A BODIPY/pyrene-based chemodosimetric fluorescent chemosensor for selective sensing of hydrazine in the gas and aqueous solution state and its imaging in living cells

Mahapatra, Ajit Kumar; Maji, Rajkishor; Maiti, Kalipada; Mondal, Swastik; Ali, Syed Samim; Manna, Srimanta; Sahoo, Prithidipa; Mandal, Sukhendu; Uddin, Md. Raihan; Mandal, Debasish

doi:10.1039/c5ra10198k

Cited by 46 publications

(16 citation statements)

References 44 publications

(48 reference statements)

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“…Recently, BODIPY‐based sensor 25 , bearing pyrene butyrate‐linked moiety, was developed for the selective and sensitive detection of hydrazine by Mahapatra et al. . Upon gradual addition of hydrazine to the H 2 O–DMSO (3: 7, v/v, 10 mM HEPES buffer, pH 7.4) solution of probe 25 , the fluorescence intensity bands at 456 and 516 nm penetratingly decreases along with the emission color change from bright green to colorless under a UV lamp, allowing ‘‘naked‐eye’’ detection of hydrazine.…”

Section: Introductionmentioning

confidence: 99%

Recent Developments in Fluorometric and Colorimetric Chemodosimeters Targeted towards Hydrazine Sensing: Present Success and Future Possibilities

Manna¹,

Gangopadhyay

Maiti

et al. 2019

ChemistrySelect

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Recently, the design, synthesis and development of chemodosimeters for hydrazine with high selectivity and sensitivity has attracted tremendous attention due to its major contributions to human health and disease including applications in various platforms. In this review, we recapitulate different strategies for the design of reaction‐based colorimetric and fluorometric probes for the detection of hydrazine and their applications in hydrazine sensing in living systems. The sensing strategies for hydrazine have been divided into six categories: (a) cleavage of the acetoxy group; (b) the nucleophilic addition‐elimination on keto ester; (c) the nucleophilic substitution‐elimination to tandem cyclization on halo‐ester; (d) the nucleophilic addition reaction to phthalimide derivative to phthalhydrazide; (e) the chemical displacement of active methylene compound to hydrazone derivative and (f) Other different approaches. Additionally, a variety of techniques have been devised here for the detection of hydrazine over other comparable ions and neutral amines.

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Section: Introductionmentioning

confidence: 99%

Recent Developments in Fluorometric and Colorimetric Chemodosimeters Targeted towards Hydrazine Sensing: Present Success and Future Possibilities

Manna¹,

Gangopadhyay

Maiti

et al. 2019

ChemistrySelect

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“…Mahapatra et al synthesized a BODIPY‐pyrene conjugate ( 67 ) via a levulinate linkage, which can serve as a turn‐off fluorescent probe for hydrazine (Figure ) . Hydrazine‐mediated hydrazinolysis of 67 can lead to the formation of a meso‐phenyl BODIPY and a pyrene derivative.…”

Section: Probes Based On Levulinate 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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“…Till now, a wide diversity of uorophores such as cyanine, 19,20 hemicyanine, 21,22 BODIPY, 23,24 uorescein, 25,26 benzothiazole, 27,28 coumarin, 29,30 naphthalimide, 31,32 quinolone, 33 phenothiazine, 34 benzimidazole, 35 phenanthroimidazole, 36 pyrene 37 and tetraphenylethylene 38 have been applied in the manufacturing of uorescent probes for hydrazine detection and different properties and applications have been demonstrated. Unlike the aforementioned classical uorophores with at least one aromatic or heteroaromatic ring, herein, we report the synthesis and application of a novel uorescent probe (Che-Dcv) with a unique conjugated p-structure as the uorophore.…”

Section: Introductionmentioning

confidence: 99%

A sensitive and selective fluorescent probe for hydrazine with a unique nonaromatic fluorophore

Jian

Wang

et al. 2020

RSC Adv.

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A BODIPY/pyrene-based chemodosimetric fluorescent chemosensor for selective sensing of hydrazine in the gas and aqueous solution state and its imaging in living cells

Abstract: A BODIPY-based pyrenebutyrate-linked (BPB) chromogenic and fluorogenic probe was synthesized and characterized for the specific detection of hydrazine.

Cited by 46 publications

References 44 publications

Recent Developments in Fluorometric and Colorimetric Chemodosimeters Targeted towards Hydrazine Sensing: Present Success and Future Possibilities

Recent Developments in Fluorometric and Colorimetric Chemodosimeters Targeted towards Hydrazine Sensing: Present Success and Future Possibilities

Recent progress in the development of fluorescent probes for hydrazine

A sensitive and selective fluorescent probe for hydrazine with a unique nonaromatic fluorophore

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