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  1. Article ; Online: Development of a water-soluble fluorescent Al

    Hara, Fumiko / Mizuyama, Naoko / Fujino, Takeshi / Shrestha, Ashok Kumar / Meetiyagoda, Thenuwara Arachchige Omila Kasun / Takada, Shinya / Saji, Hideo / Mukai, Takahiro / Hagimori, Masayori

    Analytica chimica acta

    2024  Volume 1299, Page(s) 342436

    Abstract: Background: Al exists naturally in the environment and is an important component in acidic soils, which harm almost all plants. Furthermore, Al is widely used in food additives, cosmetics, and medicines, resulting in living organisms ingesting traces of ...

    Abstract Background: Al exists naturally in the environment and is an important component in acidic soils, which harm almost all plants. Furthermore, Al is widely used in food additives, cosmetics, and medicines, resulting in living organisms ingesting traces of Al orally or dermally every day. Accordingly, Al accumulates in the body, which can cause negative bioeffects and diseases, and this concern is gaining increasing attention. Therefore, to detect and track Al in the environment and in living organisms, the development of novel Al-selective probes that are water-soluble and exhibit fluorescence at long wavelengths is necessary.
    Results: In this study, an Al
    Significance: The novel Al
    MeSH term(s) Humans ; Fluorescent Dyes/chemistry ; Water/chemistry ; Pyrones ; Aluminum/analysis ; Spectrometry, Fluorescence/methods
    Chemical Substances Fluorescent Dyes ; Water (059QF0KO0R) ; 2-pyrone ; Pyrones ; Aluminum (CPD4NFA903)
    Language English
    Publishing date 2024-02-29
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 1483436-4
    ISSN 1873-4324 ; 0003-2670
    ISSN (online) 1873-4324
    ISSN 0003-2670
    DOI 10.1016/j.aca.2024.342436
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  2. Article ; Online: High-Affinity Ratiometric Fluorescence Probe Based on 6-Amino-2,2'-Bipyridine Scaffold for Endogenous Zn

    Hagimori, Masayori / Hara, Fumiko / Mizuyama, Naoko / Fujino, Takeshi / Saji, Hideo / Mukai, Takahiro

    Molecules (Basel, Switzerland)

    2022  Volume 27, Issue 4

    Abstract: Zinc is an essential trace element involved in many biological activities; however, its functions are not fully understood. To elucidate the role of endogenous labile ... ...

    Abstract Zinc is an essential trace element involved in many biological activities; however, its functions are not fully understood. To elucidate the role of endogenous labile Zn
    MeSH term(s) Cell Line ; Chemistry Techniques, Synthetic ; Fluorescent Dyes/chemical synthesis ; Fluorescent Dyes/chemistry ; Humans ; Hydrogen-Ion Concentration ; Magnetic Resonance Spectroscopy ; Molecular Imaging/methods ; Molecular Structure ; Pyridines/chemistry ; Spectrometry, Fluorescence ; Zinc/chemistry ; Zinc/metabolism
    Chemical Substances Fluorescent Dyes ; Pyridines ; Zinc (J41CSQ7QDS) ; pyridine (NH9L3PP67S)
    Language English
    Publishing date 2022-02-14
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules27041287
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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  3. Article ; Online: Correction to: Selective Cadmium Fluorescence Probe Based on Bis-Heterocyclic Molecule and its Imaging in Cells.

    Hagimori, Masayori / Karimine, Yasushi / Mizuyama, Naoko / Hara, Fumiko / Fujino, Takeshi / Saji, Hideo / Mukai, Takahiro

    Journal of fluorescence

    2022  Volume 32, Issue 3, Page(s) 1261

    Language English
    Publishing date 2022-02-22
    Publishing country Netherlands
    Document type Published Erratum
    ZDB-ID 2016892-5
    ISSN 1573-4994 ; 1053-0509
    ISSN (online) 1573-4994
    ISSN 1053-0509
    DOI 10.1007/s10895-021-02757-6
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  4. Article ; Online: Selective Cadmium Fluorescence Probe Based on Bis-heterocyclic Molecule and its Imaging in Cells.

