Synergistic effects of multiple rotors and hydrogen-bond interactions lead to sensitive near-infrared viscosity probes for live-cell microscopy

Li, Dongyang; Shen, Tianruo; Xue, Xiaoqi; Chen, Weijie; Tao, Wenjun; Chi, Weijie; Liu, Sheng Hua; Tan, Ying; Liu, Xiaogang; Yin, Jun

doi:10.1007/s11426-023-1661-6

Cited by 21 publications

(4 citation statements)

References 74 publications

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“…Dongyang Li et al developed a novel NIR fluorescent probe by incorporating a p-N , N -dimethylaminostyrene-based rotor moiety. 72 The uniqueness of this probe stemmed from the introduction of a piperizine unit, which could undergo efficient hydrogen bonding interactions. The piperizine unit was protonated under acidic lysosomal pH, leading to a greater extent of hydrogen bonding, which helped in detecting even a trace amount of viscosity.…”

Section: Examples Of Prominent Viscosity Probesmentioning

confidence: 99%

Mechanistic analysis of viscosity-sensitive fluorescent probes for applications in diabetes detection

Sreejaya,

M Pillai,

et al. 2024

J. Mater. Chem. B

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Section: Examples Of Prominent Viscosity Probesmentioning

confidence: 99%

Mechanistic analysis of viscosity-sensitive fluorescent probes for applications in diabetes detection

Sreejaya,

M Pillai,

et al. 2024

J. Mater. Chem. B

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“…Several techniques have been employed to analyze mitochondrial viscosity and H 2 O 2 levels, including optical imaging − and stimulated emission depletion microscopy. , Fluorescence imaging is an ideal method for monitoring biomolecules and physiological processes because of its high sensitivity, high specificity, and real-time response. , In recent years, a large number of fluorescent probes have advanced biomolecular and disease research. Although some fluorescent probes have been applied to monitor mitochondrial viscosity or H 2 O 2 levels, simultaneously determining the changes in mitochondrial viscosity and H 2 O 2 using existing fluorescent probes is difficult because of the limitations such as different metabolism, localization differences, and spectral crosstalk.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Probe for Investigating the Mitochondrial Viscosity and Hydrogen Peroxide Changes in Cerebral Ischemia/Reperfusion Injury

Fang,

Deng,

Zhao

et al. 2024

Anal. Chem.

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Cerebral ischemia−reperfusion injury (CIRI), a cause of cerebral dysfunction during cerebral infarction treatment, is closely associated with mitochondrial viscosity and hydrogen peroxide (H 2 O 2 ). However, the accurate measurement of mitochondrial viscosity and H 2 O 2 levels in CIRI is challenging because of the lack of sufficient selectivity and blood−brain barrier (BBB) penetration of existing monitoring tools related to CIRI, hampering the exploration of the role of mitochondrial viscosity and H 2 O 2 in CIRI. To address this issue, we designed an activatable fluorescent probe, mitochondria-targeting styryl-quinolin-ium (Mito-IQS), with excellent properties including high selectivity, mitochondrial targeting, and BBB penetration, for the visualization of mitochondrial viscosity and H 2 O 2 in the brain. Based on the real-time monitoring capabilities of the probe, bursts of mitochondrial viscosity and H 2 O 2 levels were visualized during CIRI. This probe can be used to monitor the therapeutic effects of butylphthalein treatment. More importantly, in vivo experiments further confirmed that CIRI was closely associated with the mitochondrial viscosity and H 2 O 2 levels. This discovery provides new insights and tools for the study of CIRI and is expected to accelerate the process of CIRI diagnosis, treatment, and drug design.

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“…Numerous investigations have shown that both covalent and non-covalent fluorescent labeling is a highly sensitive strategy for studying a wide variety of biomolecules including enzymes, proteins, nucleic acids and glycans. [20][21][22][23][24][25][26][27][28] Several bioorthogonal reactions have been devised to enable fluorescence labeling to be performed under physiological conditions, within organisms, and without interfering with concurrent biochemical reactions or causing harm to organisms or target biomolecules. [29][30][31][32][33][34][35] Moreover, increasing attention has been given to applications of bioorthogonalbased fluorescent labeling to visualization cells in in vivo settings.…”

Section: Introductionmentioning

confidence: 99%

A Protocol for Activated Bioorthogonal Fluorescence Labeling and Imaging of 4‐Hydroxyphenylpyruvate Dioxygenase in Plants

Zeng,

Ma,

Dong

et al. 2023

Angew Chem Int Ed

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4‐Hydroxyphenylpyruvate dioxygenase (HPPD) plays a crucial role in the synthesis of nutrients needed to maintain optimal plant growth. Its level is closely linked to the extent of abiotic stress experienced by plants. Moreover, it is also the target of commercial herbicides. Therefore, labeling of HPPD in plants not only enables visualization of its tissue distribution and cellular uptake, it also facilitates assessment of abiotic stress of plants and provides information needed for the development of effective environmentally friendly herbicides. In this study, we created a method for fluorescence labeling of HPPD that avoids interference with the normal growth of plants. In this strategy, a perylene‐linked dibenzyl‐cyclooctyne undergoes strain‐promoted azide‐alkyne cycloaddition with an azide‐containing HPPD ligand. The activation‐based labeling process results in a significant emission enhancement caused by the change in the fluorescent forms from an excimer to a monomer. Notably, this activated bioorthogonal strategy is applicable to visualizing HPPD in Arabidopsis thaliana, and assessing its response to multiple abiotic stresses. Also, it can be employed to monitor in vivo levels and locations of HPPD in crops. Consequently, the labeling strategy will be a significant tool in investigations of HPPD‐related abiotic stress mechanisms, discovering novel herbicides, and uncovering unknown biological functions.

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Synergistic effects of multiple rotors and hydrogen-bond interactions lead to sensitive near-infrared viscosity probes for live-cell microscopy

Cited by 21 publications

References 74 publications

Mechanistic analysis of viscosity-sensitive fluorescent probes for applications in diabetes detection

Mechanistic analysis of viscosity-sensitive fluorescent probes for applications in diabetes detection

Fluorescent Probe for Investigating the Mitochondrial Viscosity and Hydrogen Peroxide Changes in Cerebral Ischemia/Reperfusion Injury

A Protocol for Activated Bioorthogonal Fluorescence Labeling and Imaging of 4‐Hydroxyphenylpyruvate Dioxygenase in Plants

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