A novel visual and far-red fluorescent dual-channel probe for the rapid and sensitive detection of hypochlorite in aqueous solution and living cells

Shu, Wei; Yan, Liangguo; Wang, Zuokai; Liu, Jin; Zhang, Shan; Liu, Caiyun; Zhu, Baocun

doi:10.1016/j.snb.2015.07.066

Cited by 59 publications

(28 citation statements)

References 57 publications

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“…Therefore, we turned our attention towards the evaluation of the UV-Vis and fluorescence properties of TCFB2, which has previously been reported for the detection of ClO À . 20 As previously reported for other aryl boronate fluorescent probes, 27,28 TCFB2 was found to be initially non-fluorescent with no UV absorption beyond B525 nm (Fig. S6, ESI †).…”

supporting

confidence: 73%

“…As a result, TCF fluorophores have been used in many applications such as non-linear optic chromophores and molecular probes. [19][20][21][22][23][24][25] With this research, we developed two boronate TCF-based fluorescent probes for the detection of ONOO À (TCFB1 and TCFB2). The TCF fluorophore unit was synthesised in one step using the reaction of 3-hydroxy-3-methyl-2-butanone, malonitrile and NaOEt in EtOH.…”

mentioning

confidence: 99%

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Long-wavelength fluorescent boronate probes for the detection and intracellular imaging of peroxynitrite

et al. 2017

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Two boronate fluorescent probes have been developed for the detection of peroxynitrite (TCFB1 and TCFB2). TCFB1 was shown to have a low sensitvity towards peroxynitrite and have a poor solubility in aqueous solution whereas TCFB2 demonstrated high sensitivity towards peroxynitrite and mitochondria localisation with the ability to detect exogenous and endogenous peroxynitrite in live cells (Hep-G2, RAW 264.7, HeLa and A459).

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confidence: 73%

mentioning

confidence: 99%

Long-wavelength fluorescent boronate probes for the detection and intracellular imaging of peroxynitrite

et al. 2017

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“…The probe based on the intramolecular charge transfer (ICT) of 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF). [146] The probe shows selective responsivenesst owards HOCl upon other ROS/RNS;i na ddition, the probe is capableo fd etectingH OCl in the range of 0-50 mm). Further confirmational studies involved, the probe wass uccessfully able to detect HOCl in the living RAW2 64.7 macrophage cells.…”

Section: Oxime/imine-basedrecognitionmentioning

confidence: 98%

“…In 2015, the research group of Baocun Zhu developed a novel far‐red fluorescent dual‐channel probe for the rapid and sensitive detection of OCl − in aqueous solution and living cells (Scheme ). The probe based on the intramolecular charge transfer (ICT) of 2‐dicyanomethylene‐3‐cyano‐4,5,5‐trimethyl‐2,5‐dihydrofuran (TCF) . The probe shows selective responsiveness towards HOCl upon other ROS/RNS; in addition, the probe is capable of detecting HOCl in the range of 0–50 μ m ).…”

Section: Introductionmentioning

confidence: 99%

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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“…11,12 Various reagents including dyes, 13 polymers 14 and gold nanoparticles 15 have been used as HSA sensors. Although several fluorescent probes have been reported, it was found that they had low excitation (<500 nm) and emission wavelengths (<600 nm), which may not prevent the interference from the biological autofluorescence.…”

Section: Introductionmentioning

confidence: 99%

A Near Infrared Fluorescent Probe for Sensitive Determination of Human Serum Albumin

Zeng

Zhu

et al. 2016

ANAL. SCI.

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A fluorescent probe 1 has been successfully developed to determine human serum albumin (HSA). Probe 1 expresses a dramatic fluorescence enhancement to HSA without interference from other amino acids. Under the optimal conditions, the calibration graphs are linear over the range of 0 -13.3 μg/mL with the limit of determination of 0.61 μg/mL. Thus, this probe shows high sensitivity and selectivity to HSA.

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A novel visual and far-red fluorescent dual-channel probe for the rapid and sensitive detection of hypochlorite in aqueous solution and living cells

Cited by 59 publications

References 57 publications

Long-wavelength fluorescent boronate probes for the detection and intracellular imaging of peroxynitrite

Long-wavelength fluorescent boronate probes for the detection and intracellular imaging of peroxynitrite

Imaging of Hypochlorous Acid by Fluorescence and Applications in Biological Systems

A Near Infrared Fluorescent Probe for Sensitive Determination of Human Serum Albumin

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