Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Fluorescent probe for Cu²⁺ and the secondary application of the resultant complex to detect cysteine.

ABSTRACT: A special fluorescent probe has been developed, one that demonstrated excellent "off-on-type" change in fluorescence with high selectivity toward Cu²⁺. Interestingly, the probe-Cu²⁺ complex could detect cysteine due to the ability of this amino acid to strongly coordinate Cu²⁺, and no obvious interference was observed from other amino acids and anions. According to the proposed mechanism, addition of cysteine induced decomplexation of the probe-Cu²⁺ form. Furthermore, the results of confocal microscopy experiments demonstrated the potential of using the probe to image Cu²⁺ in living cells and mice.

SUBMITTER: Yang M

PROVIDER: S-EPMC9064411 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Fluorescent probe for Cu2+ and the secondary application of the resultant complex to detect cysteine.

Yang Meipan M Ma Lifeng L Li Jing J Kang Longli L

RSC advances 20190529 29

A special fluorescent probe has been developed, one that demonstrated excellent "off-on-type" change in fluorescence with high selectivity toward Cu2+. Interestingly, the probe-Cu2+ complex could detect cysteine due to the ability of this amino acid to strongly coordinate Cu2+, and no obvious interference was observed from other amino acids and anions. According to the proposed mechanism, addition of cysteine induced decomplexation of the probe-Cu2+ fo ...[more]

PMID: 35516383

Similar Datasets

A Coumarin-Based Fluorescent Probe for Ratiometric Detection of Cu2+ and Its Application in Bioimaging.

Project description:The fluorescent probe L, based on naphthalimide-modified coumarin, was designed, synthesized, and characterized, which could recognize Cu2+ from other cations selectively and sensitively in HEPES buffer (10 mM, Ph = 7. 4)/CH3CN (1:4, V/V). When the probe L interacted with Cu2+, the color and the fluorescent intensity changed obviously and it provided the naked-eye detection for Cu2+. The recognition mode between them was achieved by Job's plot, IR, MS, SEM, and 1HNMR. In addition, test strips made from L could still interact with Cu2+ in tap water effectively. The limit of detection (LOD) of L was 3.5 × 10-6 M. Additionally, the density functional theory (DFT) calculation method was used to analyze the action mechanism of L toward Cu2+. Importantly, the fluorescent probe L could demonstrate favorable selectivity toward Cu2+ in Caenorhabditis elegans. Thus, L was considered to have some potential for application in bioimaging.

| S-EPMC7573568 | biostudies-literature

A novel hydrophilic fluorescent probe for Cu2+ detection and imaging in HeLa cells.

Project description:Copper is an essential element in living systems and plays an important role in human physiology; therefore, methods to detect the concentration of copper ions in living organisms are important. Herein, we report a highly water-soluble naphthalimide-based fluorescent probe that can be used for the detection of Cu2+. The probe, BNQ, has high selectivity and sensitivity. The fluorescence intensity of the probe at 520 nm was visible to the naked eye under a UV lamp; upon the gradual addition of Cu2+, there was a colour change from green to nearly colourless. Furthermore, the detection limit of BNQ for Cu2+ was 45.5 nM. The detection mechanism was investigated using a Job's plot and density functional theory (DFT) calculations. In addition, owing to great biocompatibility, we were able to successfully use BNQ to detect Cu2+ in living HeLa cells with low toxicity.

| S-EPMC8695708 | biostudies-literature

A curcumin-based AIEE-active fluorescent probe for Cu2+ detection in aqueous solution.

Project description:Curcuminoids have been extensively investigated as metal ion probes, but the intrinsic aggregation-caused-quenching (ACQ) characteristic of curcumin would hinder their applications in aqueous solution. Fortunately, tetraphenylethylene (TPE) could endow the compounds with aggregation-induced emission (AIE)/aggregation-induced enhanced emission (AIEE) characteristics to eliminate the ACQ effect. According to this strategy, a series of TPE-modified curcumin derivatives L1-4 were prepared and studied for their AIEE properties. Among the four TPE-curcumin analogues, only L1 particles have been successfully used as an on-off fluorescence probe for detecting Cu2+ in aqueous solution. The fluorescence titration experiment determined its detection limit of 1.49 × 10-7 mol L-1, and the binding ratio between L1 and Cu2+ was estimated as 2 : 1, which was in agreement with the results of high resolution mass spectrum and Job's plot. In addition, the binding constant was evaluated as 6.77 × 102 M-1 using a Benesi-Hildebrand plot. Finally, the obtained L1-based indicator paper showed significant fluorescence response to Cu2+ aqueous solution. This TPE-modified strategy improves the detection capability of curcumin probe in aqueous solution and provides a feasible way to obtain other probes with ACQ characteristics.

| S-EPMC9170379 | biostudies-literature

A Fluorescent Coumarin-Based Probe for the Fast Detection of Cysteine with Live Cell Application.

Project description:A new coumarin-based fluorescent probe, containing an allylic esters group, has been designed and synthesized for sensing cysteine in physiological pH. In this fluorescent probe, the coumarin was applied as the fluorophore and an allylic esters group was combined as both a fluorescence quencher and a recognition unit. The probe can selectively and sensitively detect cysteine (Cys) over homocysteine, glutathione, and other amino acids, and has a rapid response time of 30 min and a low detection limit of 47.7 nM. In addition, the probe could be applied for cell imaging with low cytotoxicity.

| S-EPMC6151380 | biostudies-literature

A Novel and Sensitive Fluorescent Probe for Glyphosate Detection Based on Cu2+ Modulated Polydihydroxyphenylalanine Nanoparticles.

