A modern approach for the sensing of aqueous Al(III) ion by Ni(II) Salen‐type Schiff base complexes

Mohan, N.; Begum, Pakiza; Kurup, M.R. Prathapachandra

doi:10.1002/aoc.5064

Cited by 8 publications

(3 citation statements)

References 64 publications

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“…This stability has been demonstrated by N. Mohan et al, who reported on a fluorescent probe based on Ni(II)-salen (1). This probe enables the detection of metallic analytes such as Al(III) through a transmetalation process [18]. Similarly, J. Yu et al developed a turn-off-on fluorescence chemosensor utilizing an Fe(III)-salen complex (2), which exhibits a redox response for the detection of hydrazine [19].…”

Section: Introductionmentioning

confidence: 99%

A pH-Sensitive Fluorescent Chemosensor Turn-On Based in a Salen Iron (III) Complex: Synthesis, Photophysical Properties, and Live-Cell Imaging Application

Nilo,

Reyna-Jeldes,

Covarrubias

et al. 2023

Molecules

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pH regulation is essential to allow normal cell function, and their imbalance is associated with different pathologic situations, including cancer. In this study, we present the synthesis of 2-(((2-aminoethyl)imino)methyl)phenol (HL1) and the iron (III) complex (Fe(L1)2Br, (C1)), confirmed by X-ray diffraction analysis. The absorption and emission properties of complex C1 were assessed in the presence and absence of different physiologically relevant analytes, finding a fluorescent turn-on when OH− was added. So, we determined the limit of detection (LOD = 3.97 × 10−9 M), stoichiometry (1:1), and association constant (Kas = 5.86 × 103 M−1). Using DFT calculations, we proposed a spontaneous decomposition mechanism for C1. After characterization, complex C1 was evaluated as an intracellular pH chemosensor on the human primary gastric adenocarcinoma (AGS) and non-tumoral gastric epithelia (GES-1) cell lines, finding fluorescent signal activation in the latter when compared to AGS cells due to the lower intracellular pH of AGS cells caused by the increased metabolic rate. However, when complex C1 was used on metastatic cancer cell lines (MKN-45 and MKN-74), a fluorescent turn-on was observed in both cell lines because the intracellular lactate amount increased. Our results could provide insights about the application of complex C1 as a metabolic probe to be used in cancer cell imaging.

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Section: Introductionmentioning

confidence: 99%

A pH-Sensitive Fluorescent Chemosensor Turn-On Based in a Salen Iron (III) Complex: Synthesis, Photophysical Properties, and Live-Cell Imaging Application

Nilo,

Reyna-Jeldes,

Covarrubias

et al. 2023

Molecules

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“…Metal-based complexes for aluminum ion detection are not widely reported in the literature, as metalated complexes may undergo trans-metalation. However, such complexes can exhibit not only effective aluminum sensing properties but also function as aluminum ion removers [19].…”

Section: Introductionmentioning

confidence: 99%

A Novel ppb-Level Sensitive and Highly Selective Europium-Based Diketone Luminescent Sensor for the Quantitative Detection of Aluminum Ions in Water Samples

