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May 31, 2026ACS Applied Optical Materials0 citations

Chiral Carbon Dots for Sensitive Discrimination of Tryptophan Enantiomers via Fluorescence and Circular Dichroism Spectroscopy

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FFForoozan FeiziMSMojtaba ShamsipurMGMohammad Bagher Gholivand

Key Points

  • The aim is to develop a sensitive method for distinguishing between enantiomers of tryptophan using chiral carbon dots.
  • One-step hydrothermal synthesis of nitrogen and sulfur codoped carbon dots (N,S-Cdots).
  • Utilized fluorescence and circular dichroism spectroscopy for enantioselective analysis.
  • Quantum mechanical calculations assessed binding affinity between chiral dots and enantiomers.
  • Chiral probes exhibit distinct fluorescent quenching efficiencies for d- and l-tryptophan.
  • Generated circular dichroism spectra show mirror-image patterns for d- and l-enantiomers.
  • N,S-Cdots demonstrated a higher binding affinity for d-tryptophan compared to l-tryptophan.

Abstract

Chiral amino acids are fundamental to metabolism and serve as critical indicators of physiological and pathological states. While l-amino acids constitute the essential building blocks of functional proteins, their d-enantiomers have been implicated in various disease processes and may function as diagnostic biomarkers. Herein, we report the one-step hydrothermal synthesis of chiral nitrogen and sulfur codoped carbon dots (N,S-Cdots) for the enantioselective recognition and enantiomeric excess (ee) determination of tryptophan (Trp). The resulting chiral probes function as an “on–off” fluorescent sensor, displaying markedly different quenching efficiencies toward d- and l-Trp. Notably, interaction with the enantiomers generates mirror-image circular dichroism (CD) spectra, with supramolecular aggregation amplifying the chiroptical signature without altering its spectral characteristics. Quantum mechanical calculations corroborated these observations, revealing enhanced binding affinity of the N,S-Cdots toward d-Trp relative to its l-enantiomer. This dual-modal sensing platform, integrating fluorescence and CD transduction, establishes chiral carbon dots as sensitive and selective probes for enantioselective analysis at low analyte concentrations.

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Cite This Study

Feizi et al. (2026) studied this question.

synapsesocial.com/papers/6a1bd2f35783ba022b6fe331https://doi.org/10.1021/acsaom.6c00188
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