    Hagimori, Masayori / Karimine, Yasushi / Mizuyama, Naoko / Hara, Fumiko / Fujino, Takeshi / Saji, Hideo / Mukai, Takahiro

    Journal of fluorescence

    2021  Volume 31, Issue 4, Page(s) 1161–1167

    Abstract: Fluorescence probes that selectively image cadmium are useful for detecting and tracking the amount of ... ...

    Abstract Fluorescence probes that selectively image cadmium are useful for detecting and tracking the amount of Cd
    MeSH term(s) Cadmium ; Fluorescent Dyes ; Microscopy, Fluorescence
    Chemical Substances Fluorescent Dyes ; Cadmium (00BH33GNGH)
    Language English
    Publishing date 2021-05-13
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 2016892-5
    ISSN 1573-4994 ; 1053-0509
    ISSN (online) 1573-4994
    ISSN 1053-0509
    DOI 10.1007/s10895-021-02748-7
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  5. Article ; Online: Synthesis of a Novel Pyrazine⁻Pyridone Biheteroaryl-Based Fluorescence Sensor and Detection of Endogenous Labile Zinc Ions in Lung Cancer Cells.

    Hagimori, Masayori / Taniura, Mana / Mizuyama, Naoko / Karimine, Yasushi / Kawakami, Shigeru / Saji, Hideo / Mukai, Takahiro

    Sensors (Basel, Switzerland)

    2019  Volume 19, Issue 9

    Abstract: A small extent of endogenous labile zinc is involved in many vital physiological roles in living systems. However, its detailed functions have not been fully elucidated. In this study, we developed a novel biheteroaryl-based low molecular weight ... ...

    Abstract A small extent of endogenous labile zinc is involved in many vital physiological roles in living systems. However, its detailed functions have not been fully elucidated. In this study, we developed a novel biheteroaryl-based low molecular weight fluorescent sensor, 3-(phenylsulfonyl)-pyrazine-pyridone (
    MeSH term(s) Biosensing Techniques ; Humans ; Ions/chemistry ; Ions/isolation & purification ; Lung Neoplasms/chemistry ; Lung Neoplasms/diagnosis ; Optical Imaging ; Pyrazines/chemical synthesis ; Pyrazines/chemistry ; Pyridones/chemical synthesis ; Pyridones/chemistry ; Water/chemistry ; Zinc/chemistry ; Zinc/isolation & purification
    Chemical Substances Ions ; Pyrazines ; Pyridones ; Water (059QF0KO0R) ; Zinc (J41CSQ7QDS)
    Language English
    Publishing date 2019-05-02
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2052857-7
    ISSN 1424-8220 ; 1424-8220
    ISSN (online) 1424-8220
    ISSN 1424-8220
    DOI 10.3390/s19092049
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  6. Article: Theoretical interpretations of electronic and fluorescence spectra of new 2(1H)-pyridone derivatives in solution and solid state

    Shigemitsu, Yasuhiro / Hagimori, Masayori / Mizuyama, Naoko / Wang, Bo-Cheng / Tominaga, Yoshinori

    Dyes and pigments. 2013 Dec., v. 99, no. 3

    2013  

    Abstract: A combined experimental and computational study was performed for the spectroscopic properties of novel 2(1H)-pyridones. The compounds were found to be virtually non-fluorescence in solution while modestly fluorescent in solid state. The solvent effects ... ...

