Recent Advances on Iron(III) Selective Fluorescent Probes with Possible Applications in Bioimaging

Sahoo, Suban K.; Crisponi, Guido

doi:10.3390/molecules24183267

Cited by 95 publications

(36 citation statements)

References 85 publications

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“…Similar studies with alternative synthetic analogues bearing coumarine moiety with an ester functional inside the ring pointed out the importance of the lactone group for the specific interaction with Iron (III) [17]. Although majority of the study in the relevant field focuses more on the development of OFF-ON type probes for selective Iron (III) detection, this type of approach through On-OFF strategy generates alternative probes [18][19].…”

Section: Resultsmentioning

confidence: 96%

3-Hydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one and 3-hydroxy-6H-benzo[c] chromen-6-one act as on-off selective fluorescent sensors for Iron (III) under in vitro and ex vivo conditions

Shukur¹,

Fallah²,

Teralı³

et al. 2021

Turk J Chem

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Regarding the abundant use of metals for different purposes, it becomes more critical from various scientific and technological perspectives to discover novel agents as selective probes for the detection of specific metals. In our previous studies, we have shown that aqueous solutions of natural urolithins (i.e., hydroxyl-substituted benzo[c]chromen-6-one derivatives) are selective Iron (III) sensors in fluorescence assays. In this study, we have extrapolated these findings to another coumarine compound (i.e., 3-Hydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one) and compared the selective metal binding properties with Urolithin B (i.e., 3-Hydroxy-6Hbenzo[c]chromen-6-one). Following the synthesis and structure identification studies, the fluorometric studies pointed out that the lactam group in the structure still persists to be the important scaffold for maintaining selective ON-OFF sensor capacity that renders the compound a selective Iron (III) binding probe. Moreover, for the first time, fluorescence cellular imaging studies concomitant to cytotoxicity assays with the title compounds were also performed and the results displayed the cell-penetrative, safe, and fluorescent detectable characteristics of the compounds in neuroblastoma and glioblastoma cells through servings as intracellular Iron (III) on-off sensors.

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Section: Resultsmentioning

confidence: 96%

3-Hydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one and 3-hydroxy-6H-benzo[c] chromen-6-one act as on-off selective fluorescent sensors for Iron (III) under in vitro and ex vivo conditions

Shukur¹,

Fallah²,

Teralı³

et al. 2021

Turk J Chem

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“…This dye crosses cell membranes and is captured by mitochondria without inducing cell lysis. Rhodamine-based dyes can be used to bioimage iron pools in living cells [37]. Almost all cells from the control sample not subjected to PEF and without iron supplementation were dark (Figure 7A), whereas those from the sample enriched with iron without PEF partly showed green fluorescence (Figure 7B).…”

Section: Fluorescence Imaging Of Yeast Cellsmentioning

confidence: 99%

Pulsed Electric Field (PEF) Enhances Iron Uptake by the Yeast Saccharomyces cerevisiae

et al. 2021

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The aim of the study was to investigate the influence of a pulsed electric field (PEF) on the level of iron ion accumulation in Saccharomyces cerevisiae cells and to select PEF conditions optimal for the highest uptake of this element. Iron ions were accumulated most efficiently when their source was iron (III) nitrate. When the following conditions of PEF treatment were used: voltage 1500 V, pulse width 10 μs, treatment time 20 min, and a number of pulses 1200, accumulation of iron ions in the cells from a 20 h-culture reached a maximum value of 48.01 mg/g dry mass. Application of the optimal PEF conditions thus increased iron accumulation in cells by 157% as compared to the sample enriched with iron without PEF. The second derivative of the FTIR spectra of iron-loaded and -unloaded yeast cells allowed us to determine the functional groups which may be involved in metal ion binding. The exposure of cells to PEF treatment only slightly influenced the biomass and cell viability. However, iron-enriched yeast (both with or without PEF) showed lower fermentative activity than a control sample. Thus obtained yeast biomass containing a high amount of incorporated iron may serve as an alternative to pharmacological supplementation in the state of iron deficiency.

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“…The selectivity and the tolerance of UiO-66-N-Py for Fe 3+ as compared to other metal pollutants was examined by immersion of the MOF into aqueous solution of various metal ions (e.g., Fe 2+ , Fe 3+ , Co 2+ , Cu 2+ , Ni 2+ , Zn 2+ , Cd 2+ , Hg 2+ , Ag + , Pd 2+ , Al 3+ , Ga 3+ , Pb 2+ Na + , K + , Ca 2+ , Mg 2+ , Sr 2+ , Rb 2+ , and Cs 2+ ) ( Figure 6, and Figure S14 in Supplementary Materials). It was observed that complete emission suppression occurs only in the case of Fe 3+ due to its paramagnetic nature, and proximity of the pyridine nitrogen with the imine group helps in selective binding of the Fe 3+ as compared to the other cations [25]. PXRD of UiO-66-N-Py bounded with Fe 3+ indicated that the framework's crystallinity is not disturbed (Figure 2).…”

Section: Cation Sensing Properties Of Uio-66-n-pymentioning

confidence: 99%

Pyridinyl Conjugate of UiO-66-NH2 as Chemosensor for the Sequential Detection of Iron and Pyrophosphate Ion in Aqueous Media

2020

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A new chemosensor UiO-66-N-Py (Py = 2-methinepyridine, N = imine nitrogen) based on isoreticular UiO-66 (University of Oslo) Metal–Organic Framework (MOF) containing 2-methinepyridine functionalized organic linker was solvothermally synthesized and characterized. This UiO-66-N-Py was very selective and sensitive for detecting the Fe3+ ion and sequential detection of the pyrophosphate (PPi) anion. The limits of detection for the Fe3+ ion and PPi were calculated to be 10 ppb (0.19 μM) and 50 ppb (0.3 μM), respectively. The quenching constant Ksv for Fe3+ and the binding constant for PPi were 1.4 × 105 M−1 and 1.7 × 105 M−1, respectively. The functionalization of UiO-66-NH2 with 2-methinepyridine enhanced its fluorescence emission properties and introduced more binding sites for the analytes. We additionally studied the interaction of the sensor and the analytes with Fourier-transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), and Inductively Coupled Plasma Mass Spectrometry (ICP-MS). This chemosensor also demonstrated a regenerative emission property without loss in the detection ability for six consecutive cycles.

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Recent Advances on Iron(III) Selective Fluorescent Probes with Possible Applications in Bioimaging

Cited by 95 publications

References 85 publications

3-Hydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one and 3-hydroxy-6H-benzo[c] chromen-6-one act as on-off selective fluorescent sensors for Iron (III) under in vitro and ex vivo conditions

3-Hydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one and 3-hydroxy-6H-benzo[c] chromen-6-one act as on-off selective fluorescent sensors for Iron (III) under in vitro and ex vivo conditions

Pulsed Electric Field (PEF) Enhances Iron Uptake by the Yeast Saccharomyces cerevisiae

Pyridinyl Conjugate of UiO-66-NH2 as Chemosensor for the Sequential Detection of Iron and Pyrophosphate Ion in Aqueous Media

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