Two highly selective and sensitive fluorescent probes design and apply to specific detection of hypochlorite

Chen, Lidong; Ding, Honglin; Wang, Ning; An, Yukun; Lu, Chunmeng

doi:10.1016/j.dyepig.2018.09.071

Cited by 22 publications

(3 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Encouraged by our previous work, [18,19] we choose coumarin as fluorophore, and introduce a carbon‐nitrogen double bond as a recognition group to construct a conjugated structure. Theoretical study was performed by DFT, the optimized structure, structural energy of the target molecule and the corresponding frontier molecular orbital (FMO) energy level [20,21] .…”

Section: Resultsmentioning

confidence: 99%

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn²⁺/H₂S

et al. 2023

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

In this paper, two dual function fluorescent probes P1 and P2 with obvious fluorescence spectrum change were developed for the detection of Zn2+ and H2S. Density functional theory (DFT) was employed to investigate the detection mechanism. A further illustration of the fluorescence quenching mechanism was also studied by 1H NMR titration and UV‐Vis absorption spectroscopy. Both probes are new compounds containing coumarin structure as fluorophore. They can quantitatively detect Zn2+ and H2S in the concentration range from 0 to 50 μM with excellent selectivity and anti‐interference ability over many metal ions or anions. Most worthy is that probes P1 and P2 have better cell permeability with lower cytotoxicity, which can be used for fluorescence detection in MCF‐7 cells, as well as the detection of exogenous Zn2+ in organisms.

show abstract

Section: Resultsmentioning

confidence: 99%

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn²⁺/H₂S

et al. 2023

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

show abstract

“…Nevertheless, fluorescence imaging technology has been became one of the most useful tools and it is widely used in chemical testing, biological analysis and medical research owing to its outstanding advantages such as high sensitivity, specific selectivity, and real-time non-invasiveness. At present, by means of the oxidation reactions, a series of organic small molecule fluorescence probes for ClO − detection have been established (the typical cases are displayed in Table S1) [14][15][16][17][18][19][20][21][22][23], including boron dipyrromethene, rhodamine, naphthalimide, triphenylamine, coumarin and nile red. Those dyes were modified with a variety of ClO − specific recognition sites to form the different kinds of organic small molecule fluorescent probes.…”

Section: Introductionmentioning

confidence: 99%

A Simple ICT-Based Fluorescent Probe for HOCl and Bioimaging Applications

Zheng

Bing

et al. 2023

Biosensors

View full text Add to dashboard Cite

Over the past few decades, drug-induced liver damage (DILI) has become a serious public health problem due to drug abuse. Among multifarious reactive oxygen species, mounting evidence attests that ClO− has been used as a potential biomarker in DILI. In this work, a new “turn-on” fluorescent probe 1 was designed and synthesized by modifying 4′-hydroxybiphenyl-4-carbonitrile (dye 2) with N, N-dimethylthiocarbamate as a response site for detecting ClO−. Probe 1 displayed a low detection limit (72 nM), fast response time (30 s), wide pH operating range (6–8), great tissue penetration, large Stokes shift (125 nm) and 291-fold fluorescence enhancement at 475 nm in the mapping of ClO−. Probe 1 could trace amounts of exogenous and endogenous ClO− with high sensitivity in MCF-7 cells and HeLa cells. Expectantly, the fluoxetine-induced liver injury model is successfully established, and probe 1 has been used for detecting the fluctuation of ClO− levels in the mouse model of fluoxetine-induced liver injury. All in all, probe 1 with its high specificity, good biological compatibility and liver tissue penetration ability is expected to assist with the early diagnosis of DILI and the clinical screening of various new drugs. We expect that probe 1 could be efficiently used as a powerful molecular tool to predict clinical DILI and explore molecular mechanisms between molecules and disease.

show abstract

“…Nowadays, fluorescent probes have been evaluated as one of the most indispensable tools for monitoring trace amounts of biological species in practical application, as their prominent tissue permeability, wonderful specificity, superb sensitivity, high spatial resolution, rapid response time, easiness of manipulating, less cell‐damage and real‐time detection . Among the probes based on coumarin, rhodamine, tetraphenylethylene, fluorescein and naphthalimide were constantly emerged, while they may be influenced by instrument efficiency, poor stability for oxidants, environmental conditions, inferior detection limit and weak anti‐interference over other species . Thus, there is remaining enough development space to search highly specific and sensitive fluorescence probes for accurately detection of ClO − in vivo.…”

Section: Introductionmentioning

confidence: 99%

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

et al. 2019

View full text Add to dashboard Cite

Hypochlorous/Hypochlorite(HClO/ClO À ) plays an important biochemistry roles in normal operation of the life system. Herein, a fluorescent probe 7-chloro-3-((E)-3-(4-(dimethylamino)phenyl)acryloyl)-2H-chromen-2-one (CCO) was rationally designed and synthesized via aldehyde ketone condensation reaction to detect ClO À in Tris-HCl (pH = 7.2, 60% DMF) solution. Probe CCO was cleaved conceivably in the coumarin lactone ring by an oxidation reaction with ClO À and emitted intensive bright yellow fluorescence. The sensing mechanism was further confirmed by ESI-MS and DFT calculation. The fluorescence emission of probe CCO triggered by ClO À was obviously enhanced within 20 s. The limit of detection of probe CCO was calculated as low as 2.6 nM. Furthermore, probe CCO can be given as an effective and outstanding fluorescent exogenous ClO À probe in living HEK293T cells for microscopic cell imaging.

show abstract

Two highly selective and sensitive fluorescent probes design and apply to specific detection of hypochlorite

Cited by 22 publications

References 30 publications

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn²⁺/H₂S

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn²⁺/H₂S

A Simple ICT-Based Fluorescent Probe for HOCl and Bioimaging Applications

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

Contact Info

Product

Resources

About

Two highly selective and sensitive fluorescent probes design and apply to specific detection of hypochlorite

Cited by 22 publications

References 30 publications

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn2+/H2S

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn2+/H2S

A Simple ICT-Based Fluorescent Probe for HOCl and Bioimaging Applications

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

Contact Info

Product

Resources

About

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn²⁺/H₂S

Development of Two Efficient Dual‐Function Fluorescent Probes for Specific Recognition of Zn²⁺/H₂S