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  1. Article ; Online: Direct cross-linking of silyl-functionalized cage siloxanes

    Kikuchi, Miharu / Hayashi, Taiki / Matsuno, Takamichi / Kuroda, Kazuyuki / Shimojima, Atsushi

    Dalton transactions (Cambridge, England : 2003)

    2024  Volume 53, Issue 14, Page(s) 6256–6263

    Abstract: Bottom-up synthesis of siloxane-based nanoporous materials from siloxane oligomers is promising for constructing well-defined structures at a molecular level. Herein, we report the synthesis of nanoporous materials consisting of cage-type siloxanes ... ...

    Abstract Bottom-up synthesis of siloxane-based nanoporous materials from siloxane oligomers is promising for constructing well-defined structures at a molecular level. Herein, we report the synthesis of nanoporous materials consisting of cage-type siloxanes through the nonhydrolytic siloxane bond formation reaction. Cage siloxanes with double-
    Language English
    Publishing date 2024-04-02
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472887-4
    ISSN 1477-9234 ; 1364-5447 ; 0300-9246 ; 1477-9226
    ISSN (online) 1477-9234 ; 1364-5447
    ISSN 0300-9246 ; 1477-9226
    DOI 10.1039/d4dt00215f
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Hexagonal Prismatic Siloxanes Functionalized with Organosilyl Groups as Building Blocks of Nanoporous Materials.

    Hayashi, Taiki / Kikuchi, Miharu / Murase, Nanako / Matsuno, Takamichi / Sugimura, Natsuhiko / Kuroda, Kazuyuki / Shimojima, Atsushi

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2024  Volume 30, Issue 17, Page(s) e202304080

    Abstract: Utilization of well-defined siloxane molecules allows for the construction of functional siloxane-based nanoporous materials based on the molecular design. Herein, a novel class of siloxane-based porous materials is synthesized via cross-linking of ... ...

    Abstract Utilization of well-defined siloxane molecules allows for the construction of functional siloxane-based nanoporous materials based on the molecular design. Herein, a novel class of siloxane-based porous materials is synthesized via cross-linking of dimethylsilyl- and dimethylvinylsilyl-functionalized cage siloxanes with double-6-ring (D6R) geometry. Compared with the conventional double-4-ring cage siloxane, this study highlights the characteristics of D6R siloxanes as building blocks, demonstrating their high surface area and chemical stability. Furthermore, density functional theory calculations show their unique cation encapsulation ability.
    Language English
    Publishing date 2024-02-01
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1478547-X
    ISSN 1521-3765 ; 0947-6539
    ISSN (online) 1521-3765
    ISSN 0947-6539
    DOI 10.1002/chem.202304080
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  3. Article ; Online: Variation of counter quaternary ammonium cations of anionic cage germanoxanes as building blocks of nanoporous materials.

    Hayashi, Taiki / Sato, Naoto / Wada, Hiroaki / Shimojima, Atsushi / Kuroda, Kazuyuki

    Dalton transactions (Cambridge, England : 2003)

    2021  Volume 50, Issue 24, Page(s) 8497–8505

    Abstract: Double-four ring (D4R)-type cage germanoxanes, having a fluoride anion in the cage, contain organic ammonium cations as counter cations outside the cage, and they are attractive as unique nano-building blocks of anionic porous materials. Although the ... ...

