A selective turn-on fluorescent probe for Al3+ based-on a diacylhydrazone deritive in aqueous medium and its cell imaging

Zheng, Li; Dai, Fucai; Wang, Jing; Wang, Shujun; Xiao, Lixin; Li, Lele

doi:10.1016/j.synthmet.2019.116234

Cited by 23 publications

(6 citation statements)

References 47 publications

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“…[86,87] For instance, a new diacylhydrazone-naphthalene-based fluorescence probe (L25) for Al 3 + with a turn-on response in aqueous media was reported. [88] The detection of Al 3 + by the probe was accomplished without interference of other competing species. L25 was suitable to be applied in the physiological condition and was successfully applied to image Al 3 + with low toxicity in living Hela cells by fluorescent microscopy.…”

Section: L68mentioning

confidence: 99%

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al³⁺: Photophysical, Fluorescent Bioimaging and the Mechanisms

et al. 2022

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Section: L68mentioning

confidence: 99%

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al³⁺: Photophysical, Fluorescent Bioimaging and the Mechanisms

et al. 2022

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“…Various Al 3+ ion sensors based on o-hydroxyphenyl hydrazone have already been reported by our group, as well as other scientists around the world [16][17][18][19][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38]. The selected receptor N' 1 hydrazide (H2hpoh) for the present study can easily be synthesized by a simple and one-step condensation reaction (Scheme 1).…”

Section: Introductionmentioning

confidence: 93%

A hydroxypropiophenone-based fluorescent probe for the selective determination of Al(III) ions in aqueous ethanol

Singh

Singh²,

Singh

et al. 2023

Eur J Chem

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In this work, we have synthesized a novel dihydrazone-based fluorescent probe N'1,N'2-bis{1-(2-hydroxyphenyl)propylidene}oxalohydrazide (H2hpoh)for Al3+ ions by a simple condensation reaction. The prepared organic probe has been characterized by different physicochemical and spectroscopic techniques. The single-crystal structure of the receptor has also been reported. Crystal data for C20H22N4O4: monoclinic, space group P21/c (no. 14), a = 6.0747(15) Å, b = 11.621(5) Å, c = 13.453(4) Å, β = 94.61(3)°, V = 946.6(5) Å3, Z = 2, T = 293(2) K, μ(MoKα) = 0.096 mm-1, Dcalc = 1.342 g/cm3, 4046 reflections measured (6.076° ≤ 2Θ ≤ 58.05°), 2149 unique (Rint = 0.0876, Rsigma = 0.2223) which were used in all calculations. The final R1 was 0.0972 (I > 2σ(I)) and wR2 was 0.2316 (all data). The ethanolic aqueous solution of the probe shows enhanced fluorescence in the presence of Al3+ ions, whereas no appreciable change in the spectral pattern is observed in the presence of other cations, i.e., Na+, K+, Ca2+, Ba2+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cr3+, Cd2+ and Hg2+. The binding mode of the receptor with Al3+ ions was studied using various spectral titration techniques such as UV-visible, fluorescence, and 1H NMR. The receptor acts as a dibasic hexadentate ligand and interacts with two Al3+ ions with a high binding constant KB = 8.99×1010 1/M. The lowest detection limit for the Al3+ complex of H2hpoh was determined to be 7.8×10−5 M. With the help of DFT calculations, the mechanism of fluorescence enhancement has been explained.

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“…For elucidating the binding behaviors of morin with Al 3+ , a job's plot experiment and the Benesi-Hildebrand relation were performed. [34,35] The results indicated that morin combined with Al 3+ at a ratio of 1:1 to form complex (Figure S3B,C, Supporting Information). The relationship between the absorbance and Al 3+ concentration (0-20 × 10 −6 m) is linear which is demonstrated in Figure 4C,D.…”

Section: Ultraviolet Absorption Detection Of Al 3+mentioning

confidence: 99%

Cyclodextrin Functionalized Carbon Dots Using IFE and FRET Dual Mechanism for Sequential Detection of Morin and Al³⁺

