A Chemodosimeter for the Ratiometric Detection of Hydrazine Based on Return of ESIPT and Its Application in Live-Cell Imaging

Goswami, Shyamaprosad; Das, Sangita; Aich, Krishnendu; Pakhira, Bholanath; Panja, Sukanya; Mukherjee, Subhra Kanti; Sarkar, Sabyasachi

doi:10.1021/ol4026759

Cited by 245 publications

(62 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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“…[330] Therefore, the new probe 2-(benzo[d]thiazol-2-yl)phenyl 4-bromobutanoate,w hich shows blue fluorescence, hasb een used for the ratiometric detection of hydrazine (Scheme76). [330] Therefore, the new probe 2-(benzo[d]thiazol-2-yl)phenyl 4-bromobutanoate,w hich shows blue fluorescence, hasb een used for the ratiometric detection of hydrazine (Scheme76).…”

Section: Rahb-assisted Molecular Recognitionmentioning

confidence: 99%

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Mahmudov

Pombeiro

2016

Chemistry A European J

144

100

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Resonance-assisted hydrogen bonding (RAHB), a concept introduced by Gilli and co-workers in 1989, concerns a kind of intramolecular H-bonding strengthened by a conjugated π-system, usually in 6-, 8-, or 10-membered rings. This Review highlights the involvement of RAHB as a driving force in the synthesis of organic, coordination, and organometallic compounds, as a handy tool in the activation of covalent bonds, and in starting moieties for synthetic transformations. The unique roles of RAHB in molecular recognition and switches, E/Z isomeric resolution, racemization and epimerization of amino acids and chiral amino alcohols, solvatochromism, liquid-crystalline compounds, and in synthons for crystal engineering and polymer materials are also discussed. The Review can provide practical guidance for synthetic chemists that are interested in exploring and further developing RAHB-assisted synthesis and design of materials.

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“…2-(2′-hydroxyphenyl)benzothiazole (HBT), as a typical ESIPT active fluorophore, has drawn considerable attention, and many HBT derived fluorescent probes based on modulating ESIPT have been extensively explored [40][41][42][43][44][45][46][47][48]. However, fluorescent probes exploiting HBT analogue such as 1-(benzo[d]thiazol-2-yl)naphthalen-2-ol (1), a well-known ESIPT active compound [49], as the signaling fluorophore is still rare [50,51].…”

Section: Accepted Manuscriptmentioning

confidence: 99%

A new hydroxynaphthyl benzothiazole derived fluorescent probe for highly selective and sensitive Cu 2+ detection

Tang

Zhong

et al. 2016

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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A Chemodosimeter for the Ratiometric Detection of Hydrazine Based on Return of ESIPT and Its Application in Live-Cell Imaging

Cited by 245 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

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

A new hydroxynaphthyl benzothiazole derived fluorescent probe for highly selective and sensitive Cu 2+ detection

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