    Abstract Double-four ring (D4R)-type cage germanoxanes, having a fluoride anion in the cage, contain organic ammonium cations as counter cations outside the cage, and they are attractive as unique nano-building blocks of anionic porous materials. Although the variety of counter cations directly included in the cage germanoxane synthesis is limited, this study demonstrates that other tetraalkylammonium cations can be introduced by cation exchange in both discrete and cross-linked states. Tetraethylammonium (TEA) of a discrete cage germanoxane was replaced with tetrabutylammonium (TBA) in an organic solvent, which provides another starting material. TEA and TBA cations in cross-linked networks formed by hydrosilylation reactions of dimethylvinylsilylated cage germanoxanes with various oligosiloxanes as linkers were exchanged with tetramethylammonium (TMA) cations. The variation in the pore volume, which depends on the type of introduced counter cations and oligosiloxane linkers, is verified. In terms of bottom-up synthesis of nanoporous materials from cage-type germanoxanes, the selection of both the counter cation and cross-linker is important to vary the porosity.
    Language English
    Publishing date 2021-05-28
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472887-4
    ISSN 1477-9234 ; 1364-5447 ; 0300-9246 ; 1477-9226
    ISSN (online) 1477-9234 ; 1364-5447
    ISSN 0300-9246 ; 1477-9226
    DOI 10.1039/d1dt01122g
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Integrated Extrinsic and Intrinsic Self-Healing of Polysiloxane Materials by Cleavable Molecular Cages Encapsulating Fluoride Ions.

    Suzuki, Mai / Hayashi, Taiki / Hikino, Takuya / Kishi, Masafumi / Matsuno, Takamichi / Wada, Hiroaki / Kuroda, Kazuyuki / Shimojima, Atsushi

    Advanced science (Weinheim, Baden-Wurttemberg, Germany)

    2023  Volume 10, Issue 27, Page(s) e2303655

    Abstract: Self-healing ability is crucial to increasing the lifetime and reliability of materials. In this study, spatiotemporal control of the healing of a polysiloxane material is achieved using a cleavable cage compound encapsulating a fluoride ion ( ... ...

    Abstract Self-healing ability is crucial to increasing the lifetime and reliability of materials. In this study, spatiotemporal control of the healing of a polysiloxane material is achieved using a cleavable cage compound encapsulating a fluoride ion (F
    Language English
    Publishing date 2023-07-28
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2808093-2
    ISSN 2198-3844 ; 2198-3844
    ISSN (online) 2198-3844
    ISSN 2198-3844
    DOI 10.1002/advs.202303655
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Development of Organelle Replacement Therapy Using a Stearyl-Polyhistidine Peptide against Lysosomal Storage Disease Cells.

    Hayashi, Taiki / Okamoto, Riku / Kawano, Tsuyoshi / Iwasaki, Takashi

    Molecules (Basel, Switzerland)

    2019  Volume 24, Issue 16

    Abstract: We previously reported on a polyhistidine peptide, His16 peptide, as a new cell-penetrating peptide. This peptide is anticipated to be a new carrier for drug delivery systems (DDSs) for targeting intracellular lysosomes because it can transport ... ...

    Abstract We previously reported on a polyhistidine peptide, His16 peptide, as a new cell-penetrating peptide. This peptide is anticipated to be a new carrier for drug delivery systems (DDSs) for targeting intracellular lysosomes because it can transport macromolecules (e.g., liposomes) into these organelles. In the present study, we examined the application of His16 peptide as a DDS carrier against lysosomal storage disease (LSD) cells. LSDs are metabolic disorders caused by loss of specific lysosomal enzymes. For the treatment of LSD cells, we devised a system designated organelle replacement therapy (ORT). ORT is a strategy for transporting exogenous lysosomes containing all kinds of lysosomal enzymes from normal cells into endogenous lysosomes in LSD cells using His16 peptide. To develop the ORT system, we prepared His16 peptide-modified healthy lysosomes (His16-Lyso) by insertion of a stearyl-His16 peptide into a hydrophobic region in the lysosomal membrane. His16-Lyso showed cellular uptake and localization to endogenous lysosomes in LSD cells. His16-Lyso also restored the proliferation of LSD cells, which otherwise showed slower proliferation than normal cells. These results suggested that His16-Lyso replenished deficient lysosomal enzymes in LSD cells. The results further suggest that His16-Lyso are promising candidates as a treatment tool for LSD cells and to establish a foundation for ORT.
    MeSH term(s) Biological Transport ; Cell Engineering/methods ; Cell Line ; Cell Line, Tumor ; Cell Proliferation ; Cell-Penetrating Peptides/chemical synthesis ; Cell-Penetrating Peptides/metabolism ; Drug Carriers ; Fabry Disease/pathology ; Fabry Disease/therapy ; Fibroblasts/metabolism ; Fibroblasts/pathology ; Gene Expression ; Histidine/chemical synthesis ; Histidine/metabolism ; Humans ; Hydrophobic and Hydrophilic Interactions ; Luminescent Proteins/genetics ; Luminescent Proteins/metabolism ; Lysosomal Membrane Proteins/genetics ; Lysosomal Membrane Proteins/metabolism ; Lysosomes/chemistry ; Lysosomes/metabolism ; Lysosomes/transplantation ; Models, Biological ; Molecular Targeted Therapy/methods ; Recombinant Fusion Proteins/genetics ; Recombinant Fusion Proteins/metabolism ; Red Fluorescent Protein
    Chemical Substances Cell-Penetrating Peptides ; Drug Carriers ; LAMP1 protein, human ; Luminescent Proteins ; Lysosomal Membrane Proteins ; Recombinant Fusion Proteins ; polyhistidine (26062-48-6) ; Histidine (4QD397987E)
    Language English
    Publishing date 2019-08-18
    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/molecules24162995
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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  6. Article ; Online: Stereospecific α-Sialylation by Site-Selective Fluorination.