    Abstract A combined experimental and computational study was performed for the spectroscopic properties of novel 2(1H)-pyridones. The compounds were found to be virtually non-fluorescence in solution while modestly fluorescent in solid state. The solvent effects on the UV–vis and fluorescence maxima were estimated by means of a series of ab-initio quantum chemical calculations in conjunction with Polarizable Continuum Model (PCM) method. Influence of structural displacements and intermolecular interactions in crystalline state were examined in details on the spectra of two representative compounds by using Fragment Molecular Orbital (FMO) scheme. The FMO pair interaction analysis of the spectra indicate that (1) intermolecular hydrogen bonds provoke bathochromic shifts (2) electrostatic interactions induce hypsochromic shifts (3) crystal packing effects induce hypsochromic shifts in total from the maxima in vacuo.
    Keywords electrostatic interactions ; fluorescence ; hydrogen bonding ; models ; solvents ; spectroscopy
    Language English
    Dates of publication 2013-12
    Size p. 940-949.
    Publishing place Elsevier Ltd
    Document type Article
    ISSN 0143-7208
    DOI 10.1016/j.dyepig.2013.07.024
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  7. Article: Fluorescence ON/OFF switching Zn²⁺ sensor based on pyridine–pyridone scaffold

    Hagimori, Masayori / Uto, Takuhiro / Mizuyama, Naoko / Temma, Takashi / Yamaguchi, Yasuchika / Tominaga, Yoshinori / Saji, Hideo

    Sensors & Actuators: B. Chemical. 2013 May, v. 181

    2013  

    Abstract: We report a novel series of fluorescent Zn²⁺ sensors based on a pyridine–pyridone core structure, which functions as both the chelating part for Zn²⁺ and as the fluorophore. Pyridine–pyridone derivatives obtained by replacement of an electron-donating ... ...

    Abstract We report a novel series of fluorescent Zn²⁺ sensors based on a pyridine–pyridone core structure, which functions as both the chelating part for Zn²⁺ and as the fluorophore. Pyridine–pyridone derivatives obtained by replacement of an electron-donating group with an electronic-withdrawing group at the 3-position of the pyridone ring showed almost no background fluorescence because electron transfer to the fluorophore was inhibited. However, these derivatives showed strong fluorescence with Zn²⁺. Coordination with Zn²⁺ greatly influenced the electron transfer of the fluorophore, and, as a result, enabled fluorescence ON/OFF switching. In these sensors, 4-[4-(methylsulfanyl)-2-oxo-6-(pyridin-2-yl)-1,2-dihydropyridin-3-yl]benzoic acid (5) displayed excellent properties: small molecular weight (MW=338), good water solubility, large Stokes shift (132nm), and fluorescence ON/OFF switching with Zn²⁺. In addition, fluorescence images of Zn²⁺ with 5 in living cells show that the new fluorescent sensor is useful for biological applications.
    Keywords benzoic acid ; electron transfer ; fluorescence ; molecular weight ; water solubility ; zinc
    Language English
    Dates of publication 2013-05
    Size p. 823-828.
    Publishing place Elsevier B.V.
    Document type Article
    ZDB-ID 1021505-0
    ISSN 0925-4005
    ISSN 0925-4005
    DOI 10.1016/j.snb.2013.02.033
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  8. Article ; Online: A novel small molecule fluorescent sensor for Zn2+ based on pyridine-pyridone scaffold.

    Hagimori, Masayori / Mizuyama, Naoko / Yamaguchi, Yasuchika / Saji, Hideo / Tominaga, Yoshinori

    Talanta

    2011  Volume 83, Issue 5, Page(s) 1730–1735

    Abstract: The development of a water-soluble and small molecular weight fluorescent probe, 3-(4-methoxyphenyl)-4-(methylsulfanyl)-6-(pyridin-2-yl)pyridin-2(1H)-one (3), for detecting Zn(2+) based on pyridine-pyridone skeleton is reported. We observed a clear ... ...

    Abstract The development of a water-soluble and small molecular weight fluorescent probe, 3-(4-methoxyphenyl)-4-(methylsulfanyl)-6-(pyridin-2-yl)pyridin-2(1H)-one (3), for detecting Zn(2+) based on pyridine-pyridone skeleton is reported. We observed a clear chelation enhanced fluorescence effect of 3 in the presence of Zn(2+). Other fluorescent properties of 3 are discussed.
    MeSH term(s) Chelating Agents/chemistry ; Fluorescent Dyes/chemical synthesis ; Fluorescent Dyes/chemistry ; Molecular Structure ; Pyridines/chemistry ; Pyridones/chemistry ; Solubility ; Water/chemistry ; Zinc/chemistry
    Chemical Substances Chelating Agents ; Fluorescent Dyes ; Pyridines ; Pyridones ; Water (059QF0KO0R) ; Zinc (J41CSQ7QDS)
    Language English
    Publishing date 2011-02-15
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 1500969-5
    ISSN 1873-3573 ; 0039-9140
    ISSN (online) 1873-3573
    ISSN 0039-9140
    DOI 10.1016/j.talanta.2010.12.003
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  9. Article: A novel small molecule fluorescent sensor for Zn²⁺ based on pyridine–pyridone scaffold

