Dataset Information

Time-Resolved Visual Chiral Discrimination of Cysteine Using Unmodified CdTe Quantum Dots.

ABSTRACT: Herein, we demonstrate a simple yet novel luminescence assay for visual chiral discrimination of cysteine. Thioglycolic acid (TGA)-capped cadmium-telluride (CdTe) quantum dots (QDs) exposing green emission were directly synthesized in aqueous solution. The interaction between cysteine molecules and CdTe QDs induced the aggregation of QDs via hydrogen bonding. As a result of electronic coupling within these aggregates, a redshift both in the absorption and emission spectra of QDs occured. The difference in the kinetics of the interactions between L- and D-cysteine with CdTe QDs led to chiral recognition of these enantiomers. Addition of D-cysteine to CdTe QDs in a basic media caused a green-to-yellow color change, while no color alteration in QDs emission was observed in the presence of L-cysteine after 2 hours. Notably, the QDs used in the proposed assay are free from any labling/modification, which makes the present strategy highly attractive for sensing applications. Furthermore, the presented chiral assay is able to determine the enantiomeric excess (ee) of D-cysteine in the whole range of ee values (from -100% to 100%).

SUBMITTER: Ghasemi F

PROVIDER: S-EPMC5429850 | biostudies-literature | 2017 Apr

REPOSITORIES: biostudies-literature

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Time-Resolved Visual Chiral Discrimination of Cysteine Using Unmodified CdTe Quantum Dots.

Ghasemi Forough F Hormozi-Nezhad M Reza MR Mahmoudi Morteza M

Scientific reports 20170418 1

Herein, we demonstrate a simple yet novel luminescence assay for visual chiral discrimination of cysteine. Thioglycolic acid (TGA)-capped cadmium-telluride (CdTe) quantum dots (QDs) exposing green emission were directly synthesized in aqueous solution. The interaction between cysteine molecules and CdTe QDs induced the aggregation of QDs via hydrogen bonding. As a result of electronic coupling within these aggregates, a redshift both in the absorption and emission spectra of QDs occured. The dif ...[more]

PMID: 28420870

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Project description:Ligand-induced chirality in semiconducting nanocrystals has been the subject of extensive study in the past few years and shows potential applications in optics and biology. Yet, the origin of the chiroptical effect in semiconductor nanoparticles is still not fully understood. Here, we examine the effect of the interaction with amino acids on both the fluorescence and the optical activity of chiral semiconductor quantum dots (QDs). A significant fluorescence enhancement is observed for l/d-Cys-CdTe QDs upon interaction with all the tested amino acids, indicating suppression of nonradiative pathways as well as the passivation of surface trap sites brought via the interaction of the amino group with the CdTe QDs' surface. Heterochiral amino acids are shown to weaken the circular dichroism (CD) signal, which may be attributed to a different binding configuration of cysteine molecules on the QDs' surface. Furthermore, a red shift of both CD and fluorescence signals in l/d-Cys-CdTe QDs is only observed upon adding cysteine, while other tested amino acids do not exhibit such an effect. We speculate that the thiol group induces orbital hybridization of the highest occupied molecular orbital (HOMOs) of cysteine and the valence band of CdTe QDs, leading to the decrease of the energy band gap and a concomitant red shift of CD and fluorescence spectra. This is further verified by density functional theory calculations. Both the experimental and theoretical findings indicate that the addition of ligands that do not "directly" interact with the valence band (VB) of the QD (noncysteine moieties) changes the QD photophysical properties, as it probably modifies the way cysteine is bound to the surface. Hence, we conclude that it is not only the chemistry of the amino acid ligand that affects both CD and PL but also the exact geometry of binding that modifies these properties. Understanding the relationship between the QD's surface and chiral amino acid thus provides an additional perspective on the fundamental origin of induced chiroptical effects in semiconductor nanoparticles, potentially enabling us to optimize the design of chiral semiconductor QDs for chiroptic applications.

Dataset Information

Time-Resolved Visual Chiral Discrimination of Cysteine Using Unmodified CdTe Quantum Dots.

Publications

Time-Resolved Visual Chiral Discrimination of Cysteine Using Unmodified CdTe Quantum Dots.

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