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  1. Article ; Online: Sec16 and Sed4 interdependently function as interaction and localization partners at ER exit sites.

    Yorimitsu, Tomohiro / Sato, Ken

    Journal of cell science

    2023  Volume 136, Issue 9

    Abstract: COPII proteins assemble at ER exit sites (ERES) to form transport carriers. The initiation of COPII assembly in the yeast Saccharomyces cerevisiae is triggered by the ER membrane protein Sec12. Sec16, which plays a critical role in COPII organization, ... ...

    Abstract COPII proteins assemble at ER exit sites (ERES) to form transport carriers. The initiation of COPII assembly in the yeast Saccharomyces cerevisiae is triggered by the ER membrane protein Sec12. Sec16, which plays a critical role in COPII organization, localizes to ERES independently of Sec12. However, the mechanism underlying Sec16 localization is poorly understood. Here, we show that a Sec12 homolog, Sed4, is concentrated at ERES and mediates ERES localization of Sec16. We found that the interaction between Sec16 and Sed4 ensures their correct localization to ERES. Loss of the interaction with Sec16 leads to redistribution of Sed4 from the ERES specifically to high-curvature ER areas, such as the tubules and edges of the sheets. The luminal domain of Sed4 mediates this distribution, which is required for Sed4, but not for Sec16, to be concentrated at ERES. We further show that the luminal domain and its O-mannosylation are involved in the self-interaction of Sed4. Our findings provide insight into how Sec16 and Sed4 function interdependently at ERES.
    MeSH term(s) Endoplasmic Reticulum ; Glycosylation ; Membrane Proteins ; Saccharomyces cerevisiae ; Saccharomyces cerevisiae Proteins/genetics
    Chemical Substances Membrane Proteins ; SEC16 protein, S cerevisiae ; Saccharomyces cerevisiae Proteins
    Language English
    Publishing date 2023-05-09
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2993-2
    ISSN 1477-9137 ; 0021-9533
    ISSN (online) 1477-9137
    ISSN 0021-9533
    DOI 10.1242/jcs.261094
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 1200: Show issues Location:
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  2. Article ; Online: Reductive anti-Dizincation of Arylacetylenes.

    Yamaguchi, Haruka / Takahashi, Fumiya / Kurogi, Takashi / Yorimitsu, Hideki

    Chemistry, an Asian journal

    2024  , Page(s) e202400384

    Abstract: Arylacetylenes undergo anti-1,2-dizincation to afford trans-1,2-dizincioalkenes. The process employs sodium dispersion as a reducing agent and zinc chloride TMEDA complex as a reduction-resistant zinc electrophile. This reductive anti-dizincation ... ...

    Abstract Arylacetylenes undergo anti-1,2-dizincation to afford trans-1,2-dizincioalkenes. The process employs sodium dispersion as a reducing agent and zinc chloride TMEDA complex as a reduction-resistant zinc electrophile. This reductive anti-dizincation contrasts with the conventional additive syn-dimetalation like silylzincation. The resulting dizincated alkenes undergo the cross-coupling to yield multi-substituted alkenes stereoselectively.
    Language English
    Publishing date 2024-04-22
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2233006-9
    ISSN 1861-471X ; 1861-4728
    ISSN (online) 1861-471X
    ISSN 1861-4728
    DOI 10.1002/asia.202400384
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  3. Article ; Online: Sodium-Mediated Reductive C-C Bond Cleavage Assisted by Boryl Groups.

    Fukazawa, Mizuki / Takahashi, Fumiya / Kurogi, Takashi / Yorimitsu, Hideki

    Chemistry, an Asian journal

    2024  Volume 19, Issue 8, Page(s) e202400100

    Abstract: In contrast to the well-established oxidative C=C double bond cleavage to give the corresponding carbonyl compounds, little is known about reductive C=C double bond cleavage. Here we report that C-C single bond cleavage in 1,2-diaryl-1,2-diborylethanes ... ...

    Abstract In contrast to the well-established oxidative C=C double bond cleavage to give the corresponding carbonyl compounds, little is known about reductive C=C double bond cleavage. Here we report that C-C single bond cleavage in 1,2-diaryl-1,2-diborylethanes proceeds by reduction with sodium metal to yield α-boryl benzylsodium species. In combination with our previous reductive diboration of stilbenes, the overall transformation represents reductive cleavage of the C=C double bonds of stilbene to yield α-boryl-α-sodiated toluenes. This reductive two-step C=C double bond cleavage is applicable to ring-opening or ring-expansion reactions of polycyclic aromatic hydrocarbons.
    Language English
    Publishing date 2024-03-08
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2233006-9
    ISSN 1861-471X ; 1861-4728
    ISSN (online) 1861-471X
    ISSN 1861-4728
    DOI 10.1002/asia.202400100
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  4. Article ; Online: Mechanistic Investigation of a Synthetic Route to Biaryls by the Sigmatropic Rearrangement of Arylsulfonium Species.

