Real-time detection of hypochlorite in tap water and biological samples by a colorimetric, ratiometric and near-infrared fluorescent turn-on probe

Ding, Shuangshuang; Zhang, Qiong; Xue, Shuanghong; Feng, Guoqiang

doi:10.1039/c5an00465a

Cited by 133 publications

(47 citation statements)

References 62 publications

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“…[46][47][48][49][50][51] For a typical living cells imaging experiment of probe 1, cells were incubated with 1 μM of probe 1 (with 0.2% DMSO, v/v) for 30 min at 37 °C and washed three times with prewarmed PBS, and then imaged immediately. [46][47][48][49][50][51] For a typical living cells imaging experiment of probe 1, cells were incubated with 1 μM of probe 1 (with 0.2% DMSO, v/v) for 30 min at 37 °C and washed three times with prewarmed PBS, and then imaged immediately.…”

Section: Synthesis Of 3-benzothiazolyl-7-hydroxycoumarin (2)mentioning

confidence: 99%

Highly sensitive and selective detection of biothiols by a new low dose colorimetric and fluorescent probe

2015

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In this paper, a new low dose fluorescent probe with excellent sensing properties for detection of biothiols (GSH, Cys and Hcy) was developed. This probe shows rapid response, high selectivity and sensitivity for biothiols with dual colorimetric and fluorescent turn-on signal changes. The detection limit of this probe for biothiols was found to be <10 nM based on the fluorescent detection. More importantly, this probe can be used to image biothiols effectively in living cells even with a low dose of 0.2 μM.

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Section: Synthesis Of 3-benzothiazolyl-7-hydroxycoumarin (2)mentioning

confidence: 99%

Highly sensitive and selective detection of biothiols by a new low dose colorimetric and fluorescent probe

2015

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“…To date, as we have just seen, there have been numerous fluorescence small-molecules that have been developedf or the detection of HOCl;m any famous fluorophores sucha s1 ,8naphthalimide, coumarin, BODIPY,c yanine, rhodamine, and fluorescein have been used to detect HOCl. [70][71][72][73][74][75][76][77][78][79][80] These fluorescent molecules are embedded with receptors such as the phenylc halcogenide group, the oxime group, spiro rings, etc. to help tune the reactivity of the fluorophore.…”

Section: Discussionmentioning

confidence: 99%

“…Feng and co-workers in 2015 reported ar atiometric "turnon" NIR fluorescent and colorimetric probe which is ahybrid of rhodamine and coumarin moieties;t he system wast ested in real-time detection using HOCl in selected tap water andt he biological samples (Scheme 69). [78] The hybridp robe, synthesized from coumarin and aryl ketone is shown in Scheme 43. In the absence of HOCl, the probe emits weakly at 486 nm; whereas, after treatment with HOCl, the intensity at 486 gradually decreased;asimultaneous new stronge mission at 707 nm appeared.…”

Section: Scheme59mentioning

confidence: 99%

“…Feng and co‐workers in 2015 reported a ratiometric “turn‐on” NIR fluorescent and colorimetric probe which is a hybrid of rhodamine and coumarin moieties; the system was tested in real‐time detection using HOCl in selected tap water and the biological samples (Scheme ) . The hybrid probe, synthesized from coumarin and aryl ketone is shown in Scheme .…”

Section: Introductionmentioning

confidence: 99%

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Imaging of Hypochlorous Acid by Fluorescence and Applications in Biological Systems

