Details of the Researcher

PHOTO

Masaya Kumashiro
Section
Graduate School of Pharmaceutical Sciences
Job title
Assistant Professor
Degree
e-Rad No.
81003019

Research History 1

  • 2024/04 - Present
    Tohoku University　Graduate School of Pharmaceutical Sciences　Assistant Professor

Education 2

  • Tohoku University　Graduate School of Pharmaceutical Sciences

    2019/04 - 2024/03

  • Kitasato University　School of Pharmaceutical Sciences

    2015/04 - 2019/03

Research Areas 2

  • Nanotechnology/Materials / Synthetic organic chemistry /

  • Life sciences / Pharmaceuticals - chemistry and drug development /

Papers 2

  1. Recent highlights of the total synthesis of cyclic peptide natural products Peer-reviewed

    Takayuki Doi, Masaya Kumashiro, Kosuke Ohsawa

    Natural Product Reports　42　(8)　1265-1275　2025

    Publisher: Royal Society of Chemistry (RSC)

    DOI： 10.1039/d4np00056k 　

    ISSN： 0265-0568

    eISSN： 1460-4752

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    This review described the total synthesis of naturally occurring cyclic peptides covering 2020 to 2022 paying particular attention to the construction of their unique structures via macrocyclization.

  2. Photocatalyzed Oxidative Decarboxylation Forming Aminovinylcysteine Containing Peptides Peer-reviewed

    Masaya Kumashiro, Kosuke Ohsawa, Takayuki Doi

    Catalysts　12　(12)　1615-1615　2022/12/09

    Publisher: MDPI AG

    DOI： 10.3390/catal12121615 　

    eISSN： 2073-4344

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    The formation of (2S,3S)-S-[(Z)-aminovinyl]-3-methyl-D-cysteine (AviMeCys) substructures was developed based on the photocatalyzed-oxidative decarboxylation of lanthionine-bearing peptides. The decarboxylative selenoetherification of the N-hydroxyphthalimide ester, generated in situ, proceeded under mild conditions at −40 °C in the presence of 1 mol% of eosin Y-Na2 as a photocatalyst and the Hantzsch ester. The following β-elimination of the corresponding N,Se-acetal was operated in a one-pot operation, led to AviMeCys substructures found in natural products in moderate to good yields. The sulfide-bridged motif, and also the carbamate-type protecting groups, such as Cbz, Teoc, Boc and Fmoc groups, were tolerant under the reaction conditions.