    Hagimori, Masayori / Mizuyama, Naoko / Yamaguchi, Yasuchika / Saji, Hideo / Tominaga, Yoshinori

    Talanta. 2011 Feb. 15, v. 83, no. 5

    2011  

    Abstract: The development of a water-soluble and small molecular weight fluorescent probe, 3-(4-methoxyphenyl)-4-(methylsulfanyl)-6-(pyridin-2-yl)pyridin-2(1H)-one (3), for detecting Zn²⁺ based on pyridine–pyridone skeleton is reported. We observed a clear ... ...

    Abstract The development of a water-soluble and small molecular weight fluorescent probe, 3-(4-methoxyphenyl)-4-(methylsulfanyl)-6-(pyridin-2-yl)pyridin-2(1H)-one (3), for detecting Zn²⁺ based on pyridine–pyridone skeleton is reported. We observed a clear chelation enhanced fluorescence effect of 3 in the presence of Zn²⁺. Other fluorescent properties of 3 are discussed.
    Keywords chelation ; fluorescence ; molecular weight ; zinc
    Language English
    Dates of publication 2011-0215
    Size p. 1730-1735.
    Publishing place Elsevier B.V.
    Document type Article
    ZDB-ID 1500969-5
    ISSN 1873-3573 ; 0039-9140
    ISSN (online) 1873-3573
    ISSN 0039-9140
    DOI 10.1016/j.talanta.2010.12.003
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  10. Article ; Online: Synthesis, solid-state fluorescence properties, and computational analysis of novel 2-aminobenzo[4,5]thieno[3,2-d]pyrimidine 5,5-dioxides.

    Yokota, Kenichirou / Hagimori, Masayori / Mizuyama, Naoko / Nishimura, Yasuhisa / Fujito, Hiroshi / Shigemitsu, Yasuhiro / Tominaga, Yoshinori

    Beilstein journal of organic chemistry

    2012  Volume 8, Page(s) 266–274

    Abstract: New fluorescent compounds, benzo[4,5]thieno[3,2-d]pyrimidine 5,5-dioxides (3a-g), 2-amino-4-methylsulfanylbenzo[4,5]thieno[3,2-d]pyrimidine (6), and 2-amino-4-methylsulfanyl-7-methoxybenzo[4,5]furo[3,2-d]pyrimidine (7), were synthesized in good yields ... ...

    Abstract New fluorescent compounds, benzo[4,5]thieno[3,2-d]pyrimidine 5,5-dioxides (3a-g), 2-amino-4-methylsulfanylbenzo[4,5]thieno[3,2-d]pyrimidine (6), and 2-amino-4-methylsulfanyl-7-methoxybenzo[4,5]furo[3,2-d]pyrimidine (7), were synthesized in good yields from heterocyclic ketene dithioacetals (1a-c) and guanidine carbonate (2a) or (S)-methylisothiourea sulfate (2b) in pyridine under reflux. Among the fused pyrimidine derivatives, compound 3c, which has an amino group at the 2-position and a benzylamino group at the 4-position of the pyrimidine ring, showed the strongest solid-state fluorescence. The absorption and emission properties of the compounds were quantitatively reproduced by a series of ab initio quantum-chemical calculations.
    Language English
    Publishing date 2012-02-16
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2192461-2
    ISSN 1860-5397 ; 1860-5397
    ISSN (online) 1860-5397
    ISSN 1860-5397
    DOI 10.3762/bjoc.8.28
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