Project description:A novel and sensitive fluorescent probe based on Cu2+-modulated polydihydroxyphenylalanine nanoparticles (PDOAs) has been developed for the detection of glyphosate pesticides. Compared to conventional instrumental analysis techniques, fluorometric methods have obtained good results in the field of agricultural residue detection. However, most of the fluorescent chemosensors reported still have some limitations, such as long response times, the high limit of detection, and complex synthetic procedures. In this paper, a novel and sensitive fluorescent probe based on Cu2+ modulated polydihydroxyphenylalanine nanoparticles (PDOAs) has been developed for the detection of glyphosate pesticides. The fluorescence of PDOAs can be effectively quenched by Cu2+ through the dynamic quenching process, which was confirmed by the time-resolved fluorescence lifetime analysis. In the presence of glyphosate, the fluorescence of the PDOAs-Cu2+ system can be effectively recovered due to the higher affinity of glyphosate for Cu2+, and thus released the individual PDOAs. Due to the admirable properties such as high selectivity to glyphosate pesticide, "turn on" fluorescence response, and ultralow detection limit of 1.8 nM, the proposed method has been successfully applied for the determination of glyphosate in environmental water samples.

| S-EPMC10216732 | biostudies-literature

A coumarin derivative-Cu2+ complex-based fluorescent chemosensor for detection of biothiols.

Project description:Herein, a novel fluorescent sensor has been developed for the detection of biothiols based on theoretical calculations of the stability constant of the complex between a Cu2+ ion and (E)-3-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-7-(diethylamino) coumarin (BDC) as a fluorescent ligand. In this study, on the basis of density functional theory method, the Gibbs free energy of ligand-exchange reaction and the solvation model were carried out using thermodynamic cycles. The obtained results are in good agreement with the experimental data. The BDC-Cu2+ complex can be used as a fluorescent sensor for the detection of biothiols in the presence of non-thiol containing amino acids, with a detection limit for cysteine at 0.3 μM. Moreover, theoretical calculations of excited states were used to elucidate variations in the fluorescence properties. The computed results show that the excited doublet states D2 and D1 are dark doublet states, which quench the fluorescence of the complex.

| S-EPMC9057049 | biostudies-literature

A dual responsive fluorescent probe for selective detection of cysteine and bisulfite and its application in bioimaging.

Project description:A coumarin-based dual responsive fluorescent probe with a simple structure was developed for the detection of Cys and HSO3 -. Under simulated physiological conditions, Cou-F displayed an on-off fluorescence response to Cys at 521 nm and an off-on fluorescence response to HSO3 - at 500 nm. Furthermore, Cou-F had the advantages of high sensitivity, strong specificity and rapid response. The detection limits of Cou-F toward Cys and HSO3 - were 0.54 μM and 0.65 μM, respectively. Cou-F enabled high selective responses to Cys and HSO3 - over other biologically related species. The response times of Cou-F toward Cys and HSO3 - were 80 s and 100 s. The fluorescence imaging of Cys and HSO3 - was achieved in living RAW246.7 cells.

| S-EPMC8978911 | biostudies-literature

A fluorescent probe for cysteine depalmitoylation reveals dynamic APT signaling.

Project description:Hundreds of human proteins are modified by reversible palmitoylation of cysteine residues (S-palmitoylation), but the regulation of depalmitoylation is poorly understood. Here, we develop 'depalmitoylation probes' (DPPs), small-molecule fluorophores, to monitor the endogenous activity levels of 'erasers' of S-palmitoylation, acylprotein thioesterases (APTs). Live-cell analysis with DPPs reveals rapid growth-factor-mediated inhibition of the depalmitoylation activity of APTs, exposing a novel regulatory mechanism of dynamic lipid signaling.

| S-EPMC5247352 | biostudies-literature

Improved quenched fluorescent probe for imaging of cysteine cathepsin activity.

Project description:The cysteine cathepsins are a family of proteases that play important roles in both normal cellular physiology and many human diseases. In cancer, the activity of many of the cysteine cathepsins is upregulated and can be exploited for tumor imaging. Here we present the design and synthesis of a new class of quenched fluorescent activity-based probes (qABPs) containing a phenoxymethyl ketone (PMK) electrophile. These reagents show enhanced in vivo properties and broad reactivity resulting in dramatically improved labeling and tumor imaging properties compared to those of previously reported ABPs.

| S-EPMC3826460 | biostudies-literature

A highly selective quinolizinium-based fluorescent probe for cysteine detection.

Project description:A novel fluorescent quinolizinium-based turn-off probe has been developed for selective detection of cysteine. The probe showed high selectivity and sensitivity towards cysteine over other amino acids including the similarly structured homocysteine and glutathione with a detection limit of 0.18 μM (S/N = 3). It was successfully applied to cysteine detection in living cells with low cytotoxicity and quantitative analysis of spiked mouse serum samples with moderate to good recovery (96-109%).

| S-EPMC9042279 | biostudies-literature