Dual signaling of hydrazine by selective deprotection of dichlorofluorescein and resorufin acetates

Choi, Myung Gil; Moon, Jung Ok; Bae, Jihee; Lee, Jung Woo; Chang, Suk‐Kyu

doi:10.1039/c3ob40091c

Cited by 97 publications

(25 citation statements)

References 30 publications

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“…However, to date, only a few papers are concerned with fluorescence methods for detection of N 2 H 4 . [23][24][25][26][27][28][29][30][31][32][33][34][35][36][37] Many recognizing moiety of fluorescence sensors for N 2 H 4 have been developed, mainly including acetyl, [23][24][25][26] 4-bromo butyrate, [27][28][29] levulinate, 30,31 phthalimide, [32][33][34] aldehyde, 35 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 …”

Section: Introductionmentioning

confidence: 98%

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Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

et al. 2015

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Hydrazine has been applied diffusely in most of the chemical industry; however, it is a hazardous environmental pollutant and highly toxic to organisms. Selective, rapid, and sensitive detection of hydrazine thus becomes absolutely necessary in both biological and environmental sciences. Accordingly, fluorescence probes for hydrazine have been paid great attention in recent years. Disclosed here is the near-infrared (NIR) fluorescence probe with a turn-on fluorescent probe CyJ based on the structure-emission property relationships of the NIR dyes containing an acetyl group as the recognizing moiety. This new probe not only can be readily prepared, but also shows excellent sensing properties. First and most important of all, CyJ is highly selective for N2H4 over various anions, cations, and other amino compounds and has a low limit of detection (LOD) of hydrazine (5.4 ppb as fluorescence sensor and 6.1 ppb as UV sensor). Besides, CyJ exhibited a dramatic increase in fluorescence at λmax = 706 nm in the presence of N2H4, and it offers a rapid, colorimetric and vapor sensing detection process for N2H4 in both aqueous solution and diluted human serum. Furthermore, CyJ has good cell-membrane permeability and low cytotoxicity. In addition, we have successfully applied the CyJ to visualize N2H4 in live mouse and, for the first time, in tissues such as the liver, lung, kidney, heart, and spleen.

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Section: Introductionmentioning

confidence: 98%

“…15,25,40,50, 100, 150, 250, 500 µM) was added to CyJ (5 µM). And the fluorescence intensity of CyJ was nearly proportional to the hydrazine concentration range from 0 to 50 µM with R 2 = 0.996 and a standard deviation σ of 0.13 (Figure 2B).…”

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confidence: 99%

Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

et al. 2015

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“…Based on this reaction, several probes containing phenol acetate moieties have been developed for sensing of hydrazine. Chang and co‐workers developed two phenylacetate‐based fluorescent probes ( 1 and 2 ) for hydrazine detection by incorporating acetate group onto dichlorofluorescein and resorufin fluorophore scaffolds, respectively (Figure ) . In a mixture of dimethyl sulfoxide (DMSO) and Tris buffer solution (pH 8.0, 10 mM, 1:1, v / v ), probe 1 is colourless and non‐fluorescent.…”

Section: Probes Based On Acetyl Moietymentioning

confidence: 99%

Recent progress in the development of fluorescent probes for hydrazine

et al. 2018

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Hydrazine (N H ) is an important and commonly used chemical reagent for the preparation of textile dyes, pharmaceuticals, pesticides and so on. Despite its widespread industrial applications, hydrazine is highly toxic and exposure to this chemical can cause many symptoms and severe damage to the liver, kidneys, and central nervous system. As a consequence, many efforts have been devoted to the development of fluorescent probes for the selective sensing and/or imaging of N H . Although great efforts have been devoted in this area, the large number of important recent studies have not yet been systematically discussed in a review format so far. In this review, we have summarized the recently reported fluorescent N H probes, which are classified into several categories on the basis of the recognition moieties. Moreover, the sensing mechanism and probes designing strategy are also comprehensively discussed on aspects of the unique chemical characteristics of N H and the structures and spectral properties of fluorophores.

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“…Among these analytical approaches, spectrofluorimetry is standing out for its excellent sensitivity, high selectivity, noninvasiveness, and good compatibility for biosamples. Recent years, a lot of hydrazine detectors appeared [12][13][14][15][16][17][18][19][20][21][22][23][24]. All these works show that the research in the detection of hydrazine is of positive significance.…”

Section: Introductionmentioning

confidence: 99%

A Novel Coumarin-Based Fluorescent Probe for the Detection of Hydrazine Both in Aqueous Solution and Vapor State

Xiao

Zhao

et al. 2015

J Fluoresc

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A novel coumarin-based fluorescent probe CF was synthesized for the detection of hydrazine both in aqueous solution and vapor state with high sensitivity and selectivity. Upon addition of hydrazine, the solution of probe CF in MeCN-H2O (3/7, v/v, buffered CH3COOH/CH3COONa) at pH 5.0 exhibited a remarkable change in emission color from pale green to light blue, which could be recognized with naked eyes. Applied in weak acid condition, probe CF could detect hydrazine selectively with large amount of unknown environments according to the competing tests. Besides, with the limit of detection 8.32 ppb (2.6 × 10(-7) M), probe CF could well meet the request (10 ppb) of the U.S. Environmental Protection Agency (EPA).

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Dual signaling of hydrazine by selective deprotection of dichlorofluorescein and resorufin acetates

Cited by 97 publications

References 30 publications

Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

Recent progress in the development of fluorescent probes for hydrazine

A Novel Coumarin-Based Fluorescent Probe for the Detection of Hydrazine Both in Aqueous Solution and Vapor State

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