    Hayashi, Taiki / Kehr, Gerald / Bergander, Klaus / Gilmour, Ryan

    Angewandte Chemie (International ed. in English)

    2019  Volume 58, Issue 12, Page(s) 3814–3818

    Abstract: Sialic acids are ubiquitous components of mammalian cell membranes and key regulators of cellular recognition events. Located at the non-reducing termini of bioactive gangliosides, these essential building blocks are fused to the polysaccharide core via ... ...

    Abstract Sialic acids are ubiquitous components of mammalian cell membranes and key regulators of cellular recognition events. Located at the non-reducing termini of bioactive gangliosides, these essential building blocks are fused to the polysaccharide core via a characteristic α-linkage, and rarely occur in the monomeric form. Effective chemical strategies to enable α-sialylation are urgently required to construct well-defined tools for glycomics. To complement existing chemoenzymatic strategies, an α-selective process has been devised based on the site-selective introduction of fluorine at C3 (more than 20 examples, up to 90 % yield). Predicated on localized particle charge inversion (C-H
    MeSH term(s) Fluorine/chemistry ; Gangliosides/chemistry ; Halogenation ; Sialic Acids/chemistry ; Stereoisomerism
    Chemical Substances Gangliosides ; Sialic Acids ; Fluorine (284SYP0193)
    Language English
    Publishing date 2019-02-18
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201812963
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  7. Article: Halogen-directed chemical sialylation: pseudo-stereodivergent access to marine ganglioside epitopes.

    Hayashi, Taiki / Axer, Alexander / Kehr, Gerald / Bergander, Klaus / Gilmour, Ryan

    Chemical science

    2020  Volume 11, Issue 25, Page(s) 6527–6531

    Abstract: Sialic acids are conspicuous structural components of the complex gangliosides that regulate cellular processes. Their importance in molecular recognition manifests itself in drug design ( ...

    Abstract Sialic acids are conspicuous structural components of the complex gangliosides that regulate cellular processes. Their importance in molecular recognition manifests itself in drug design (
    Language English
    Publishing date 2020-03-26
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d0sc01219j
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  8. Article ; Online: Drug delivery using polyhistidine peptide-modified liposomes that target endogenous lysosome.

    Hayashi, Taiki / Shinagawa, Matsumi / Kawano, Tsuyoshi / Iwasaki, Takashi

    Biochemical and biophysical research communications

    2018  Volume 501, Issue 3, Page(s) 648–653

    Abstract: Cell-penetrating peptides (CPPs) can deliver payloads into cells by forming complexes with bioactive molecules via covalent or non-covalent bonds. Various CPPs have been applied in CPP-modified liposomes, and their effectiveness is highly regarded in ... ...

