A new mitochondrion targetable fluorescent probe for carbon monoxide-specific detection and live cell imaging

Zhang, Chenxia; Xie, Hai; Zhan, Tongxia; Zhang, Jie; Chen, Bochao; Qian, Zhaosheng; Zhang, Guanglu; Zhang, Weifen; Zhou, Jin

doi:10.1039/c9cc03909k

Cited by 90 publications

(51 citation statements)

References 40 publications

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“…Many palladium-based probes have been reported with greater sensitivity for CO than the ruthenium-based system reported here. [8,10] However, concerns remain over the toxicity of Pd II salts [11] in living systems and the slow response time caused by the need for diffusion controlled co-location of three reaction partners (Pd salt, fluorophore and CO) for detection to occur. Our probe is the only competitive metalbased system not based on palladium and successfully addresses both of these issues.…”

Section: Communicationsmentioning

confidence: 99%

“…[8][9][10] These processes are slow at 37 8C, leading to long response times (commonly > 40 min), and use potentially cytotoxic, non-ligated heavy metal salts or require addition of significant amounts of organic co-solvents. [7][8][9][10][11] There is a pressing need for sensitive, selective, rapid and reliable fluorescent CO probes which overcome the limitations listed above.…”

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confidence: 99%

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Simultaneous Detection of Carbon Monoxide and Viscosity Changes in Cells

et al. 2020

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A new family of robust, non-toxic, water-compatible ruthenium(II) vinyl probes allows the rapid, selective and sensitive detection of endogenous carbon monoxide (CO) in live mammalian cells under normoxic and hypoxic conditions. Uniquely, these probes incorporate a viscosity-sensitive BODIPY fluorophore that allows the measurement of microscopic viscosity in live cells via fluorescence lifetime imaging microscopy (FLIM) while also monitoring CO levels. This is the first example of a probe that can simultaneously detect CO alongside small viscosity changes in organelles of live cells. Carbon monoxide (CO) has long been associated with its toxicity, however, this colourless and odourless gas also plays a key role in cellular messaging. [1] Its anti-inflammatory, antiproliferative, anti-apoptotic and anti-coagulative properties are now recognised. Intriguingly, under pathophysiological conditions (e.g., inflammation) CO production in cells increases, [2] and the real-time monitoring of these changes could potentially provide diagnostic information. Haemoglobin is required as a substrate for CO production in vivo and the haem oxygenases (HO-1 and HO-2) play a key role in the generation of this gas in mammals. Emerging evidence suggests that the increased generation of HO-derived CO plays a critical role in the resolution of inflammatory processes and alleviation of cardiovascular disorders, [3] which has driven interest in CO-releasing molecules (CORMs) for therapy. [4] A major obstacle is the lack of effective methods to track CO in biological systems in real time. [5] Imaging with emissive probes has emerged as one of the most powerful techniques to detect biologically important molecules. However, designing selective CO probes for the cellular environment is challenging, with its wide range of reactive species and variation in pH. He [6] and Chang [7] pioneered two very different

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Section: Communicationsmentioning

confidence: 99%

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confidence: 99%

Simultaneous Detection of Carbon Monoxide and Viscosity Changes in Cells

et al. 2020

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“…Due to the conversion of electron withdrawing aryl nitro group to electron releasing aryl amino group, turn on fluorescence occurs and the process is non‐toxic as well as having nominal cost . Beside this a lanthanide based system showing turn‐on fluorescence in the presence of CORM‐3, spirolactam ring opening in the presence of CORM‐3 resulting turn‐on fluorescence, is also reported recently and the mechanistic discussion of these reports are depicted on the respective sections.…”

Section: Introductionmentioning

confidence: 69%

“…Further, fluorescence imaging of exogenous CO in HepG2 cells, endogenous CO produced via heme stimulation, subsequently increases the activity of heme oxygenase which increases the concentration of CO by breaking hemoglobin, unequivocally established the applicability of the probe in biology (Figure 28). [30] Zhang et al reported fluorescent probe Mito-Ratio-CO to detect CO in mitochondria over other various bioactive molecules. Mito-Ratio-CO itself has a blue emission, when CO and Pd 2 + together caused a cleavage to produce Mito-Ratio-OH, which augmented the ICT process.…”

Section: Fluorescent Probes For Mitochondrial-targetable Co Detectionmentioning

confidence: 99%

Recent Advances in Fluorescence Light‐Up Endogenous and Exogenous Carbon Monoxide Detection in Biology

Mukhopadhyay

Sarkar

Chattopadhyay

et al. 2020

Chemistry An Asian Journal

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Considerable attention has been paid by the scientific community to detect toxic carbon monoxide (CO) in sub-cellular organelles like mitochondria, lysosomes, nuclei, etc. due to their generation and accumulation through numerous biological processes and their role as signal transducer, therapeutics, etc. Various methods are also available for detection of CO, but fluorescence light-up detection is considered the best due to its easy and accurate sensing capability. As of now, no review is available in the literature dedicated to fluorescent detection of only CO both in vitro and in vivo, but considering the huge amount of work reporting every year, it is necessary to have an account of all the recent significant works devoted to it. This review will give special attention to the most noteworthy development of fluorescent light-up probes for the detection of cellular and sub-cellular targetable CO starting from 2012 and emphasizing also the mechanism of action and the applications.

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“…In addition to the three mechanisms for detecting CO described above, Zhou et al reported a novel recognition site in 2019. 74 As shown in Fig. 8, the probe 55 was designed by incorporating 2-(hydrazonomethyl)-pyridine as a CO-responsive group in lactam form.…”

Section: Other Mechanismsmentioning

confidence: 99%

Small-molecule fluorescent probes for imaging gaseous signaling molecules: current progress and future implications

et al. 2020

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A new mitochondrion targetable fluorescent probe for carbon monoxide-specific detection and live cell imaging

Abstract: A red molecular probe for carbon monoxide (CO)-specific detection based on palladium-free mediated opening of spirolactam has been applied to establish a safe and powerful method to detect and image CO changes in biological systems.

Cited by 90 publications

References 40 publications

Simultaneous Detection of Carbon Monoxide and Viscosity Changes in Cells

Simultaneous Detection of Carbon Monoxide and Viscosity Changes in Cells

Recent Advances in Fluorescence Light‐Up Endogenous and Exogenous Carbon Monoxide Detection in Biology

Small-molecule fluorescent probes for imaging gaseous signaling molecules: current progress and future implications

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