Reversible Off–On Fluorescence Probe for Hypoxia and Imaging of Hypoxia–Normoxia Cycles in Live Cells

Takahashi, Shodai; Piao, Wen; Matsumura, Yukihiko; Komatsu, Toshimitsu; Ueno, Takahiro; Terai, Takuya; Kamachi, Toshiaki; Kohno, Masahiro; Nagano, Tetsuo; Hanaoka, Kenjiro

doi:10.1021/ja310049d

Cited by 117 publications

(103 citation statements)

References 30 publications

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“…102 Under normoxic state, Cy5 was efficiently quenched by QSY-21 through the FRET process. However, under hypoxia state QSY-21 experienced one-electron reduction to the radical product.…”

Section: Cyanine Sensors Based On Fretmentioning

confidence: 99%

Recent Development of Chemosensors Based on Cyanine Platforms

et al. 2016

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The cyanine platforms including cyanine, hemicyanine, and squaraine are good candidates for developing chemosensors because of their excellent photophysical properties, outstanding biocompatibility, and low toxicity to living systems. A huge amount of research work involving chemosensors based on the cyanine platforms has emerged in recent years. This review focuses on the development from 2000 to 2015, in which cyanine, hemicyanine, and squaraine sensors will be separately summarized. In each section, a systematization according to the type of detection mechanism is established. The basic principles about the design of the chemosensors and their applications as bioimaging agents are clearly discussed. In addition, we emphasize the advances that have been made in improving the detection performance through incorporation of the chemosensors into nanoparticles.

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“…102 Under normoxic state, Cy5 was efficiently quenched by QSY-21 through the FRET process. However, under hypoxia state QSY-21 experienced one-electron reduction to the radical product.…”

Section: Cyanine Sensors Based On Fretmentioning

confidence: 99%

Recent Development of Chemosensors Based on Cyanine Platforms

et al. 2016

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“…Introduction of the so‐called “dark quenchers” that are non‐fluorescent substantially simplified the assays due to the elimination of background fluorescence. A number of various dark quenchers have been developed and commercialized including the BHQ, QSY, and BBQ quencher families and IRdye QC‐1 . However, these compounds are able to turn off the fluorescence of only a limited number of fluorophores due to their rather narrow absorption bands.…”

Section: Introductionmentioning

confidence: 99%

Efficient Synthesis of a Wide‐Range Absorbing Azaphthalocyanine Dark Quencher and Its Application to Dual‐Labeled Oligonucleotide Probes for Quantitative Real‐Time Polymerase Chain Reactions

Demuth

Kučera

Kopecký

et al. 2018

Chemistry A European J

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Unsymmetrical dialkylamino-substituted zinc azaphthalocyanine (AzaPc) exhibits unique spectral and photophysical properties for dark quenchers of fluorescence in DNA hybridization probes. The panchromatic light absorption of AzaPc from 300 nm up to at least 700 nm and its lack of fluorescence make it an ideal candidate for a universal dark quencher. To prove this experimentally, oligodeoxyribonucleotide probes were labeled at the 3'-end by this AzaPc and at the 5'-end by a fluorophore used in the polymerase chain reaction (PCR)-that is, fluorescein, CAL Fluor Red 610, and Cy5. AzaPc showed a significantly higher quenching efficiency compared to the commercially available dark quenchers (BHQ-1, BHQ-2, BBQ-650) in a developed model of TaqMan PCR assay. The AzaPc-labeled probe proved to also be useful in a practical PCR assay for the quantification of the SLCO2B1 transporter gene expression. The constructed calibration curves indicated linearity in the range from 10 to 10 of target copies.

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“…The integration of multiresponse to multi-species by a single probe can demonstrate the redox homeostasis process more clearly. [32][33][34][35][36][37][38][39] Moreover, the multiresponse probes can benefit from inaccurate calibration. And they can also avoid potobleaching rates of individual probes, uneven probe loading, nonhomogeneous distribution uncontrollable localization, larger invasive effects, metabolisms, and interference of spectral overlap.…”

Section: Introductionmentioning

confidence: 99%

Near-Infrared Fluorescence Probe for in Situ Detection of Superoxide Anion and Hydrogen Polysulfides in Mitochondrial Oxidative Stress

et al. 2016

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H 2 S plays important physiological and pathological roles in cardiovascular system and nervous system. But recent evidences imply that hydrogen polysulfides (H 2 S n ) are the actual signaling molecules in cells. Although H 2 S n have been demonstrated to be responsible for mediating tumor suppressors, ion channels, and transcription factors, more of their biological effects are still need to be elaborated. On one hand, H 2 S n have been suggested to be generated from endogenous H 2 S upon reaction with reactive oxygen species (ROS). On the other hand, H 2 S n derivatives are proposed to be a kind of direct antioxidant against intracellular oxidative stress. This conflicting results should be attributed to the regulation of redox homeostasis between ROS and H 2 S n . Superoxide anion (O 2 •− ) is undoubtedly the primary ROS existing in mitochondria. We reason that the balance of O 2•− and H 2 S n are pivotal in physiological and pathological processes. Herein, we report two near-infrared fluorescent probes Hcy-Mito and Hcy-Biot for the detection of O 2•− and H 2 S n in cells and in vivo. Hcy-Mito is conceived to be applied in mitochondria, and Hcy-Biot is designed to target tumor tissue. Both of the probes were successfully applied for visualizing exogenous and endogenous O 2•− and H 2 S n in living cells and in tumor mice models. The results demonstrate that H 2 S n can be promptly produced by mitochondrial oxidative stress. Flow cytometry assays for apoptosis suggest that H 2 S n play critical roles in antioxidant systems.

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Reversible Off–On Fluorescence Probe for Hypoxia and Imaging of Hypoxia–Normoxia Cycles in Live Cells

Cited by 117 publications

References 30 publications

Recent Development of Chemosensors Based on Cyanine Platforms

Recent Development of Chemosensors Based on Cyanine Platforms

Efficient Synthesis of a Wide‐Range Absorbing Azaphthalocyanine Dark Quencher and Its Application to Dual‐Labeled Oligonucleotide Probes for Quantitative Real‐Time Polymerase Chain Reactions

Near-Infrared Fluorescence Probe for in Situ Detection of Superoxide Anion and Hydrogen Polysulfides in Mitochondrial Oxidative Stress

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