An AIE + ESIPT ratiometric fluorescent probe for monitoring sulfur dioxide with distinct ratiometric fluorescence signals in mammalian cells, mouse embryonic fibroblast and zebrafish

Liu, Yong; Nie, Jing; Niu, Jie; Wang, Weishan; Lin, Weiying

doi:10.1039/c8tb00075a

Cited by 80 publications

(28 citation statements)

References 48 publications

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“…Probe 85 exhibited high sensitivity (LOD = 0.9 mM), and was able to detect SO 2 ratiometrically in live cells and zebrafish models. 215 Singh and co-workers designed an AIE + ESIPT imaging agent/prodrug probe 86 for the real-time monitoring of drug release (Scheme 75). This AIE + ESIPT drug delivery system (DDS) displayed a number of ideal properties, including: (i) excitation: 4410 nm; (ii) drug release only occurring from an aggregated state, and (iii) a ratiometric response to photoactivation.…”

Section: àmentioning

confidence: 99%

Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents

et al. 2018

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Section: àmentioning

confidence: 99%

Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents

et al. 2018

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“…Due to the different nucleophilicities of the three biothiols, selective identification of biothiols can be achieved via their different addition reaction rates and cyclization cleavage processes [41][42][43]. To date, it is still a challenge to distinguish three biothiols completely with fluorescent probes [44][45][46]. Therefore, a new strategy for the design and development of fluorescent probes for selectively detecting Cys is highly desirable.…”

Section: Introductionmentioning

confidence: 99%

A novel and simple imidazo[1,2-a]pyridin fluorescent probe for the sensitive and selective imaging of cysteine in living cells and zebrafish

Zhu

Wang

et al. 2019

Analytica Chimica Acta

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Cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) play many crucial physiological roles in organisms. Their abnormal levels can cause and indicate various diseases. In the present study, a small-molecule fluorescent probe 2-(imidazo[1,2-a]pyridin-2-yl)phenyl acrylate (IPPA) was designed, synthesized and characterized by NMR, FT-IR and HRMS. IPPA can selectively detect Cys over other analytes because of an approximately 76 times enhancement in fluorescence intensity. The limit of detection of IPPA for Cys was 0.33 μM. The pseudo-first-order rate constant of the reaction between IPPA and Cys was approximately 10 times that of the reaction between IPPA and Hcy (K Cys 3.18 × 10 −3 S −1 vs K Hcy 4.92 × 10 −4 S −1), indicating that Cys can be distinguished from Hcy. In addition, IPPA exhibits strong anti-interference ability, small molecular weight, high efficiency, low toxicity and good cell permeability. It was successfully used in imaging HepG2 cells and zebrafish. The fluorescence response of IPPA for calf serum are powerful proofs for practical application. Therefore, IPPA has high potential for bioassay applications.

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“…[33][34][35][36] Among these diseases, the mtDNA level is remarkably affected in specific positions such as brain and heart, while these positions are also the key ones for H 2 Sassociated diagnose. [37][38][39] Although a variety of small molecular fluorescent probes have been reported for detecting H 2 S or mtDNA independently, [40][41][42][43] in this work, we attempted to combine them into a detecting system which was activatable, switchable and available for applications in brains.…”

Section: Introductionmentioning

confidence: 99%

An Activatable and Switchable Nanoaggregate Probe for Detecting H₂S and Its Application in Mice Brains

Chen

Guo

et al. 2020

Chemistry An Asian Journal

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Employing a sequentially activated probe design method, an activatable, switchable and dual-mode probe was designed. This nanoprobe, HSDPP, could be effectively activated by H 2 S to form H-type aggregates with green emission; subsequently, the aggregates could bind to mtDNA to form monomers and the emIssion color switched from green to deep-red. We exploited HSDPP to image exogenous and endogenous H 2 S in living cells. Of note, for the first time, this novel nanoprobe with an optimal partition coefficient value (LogP = 1.269) was successfully applied for tracking the endogenous H 2 S upregulation stimulated by cystathionase activator S-adenosyl-L-methionine (SAM) in mice brains. Finally, our work provides an invaluable chemical tool for probing endogenous H 2 S upregulation in vitro/vivo and, importantly, affords a prospective design strategy for developing switchable chemosensors to unveil the relationship between biomolecules and DNA in mitochondria in many promising areas.

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An AIE + ESIPT ratiometric fluorescent probe for monitoring sulfur dioxide with distinct ratiometric fluorescence signals in mammalian cells, mouse embryonic fibroblast and zebrafish

Abstract: We have developed a novel ratiometric probe, TPE-TE, monitoring SO2 with distinct ratiometric fluorescence signals in mammalian cells, mouse embryonic fibroblast, and zebrafish.

Cited by 80 publications

References 48 publications

Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents

Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents

A novel and simple imidazo[1,2-a]pyridin fluorescent probe for the sensitive and selective imaging of cysteine in living cells and zebrafish

An Activatable and Switchable Nanoaggregate Probe for Detecting H₂S and Its Application in Mice Brains

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An AIE + ESIPT ratiometric fluorescent probe for monitoring sulfur dioxide with distinct ratiometric fluorescence signals in mammalian cells, mouse embryonic fibroblast and zebrafish

Abstract: We have developed a novel ratiometric probe, TPE-TE, monitoring SO2 with distinct ratiometric fluorescence signals in mammalian cells, mouse embryonic fibroblast, and zebrafish.

Cited by 80 publications

References 48 publications

Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents

Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents

A novel and simple imidazo[1,2-a]pyridin fluorescent probe for the sensitive and selective imaging of cysteine in living cells and zebrafish

An Activatable and Switchable Nanoaggregate Probe for Detecting H2S and Its Application in Mice Brains

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An Activatable and Switchable Nanoaggregate Probe for Detecting H₂S and Its Application in Mice Brains