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  1. Article ; Online: Phosphorescent ruthenium complexes with bromopyrene unit that enhance oxygen sensitivity.

    Kurihara, Ryohsuke / Ikegami, Ryo / Asahi, Wataru / Tanabe, Kazuhito

    Bioorganic & medicinal chemistry

    2018  Volume 26, Issue 16, Page(s) 4595–4601

    Abstract: Ruthenium complexes are very useful phosphorescent probes for the visualization of hypoxia. We designed and synthesized three ruthenium complexes possessing bromopyrene, naphthalene, or anthracene units to improve the oxygen response. These ruthenium ... ...

    Abstract Ruthenium complexes are very useful phosphorescent probes for the visualization of hypoxia. We designed and synthesized three ruthenium complexes possessing bromopyrene, naphthalene, or anthracene units to improve the oxygen response. These ruthenium complexes provided strong phosphorescence under hypoxic conditions, while an increase in oxygen concentration led to a decrease in phosphorescence intensity. Among the ruthenium complexes, that with a bromopyrene unit (Ru-BrPy) had the best properties. This showed good cellular uptake and bright emission in cells, and had the highest sensitivity for molecular oxygen. Thus, Ru-BrPy is a promising candidate as a molecular probe for detecting cellular hypoxia.
    MeSH term(s) A549 Cells ; Cell Hypoxia ; Cell Survival/drug effects ; Coordination Complexes/chemistry ; Coordination Complexes/metabolism ; Coordination Complexes/toxicity ; Fluorescent Dyes/chemistry ; Fluorescent Dyes/metabolism ; Humans ; Microscopy, Fluorescence ; Oxygen/analysis ; Oxygen/chemistry ; Pyrenes/chemistry ; Ruthenium/chemistry
    Chemical Substances Coordination Complexes ; Fluorescent Dyes ; Pyrenes ; Ruthenium (7UI0TKC3U5) ; pyrene (9E0T7WFW93) ; Oxygen (S88TT14065)
    Language English
    Publishing date 2018-03-30
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1161284-8
    ISSN 1464-3391 ; 0968-0896
    ISSN (online) 1464-3391
    ISSN 0968-0896
    DOI 10.1016/j.bmc.2018.03.043
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Aggregate Formation of BODIPY-Tethered Oligonucleotides That Led to Efficient Intracellular Penetration and Gene Regulation.

    Asahi, Wataru / Kurihara, Ryohsuke / Takeyama, Kotaro / Umehara, Yui / Kimura, Yu / Kondo, Teruyuki / Tanabe, Kazuhito

    ACS applied bio materials

    2019  Volume 2, Issue 10, Page(s) 4456–4463

    Abstract: Exogenous nucleic acids showed low efficiency regarding cellular uptake and low stability in biological conditions; therefore, a number of techniques have been developed to improve their basic properties. One of the best solutions is the application of ... ...

    Abstract Exogenous nucleic acids showed low efficiency regarding cellular uptake and low stability in biological conditions; therefore, a number of techniques have been developed to improve their basic properties. One of the best solutions is the application of nanosized particles consisting of oligonucleotides that penetrate the cell membrane without any additives and exhibit high stability in cells. In this report, we employed a simple approach to address the basic properties of nanoparticles of oligonucleotides in biological systems. We prepared BODIPY-labeled oligonucleotides that carried an exclusive modification at the strand end. BODIPY shows high hydrophobicity and fluorescent emission; therefore, the oligonucleotides formed nanosized aggregates in aqueous solution and their behaviors in cells or tissues were easily tracked. Detailed experiments revealed that aggregate formation was indispensable for the high cellular uptake of the oligonucleotides via scavenger-receptor-mediated endocytosis. In addition, the aggregates provided an efficient gene regulation in living cells and tumor tissues transplanted into mice.
    Language English
    Publishing date 2019-10-03
    Publishing country United States
    Document type Journal Article
    ISSN 2576-6422
    ISSN (online) 2576-6422
    DOI 10.1021/acsabm.9b00631
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Tracking the Oxygen Status in the Cell Nucleus with a Hoechst-Tagged Phosphorescent Ruthenium Complex.

    Hara, Daiki / Umehara, Yui / Son, Aoi / Asahi, Wataru / Misu, Sotaro / Kurihara, Ryohsuke / Kondo, Teruyuki / Tanabe, Kazuhito

    Chembiochem : a European journal of chemical biology

    2018  Volume 19, Issue 9, Page(s) 956–962

    Abstract: Molecular oxygen in living cells is distributed and consumed inhomogeneously, depending on the activity of each organelle. Therefore, tractable methods that can be used to monitor the oxygen status in each organelle are needed to understand cellular ... ...

    Abstract Molecular oxygen in living cells is distributed and consumed inhomogeneously, depending on the activity of each organelle. Therefore, tractable methods that can be used to monitor the oxygen status in each organelle are needed to understand cellular function. Here we report the design of a new oxygen-sensing probe for use in the cell nucleus. We prepared "Ru-Hoechsts", each consisting of a phosphorescent ruthenium complex linked to a Hoechst 33258 moiety, and characterized their properties as oxygen sensors. The Hoechst unit shows strong DNA-binding properties in the nucleus, and the ruthenium complex shows oxygen-dependent phosphorescence. Thus, Ru-Hoechsts accumulated in the cell nucleus and showed oxygen-dependent signals that could be monitored. Of the Ru-Hoechsts prepared in this study, Ru-Hoechst b, in which the ruthenium complex and the Hoechst unit were linked through a hexyl chain, showed the most suitable properties for monitoring the oxygen status. Ru-Hoechsts are probes with high potential for visualizing oxygen fluctuations in the nucleus.
    MeSH term(s) A549 Cells ; Bisbenzimidazole/chemistry ; Cell Nucleus/chemistry ; Coordination Complexes/chemistry ; Fluorescent Dyes/chemistry ; Humans ; Luminescent Agents/chemistry ; Luminescent Measurements/methods ; Optical Imaging/methods ; Oxygen/analysis ; Ruthenium/chemistry
    Chemical Substances Coordination Complexes ; Fluorescent Dyes ; Luminescent Agents ; Ruthenium (7UI0TKC3U5) ; Bisbenzimidazole (LHQ7J5KV9B) ; Oxygen (S88TT14065)
    Language English
    Publishing date 2018-04-14
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2020469-3
    ISSN 1439-7633 ; 1439-4227
    ISSN (online) 1439-7633
    ISSN 1439-4227
    DOI 10.1002/cbic.201700685
    Database MEDical Literature Analysis and Retrieval System OnLINE

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