    Yanagi, Tomoyuki / Yorimitsu, Hideki

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2021  Volume 27, Issue 53, Page(s) 13450–13456

    Abstract: A comprehensive mechanistic investigation was conducted on the coupling reaction of aryl sulfoxides with phenols by using trifluoroacetic anhydride to yield biaryls. NMR experiments revealed that our previously proposed mechanism, which consists of a ... ...

    Abstract A comprehensive mechanistic investigation was conducted on the coupling reaction of aryl sulfoxides with phenols by using trifluoroacetic anhydride to yield biaryls. NMR experiments revealed that our previously proposed mechanism, which consists of a cascade of an interrupted Pummerer reaction and a rate-determining [3,3] sigmatropic rearrangement, is reasonable. The electronic effects of the substrates were also evaluated to elucidate the nature of the rearrangement step. Based on experimental observations and theoretical calculations, we conclude that the rearrangement is highly asynchronous and stepwise rather than concerted when electron-rich phenols are employed for the reaction.
    Language English
    Publishing date 2021-08-19
    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.202101735
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  5. Article ; Online: Reductive Ring Opening of Arylcyclopropanecarboxamides Accompanied by Borylation and Enolate Formation.

    Wang, Shuo / Kaga, Atsushi / Kurogi, Takashi / Yorimitsu, Hideki

    Organic letters

    2022  Volume 24, Issue 4, Page(s) 1105–1109

    Abstract: Treatment of arylcyclopropanecarboxamides with a sodium dispersion in the presence of methoxypinacolborane as a reduction-resistant electrophile leads to reductive cleavage of the cyclopropane ring followed by instant trapping with the boron electrophile ...

    Abstract Treatment of arylcyclopropanecarboxamides with a sodium dispersion in the presence of methoxypinacolborane as a reduction-resistant electrophile leads to reductive cleavage of the cyclopropane ring followed by instant trapping with the boron electrophile to yield the enolates of γ-aryl-γ-borylalkanamides. The enolates react further with a different electrophile to yield the corresponding α-substituted amides with
    Language English
    Publishing date 2022-01-25
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.2c00084
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  6. Article ; Online: Special Issue: Recent Advances in Transition-Metal Catalysis.

    Yorimitsu, Hideki / Kotora, Martin / Patil, Nitin T

    Chemical record (New York, N.Y.)

    2021  Volume 21, Issue 12, Page(s) 3335–3337

    Abstract: This special issue "Recent Advances in Transition-Metal Catalysis" containing forty-two personal accounts and seven record reviews, discusses the ascendancy of transition metals in modern organic synthesis. The included articles portray the manifold ... ...

    Abstract This special issue "Recent Advances in Transition-Metal Catalysis" containing forty-two personal accounts and seven record reviews, discusses the ascendancy of transition metals in modern organic synthesis. The included articles portray the manifold application of transition metals in various processes such as addition/cyclization reactions, asymmetric synthesis, olefin metathesis reactions, coupling reactions, C-H bond activation/functionalization reactions. Additionally, reports describing novel organic transformations based on the employment of transition-metal catalysis in the fields of radical chemistry and materials science are also presented in this collection.
    Language English
    Publishing date 2021-12-14
    Publishing country United States
    Document type Editorial
    ZDB-ID 2044646-9
    ISSN 1528-0691 ; 1527-8999
    ISSN (online) 1528-0691
    ISSN 1527-8999
    DOI 10.1002/tcr.202100305
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  7. Article ; Online: Multiply exo-Methylated Corannulenes.

    Miwa, Kazuhira / Aoyagi, Shinobu / Amaya, Toru / Sasamori, Takahiro / Morisako, Shogo / Kurogi, Takashi / Yorimitsu, Hideki

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2023  Volume 29, Issue 52, Page(s) e202301557

    Abstract: The curved π-conjugated surface of bowl-shaped corannulene has been multiply methylated to form exo-di-, -tetra-, and -hexamethylated corannulenes. The multimethylations became possible through in-situ iterative reduction/methylation sequences that ... ...