Yudhistira

Mulay

Kim

et al. 2019

Chemistry An Asian Journal

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In recent decades, HOCl research has attracted a lot of scientists from around the world. This chemical species is well known as an important player in the biological systems of eukaryotic organisms including humans. In the human body, HOCl is produced by the myeloperoxidase enzyme from superoxide in very low concentrations (20 to 400 μm); this species is secreted by neutrophils and monocytes to help fight pathogens. However, in the condition called “oxidative stress”, HOCl has the capability to attack many important biomolecules such as amino acids, proteins, nucleotides, nucleic acids, carbohydrates, and lipids; these reactions could ultimately contribute to a number of diseases such as neurodegenerative diseases (AD, PD, and ALS), cardiovascular diseases, and diabetes. In this review, we discuss recent efforts by scientists to synthesize various fluorophores which are attached to receptors to detect HOCl such as: chalcogen‐based oxidation, oxidation of 4‐methoxyphenol, oxime/imine, lactone ring opening, and hydrazine. These synthetic molecules, involving rational synthetic pathways, allow us to chemoselectively target HOCl and to study the level of HOCl selectivity through emission responses. Virtually all the reports here deal with well‐defined and small synthetic molecular systems. A large number of published compounds have been reported over the past years; this growing field has given scientists new insights regarding the design of the chemosensors. Reversibility, for example is considered important from the stand point of chemosensor reuse within the biological system; facile regenerability using secondary analytes to obtain the initial probe is a very promising avenue. Another aspect which is also important is the energy of the emission wavelength of the sensor; near‐infrared (NIR) emission is favorable to prevent autofluorescence and harmful irradiation of tissue; thus, extended applicability of such sensors can be made to the mouse model or animal model to help image internal organs. In this review, we describe several well‐known types of receptors that are covalently attached to the fluorophore to detect HOCl. We also discuss the common fluorophores which are used by chemist to detect HOCl, Apart from the chemical aspects, we also discuss the capabilities of the compounds to detect HOCl in living cells as measured through confocal imaging. The growing insight from HOCl probing suggests that there is still much room for improvement regarding the available molecular designs, knowledge of interplay between analytes, biological applicability, biological targeting, and chemical switching, which can also serve to further sensor and theurapeutic agent development alike.

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“…[19][20][21][22] In the experiment of cell imaging, living cells were incubated with 10 µM of probe 1 (with 0.1% CH 3 CN, v/v) at 37 °C for 30 min and washed with PBS for three times, and then imaged immediately. HeLa cells were cultured in Dulbecco's Modified Eagle's Medium (DMEM) supplemented with 10% FBS (Fetal Bovine Serum), 100 U/mL penicillin and 100 µg/mL streptomycin in a 5% CO 2 , water saturated incubator at 37 °C, and then were seeded in a 12-well culture plate for one night before cell imaging experiments.…”

Section: Generalmentioning

confidence: 99%

Rapid detection of hydrazine in almost wholly water solution and in living cells with a new colorimetric and fluorescent turn-on probe

Zhai

Feng

2016

Anal. Methods

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Detection of hydrazine is of particular interest given its toxicity and high levels of use. In this paper, a new fluorescent probe was developed for rapid detection of hydrazine. This probe is chemically masked with a 2-fluoro-5-nitro-benzoic ester motif as a new reaction site for hydrazine. More importantly, unlike most hydrazine probes in the literature that need to use high levels of organic solvents, this probe displays a fast colorimetric and fluorescent turn-on response for hydrazine with high selectivity and sensitivity in almost wholly water solution under mild conditions. The detection limit of this probe for hydrazine is about 0.10 µM (~3 ppb) with a linear range of 0-20 µM. Further investigation showed that this probe could be used to develop an easy-to-prepare and easy-to-detect paper test strip for cheap and effective visual detection of hydrazine. In addition, this probe can be used to image hydrazine in living cells.

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Real-time detection of hypochlorite in tap water and biological samples by a colorimetric, ratiometric and near-infrared fluorescent turn-on probe

Cited by 133 publications

References 62 publications

Highly sensitive and selective detection of biothiols by a new low dose colorimetric and fluorescent probe

Highly sensitive and selective detection of biothiols by a new low dose colorimetric and fluorescent probe

Imaging of Hypochlorous Acid by Fluorescence and Applications in Biological Systems

Rapid detection of hydrazine in almost wholly water solution and in living cells with a new colorimetric and fluorescent turn-on probe

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