否
- 发表时间:2023-05-03
- 收录刊物:SCI