    Abstract The curved π-conjugated surface of bowl-shaped corannulene has been multiply methylated to form exo-di-, -tetra-, and -hexamethylated corannulenes. The multimethylations became possible through in-situ iterative reduction/methylation sequences that involve the reduction of corannulenes using sodium to form the anionic corannulene species, and the subsequent S
    Language English
    Publishing date 2023-07-24
    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.202301557
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  8. Article ; Online: Multiply exo-Methylated Corannulenes.

    Miwa, Kazuhira / Aoyagi, Shinobu / Amaya, Toru / Sasamori, Takahiro / Morisako, Shogo / Kurogi, Takashi / Yorimitsu, Hideki

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2023  Volume 29, Issue 52, Page(s) e202302443

    Abstract: ... University of Tsukuba), and Hideki Yorimitsu (Kyoto University). The image depicts multiply exo-methylated ...

    Abstract Invited for the cover of this issue are Shinobu Aoyagi (Nagoya City University), Takahiro Sasamori (University of Tsukuba), and Hideki Yorimitsu (Kyoto University). The image depicts multiply exo-methylated corannulenes (flowers) synthesized from corannulene (central large flower) by the reduction with sodium (soil) to form anionic corannulenes and the subsequent methylation with reduction-resistant dimethyl sulfate (butterflies). Read the full text of the article at 10.1002/chem.202301557.
    Language English
    Publishing date 2023-08-16
    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.202302443
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  9. Article: Asymmetric systematic synthesis, structures, and (chir)optical properties of a series of dihetero[8]helicenes.

    Yanagi, Tomoyuki / Tanaka, Takayuki / Yorimitsu, Hideki

    Chemical science

    2021  Volume 12, Issue 8, Page(s) 2784–2793

    Abstract: A series of dihetero[8]helicenes have been systematically synthesized in enantiomerically enriched forms by utilizing the characteristic transformations of the organosulfur functionality. The synthetic route begins with assembling a ternaphthyl common ... ...

    Abstract A series of dihetero[8]helicenes have been systematically synthesized in enantiomerically enriched forms by utilizing the characteristic transformations of the organosulfur functionality. The synthetic route begins with assembling a ternaphthyl common synthetic intermediate from 2-naphthol and bissulfinylnaphthalene through an extended Pummerer reaction followed by facile multi-gram-scale resolution. The subsequent cyclization reactions into dioxa- and dithia[8]helicenes take place with excellent axial-to-helical chirality conversion. Dithia[8]helicene is further transformed into the nitrogen and the carbon analogs by replacing the two endocyclic sulfur atoms
    Language English
    Publishing date 2021-01-29
    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/d1sc00044f
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  10. Article ; Online: Sec16 function in ER export and autophagy is independent of its phosphorylation in

    Yorimitsu, Tomohiro / Sato, Ken

    Molecular biology of the cell

    2019  Volume 31, Issue 3, Page(s) 149–156

    Abstract: Coat protein complex II (COPII) protein assembles at the endoplasmic reticulum exit site (ERES) to form vesicle carrier for transport from the ER to the Golgi apparatus. Sec16 has a critical role in COPII assembly to form ERES. ... ...

    Abstract Coat protein complex II (COPII) protein assembles at the endoplasmic reticulum exit site (ERES) to form vesicle carrier for transport from the ER to the Golgi apparatus. Sec16 has a critical role in COPII assembly to form ERES. Sec16
    MeSH term(s) Autophagy ; COP-Coated Vesicles/metabolism ; Endoplasmic Reticulum/metabolism ; Golgi Apparatus/metabolism ; Membrane Proteins/genetics ; Membrane Proteins/metabolism ; Phosphorylation ; Protein Binding ; Protein Transport ; Saccharomyces cerevisiae/cytology ; Saccharomyces cerevisiae/metabolism ; Saccharomyces cerevisiae Proteins/genetics ; Saccharomyces cerevisiae Proteins/metabolism ; Vesicular Transport Proteins/metabolism
    Chemical Substances Membrane Proteins ; SEC16 protein, S cerevisiae ; Saccharomyces cerevisiae Proteins ; Vesicular Transport Proteins
    Language English
    Publishing date 2019-12-18
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1098979-1
    ISSN 1939-4586 ; 1059-1524
    ISSN (online) 1939-4586
    ISSN 1059-1524
    DOI 10.1091/mbc.E19-08-0477
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    Zs.A 2853: Show issues Location:
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    Zs.MO 410: Show issues

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