    Abstract Cell-penetrating peptides (CPPs) can deliver payloads into cells by forming complexes with bioactive molecules via covalent or non-covalent bonds. Various CPPs have been applied in CPP-modified liposomes, and their effectiveness is highly regarded in liposomal drug delivery systems (DDSs). Previously, we have reported on the polyhistidine peptide (H16 peptide: HHHHHHHHHHHHHHHH-NH
    MeSH term(s) Cell Line, Tumor ; Drug Delivery Systems ; Histidine/chemistry ; Histidine/metabolism ; Humans ; Liposomes/chemistry ; Liposomes/metabolism ; Lysosomes/metabolism ; alpha-Galactosidase/administration & dosage ; alpha-Galactosidase/pharmacokinetics
    Chemical Substances Liposomes ; polyhistidine (26062-48-6) ; Histidine (4QD397987E) ; alpha-Galactosidase (EC 3.2.1.22)
    Language English
    Publishing date 2018-05-10
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 205723-2
    ISSN 1090-2104 ; 0006-291X ; 0006-291X
    ISSN (online) 1090-2104 ; 0006-291X
    ISSN 0006-291X
    DOI 10.1016/j.bbrc.2018.05.037
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 116: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (1.OG)
    ab Jg. 2022: Lesesaal (EG)

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  9. Article ; Online: Total Synthesis of Carthamin, a Traditional Natural Red Pigment.

    Azami, Kohei / Hayashi, Taiki / Kusumi, Takenori / Ohmori, Ken / Suzuki, Keisuke

    Angewandte Chemie (International ed. in English)

    2019  Volume 58, Issue 16, Page(s) 5321–5326

    Abstract: The first total synthesis of carthamin (3), a historic natural red pigment, has been achieved. The molecular structure was efficiently constructed by assembling two equivalents of the in situ generated lithiated monomers and triisopropyl orthoformate. ... ...

    Abstract The first total synthesis of carthamin (3), a historic natural red pigment, has been achieved. The molecular structure was efficiently constructed by assembling two equivalents of the in situ generated lithiated monomers and triisopropyl orthoformate. This synthesis confirms the structure proposed in 1996.
    MeSH term(s) Biological Products/chemical synthesis ; Biological Products/chemistry ; Chalcone/analogs & derivatives ; Chalcone/chemical synthesis ; Chalcone/chemistry ; Glucosides/chemical synthesis ; Glucosides/chemistry ; Molecular Structure ; Pigments, Biological/chemical synthesis ; Pigments, Biological/chemistry
    Chemical Substances Biological Products ; Glucosides ; Pigments, Biological ; Chalcone (5S5A2Q39HX) ; carthamine (P9ZT730WWS)
    Language English
    Publishing date 2019-03-18
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201900454
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  10. Article: Synthetic Study on Carthamin. 2. Stereoselective Approach to C-Glycosyl Quinochalcone via Desymmetrization

    Hayashi, Taiki / Ohmori Ken / Suzuki Keisuke

    Organic letters. 2017 Feb. 17, v. 19, no. 4

    2017  

    Abstract: Toward the total synthesis of carthamin, a stereoselective approach to the C-glycosyl quinochalcone intermediate is reported via the desymmetrization of a pseudo-Cₛ-symmetric C-glycosyl cyclohexadienone. ...

    Abstract Toward the total synthesis of carthamin, a stereoselective approach to the C-glycosyl quinochalcone intermediate is reported via the desymmetrization of a pseudo-Cₛ-symmetric C-glycosyl cyclohexadienone.
    Keywords chemical reactions ; chemical structure ; organic compounds ; stereoselectivity
    Language English
    Dates of publication 2017-0217
    Size p. 866-869.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021%2Facs.orglett.6b03899
    Database NAL-Catalogue (AGRICOLA)

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