Zang

Yan

et al. 2021

Part & Part Syst Charact

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by introducing specific recognition groups while significantly improving their optical properties and biocompatibility. [15,16] Surface modification has emerged as a powerful strategy for optimizing the performance of CDs and regulating the surface state.Morin as a polyhydroxy flavonoid is widely found in daily foods and thus is ingested to supplement the body. It exerts a variety of beneficial effects in the body, including scavenging free radicals, fighting inflammation, and protecting nerves, and even has a blocking effect on the growth and proliferation of cancer cells. It is commonly used in clinical practice to treat stomach diseases, chronic inflammatory diseases, coronary heart diseases and cancer. [17][18][19][20] However, studies have shown that high doses of morin can lead to pro-oxidative effects on cells, affecting the absorption of substances, drug metabolism and even DNA damage. On the other hand, heavy metal Al 3+ is an important component often used in food packaging, paper, and pharmaceutical industries. [21][22][23][24] According to the World Health Organization study, the tolerable intake of Al 3+ in the human body is estimated to be less than 4 mg per day. [25] The long-term accumulation of excessive Al 3+ can lead to kidney failure and pose a serious threat to the bones, brain and nervous system. In view of the above, a series of analytical methods have been established for the detection of morin and Al 3+ , including high performance liquid chromatography, electrochemical analysis and gas chromatography. [26,27] The above methods have limitations such as complicated pre-treatment, expensive and difficult operation, while the fluorescence method can overcome the defects of existing methods and establish a simple, rapid and reliable detection method with far-reaching practical application prospects.Based on the above, novel cyan Z-CDs were synthesized by surface modification of CDs through amidation reaction using β-CD (Scheme 1). In particularly, β-CD increased the spatial site resistance between CDs, which effectively suppressed the aggregation quenching effect and improved the luminescence intensity, and this results in excellent dispersion, stability and superior fluorescence properties of Z-CDs. Furthermore, the addition of morin could effectively quenched the fluorescence of Z-CDs and Al 3+ could make rapid recovery of the fluorescence of the Z-CDs-morin. The spectral characterization and Carbon dots (CDs) are emerging photoluminescent materials with excellent optical properties. However, the lack of active sites in primitive CDs has limited their development applications. Herein, functionalized carbon dots (Z-CDs) are successfully prepared by surface modification of CDs with mono (6-amino-6-deoxy) cyclodextrin (β-CD). The introduction of β-CD increases the spatial potential resistance between CDs, which effectively reduces the self-quenching effect. Moreover, the conjugated domains of Z-CDs are expanded, which improves the optical properties with a quantum yield of 48.74%. Z-CDs are ab...

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A selective turn-on fluorescent probe for Al3+ based-on a diacylhydrazone deritive in aqueous medium and its cell imaging

Cited by 23 publications

References 47 publications

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al³⁺: Photophysical, Fluorescent Bioimaging and the Mechanisms

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al³⁺: Photophysical, Fluorescent Bioimaging and the Mechanisms

A hydroxypropiophenone-based fluorescent probe for the selective determination of Al(III) ions in aqueous ethanol

Cyclodextrin Functionalized Carbon Dots Using IFE and FRET Dual Mechanism for Sequential Detection of Morin and Al³⁺

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A selective turn-on fluorescent probe for Al3+ based-on a diacylhydrazone deritive in aqueous medium and its cell imaging

Cited by 23 publications

References 47 publications

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al3+: Photophysical, Fluorescent Bioimaging and the Mechanisms

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al3+: Photophysical, Fluorescent Bioimaging and the Mechanisms

A hydroxypropiophenone-based fluorescent probe for the selective determination of Al(III) ions in aqueous ethanol

Cyclodextrin Functionalized Carbon Dots Using IFE and FRET Dual Mechanism for Sequential Detection of Morin and Al3+

Contact Info

Product

Resources

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Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al³⁺: Photophysical, Fluorescent Bioimaging and the Mechanisms

Schiff Bases and Multidentate Organic Compounds as Fluorescent Sensors of Al³⁺: Photophysical, Fluorescent Bioimaging and the Mechanisms

Cyclodextrin Functionalized Carbon Dots Using IFE and FRET Dual Mechanism for Sequential Detection of Morin and Al³⁺