Perera,

Shankar,

Archambault

et al. 2023

Analytica

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A novel Eu(tta)3([4,4′-(t-bu)2-2,2′-bpy)] complex (tta-thenoyltrifluoroacetone), a ratiometric luminescent-based optical sensor for the quantitative determination of aluminum ion, is synthesized and characterized using XRD and 1H NMR. The XRD data reveal the slightly distorted octahedral structure. The complex displays a bright red emission at 613 nm in methanol which is characteristic of europium (III) complexes. Upon the addition of Al3+ ions, the red emission disappears, and a new blue emission at 398 nm emerges, manifesting the ratiometric nature of the complex. The turn-off of the red emission and turn-on of the blue emission are attributed to Eu-Al trans-metalation, as supported by Raman data that show the emergence of Al-O vibrations at 418, 495, and 608 cm−1 concomitant with the disappearance of Eu-O and Eu-N bond vibrations. Most aluminum sensors are known to suffer from interferences from other metals including Cu2+, Co2+, and Cd2+. However, the sensor reported here is tested for 11 common cations and shows no interference on sensitivity. To the best of our knowledge, this is the first known Eu-based luminescence sensor that successfully exhibited the ability to detect aluminum ions in ppb levels in aqueous environments. The calculated Al3+ binding constant is 2.496 × 103 ± 172. The complex shows a linear relationship in the range of 0–47.6 ppb (1.76 × 10−6 M) Al3+ and the limit of detection (LOD) is 4.79 ppb (1.77 × 10−7 M) in MeOH. ICP-OES is used for validation of the sensor complex in water and then it was used for quantitative detection of Al3+ ions in water as a real-life application. The complex can accurately detect Al3+ ions in the range of 4.97–24.9 ppb (1.84 × 10−7 M–9.2 × 10−7 M) with an LOD of 8.11 ppb (2.99 × 10−7 M). Considering that the aluminum ion serves no recognized function within the human body, its accumulation can lead to severe neurological disorders, including Parkinson’s and Alzheimer’s diseases. With the LOD value significantly lower than the WHO-recommended maximum permissible level of 200 ppb for aluminum in drinking water, even without high-power laser-aided signal enhancement, the sensor shows promise for detecting trace amounts of aluminum contamination in water. Therefore, it can significantly aid in the monitoring of even the smallest aluminum ion contamination in drinking water, industrial effluents, and natural water bodies.

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“…Because the molecular central position contains four coordination atoms of O, N, N, and O, which can be used as a good ligand for certain metals, they were widely applied to materials, [1,2] catalysis, [3][4][5][6][7] biomedicine, [8][9][10] and other fields. [11,12] For example, Zhang et al [1] provided a comprehensive introduction for many salen-type Schiff bases metal complexes, to be used as soluble conjugated materials, as converters for light/electricity signals in organic light-emitting diodes and dye-sensitized solar cells, energy storage, and potential conductive thermoelectric materials. He pointed out that metal Schiff base chemistry can and will make important contribution to the global energy problem.…”

Section: Introductionmentioning

confidence: 99%

Influences of polarizability effect of alkyl group and homoring competition effect of substituents on the NMR spectra of salen‐type Schiff base

Wei¹,

Cao²

2021

Magnetic Reson in Chemistry

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Salen-type Schiff bases are a kind of important compounds and are widely used. In order to explore the effect of alkyl groups and substituents attached to aromatic ring on the chemical shifts, 63 title compounds were synthesized.Their 1 H NMR and 13 C NMR spectra were obtained; and the effects of the alkyl chain length and substituents on the chemical shifts (δ H (CH N), δ C (CH N), δ H (OH), and δ C (C OH)) were studied. The results show that (1) the alkyl polarizability effect index (PEI) has an important influence on the chemical shifts of the above four atoms, with the increase of PEI, the values of δ H (CH N) and δc(CH N) decrease, and the values of δ H (OH) and δ C (C OH) increase. (2) The influence of substituent X attached to aromatic ring on the chemical shift is related to its position by taking OH or CH N as reference. As for the effect of substituent on the chemical shifts, the effect of Hammett constant σ(X) OH and excited-state substituent parameter σ ex CC X ð Þ OH with OH as reference are different from that ofσ(X) CH N and σ ex CC X ð Þ CH N with CH N as reference, and there is a "homoring competition effect" of the substituent.(3) The effect of the cross-interaction between X and OH on the chemical shift is also significantly different due to the different position of X. Quantitative correlation equations against chemical shifts were built for the four atoms, and the stability and prediction ability of the obtained equations were confirmed by leave-one-out cross validation.

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A modern approach for the sensing of aqueous Al(III) ion by Ni(II) Salen‐type Schiff base complexes

Cited by 8 publications

References 64 publications

A pH-Sensitive Fluorescent Chemosensor Turn-On Based in a Salen Iron (III) Complex: Synthesis, Photophysical Properties, and Live-Cell Imaging Application

A pH-Sensitive Fluorescent Chemosensor Turn-On Based in a Salen Iron (III) Complex: Synthesis, Photophysical Properties, and Live-Cell Imaging Application

A Novel ppb-Level Sensitive and Highly Selective Europium-Based Diketone Luminescent Sensor for the Quantitative Detection of Aluminum Ions in Water Samples

Influences of polarizability effect of alkyl group and homoring competition effect of substituents on the NMR spectra of salen‐type Schiff base

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