An ICT-based ratiometric probe for hydrazine and its application in live cells

Fan, Jiangli; Sun, Wen; Hu, Mingming; Cao, Jianfang; Cheng, Guanghui; Dong, Huaimin; Song, Kedong; Liu, Yingchao; Sun, Shiguo; Peng, Xiaojun

doi:10.1039/c2cc34168a

Cited by 210 publications

(83 citation statements)

References 24 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: 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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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: 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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“…16 In addition, Tong et al reported that arylaldehydes react with hydrazine to produce a uorescent product.…”

Section: Introductionmentioning

confidence: 99%

Naphthalimide trifluoroacetyl acetonate: a hydrazine-selective chemodosimetric sensor

et al. 2013

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Naphthalimide trifl uoroacetyl acetonate: a hydrazine-selective chemodosimetric sensorA trifl uoroacetyl acetonate naphthalimide derivative was synthesized in good yield and reacts selectively with hydrazine to give a fi ve-membered ring. This leads to OFF-ON fl uorescence with a maximum intensity at 501 nm as well as easily discernible color changes. As featured in:See Jong Seung Kim and Jonathan L. Sessler et al., Chem. Sci., 2013, 4 The trifluoroacetyl acetonate naphthalimide derivative 1 has been synthesized in good yield. In acetonitrile solution, compound 1 reacts selectively with hydrazine (NH 2 NH 2 ) to give a five-membered ring. This leads to OFF-ON fluorescence with a maximum intensity at 501 nm as well as easily discernible color changes.Based on a readily discernible and reproducible 3.9% change in overall fluorescence intensity, the limit of detection for 1 is 3.2 ppb (0.1 mM), which is below the accepted limit for hydrazine set by the U.S.Environmental Protection Agency (EPA). Compound 1 is selective for hydrazine over other amines, including NH 4 OH, NH 2 OH, ethylenediamine, methylamine, n-butylamine, piperazine, dimethylamine, triethylamine, pyridine, and is not perturbed by environmentally abundant metal ions. When supported on glass-backed silica gel TLC plates, compound 1 acts as a fluorimetric and colorimetric probe for hydrazine vapor at a partial pressure of 9.0 mm Hg, with selectivity over other potentially interfering volatile analytes, including ammonia, methylamine, n-butylamine, formaldehyde, acetaldehyde, H 2 O 2 , HCl, and CO 2 being observed. Probe 1 can also be used for the detection of hydrazine in HeLa cells and does so without appreciable interference from other biologically abundant amines and metal ions.

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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%

“…its large π-conjugate system, and easy to synthesize its derivatives [13,[35][36][37][38][39][40]. Therefore, we focused on coumarin as the fundamental platform for the design of the hydrazine fluorescence probe.…”

Section: Introductionmentioning

confidence: 99%

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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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An ICT-based ratiometric probe for hydrazine and its application in live cells

Abstract: Hydrazine is an important industrial chemical but also very toxic thus requiring rapid detection agents. A ratiometric fluorescence probe that enables rapid, low-limit and naked-eye detection is successfully designed and used for hydrazine determination in live cells.

Cited by 210 publications

References 24 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

Naphthalimide trifluoroacetyl acetonate: a hydrazine-selective chemodosimetric sensor

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

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