慶應義塾研究者情報データベース

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• 2024年04月

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  継続中

  慶應義塾大学, 理工学部 化学科, 助教(有期)

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• 2015年04月

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  2019年03月

  名古屋大学, 理学部, 化学科

• 2019年04月

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  2021年03月

  名古屋大学, 大学院理学研究科, 物質理学専攻(化学系)

• 2021年04月

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  2024年03月

  関西学院大学, 理工学部, 化学科

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• ナノテク・材料 / 有機合成化学

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• ケミカルバイオロジー

• 光化学

• 有機合成化学

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• Photoinduced dehydrogenation of protected piperazines

  Kokoro Nowaki, Bumpei Maeda, Kei Murakami

  Chemistry Letters （Oxford University Press (OUP)）  53 （ 3 ）  2024年03月

  ISSN  0366-7022

  　概要を見る

  Abstract
  
  Piperazine represents one of the most important building blocks of pharmaceuticals. Hence, the development of various piperazine derivatives is important. Herein we report photoinduced dehydrogenation of protected piperazines. The reaction proceeded with various alkyl-substituted piperazines. The resulting products have electron-rich olefin moieties that can react with benzyne, carbene, or acyl anhydride.

  • Access to Document (DOI)

• Functionalized Polyamine Synthesis with Photoredox Catalysis

  Yuta Makihara, Bumpei Maeda, Ryohei Akiyoshi, Daisuke Tanaka, Kei Murakami

  Chemistry – A European Journal （Wiley）  30 （ 15 ）  2024年02月

  ISSN  0947-6539

  　概要を見る

  Abstract
  
  Polyamines, such as putrescine and spermidine, are pivotal in various biological processes across living organisms. Despite their significance, structurally modified polyamines offer a less‐explored avenue for discovering bioactive compounds. The limitation is attributed to the synthetic difficulty of accessing functionalized polyamines. In this study, we accomplished photoredox‐catalyzed functionalization of polyamines to diversify their structure. The rapid functionalization allows attaching fluorophores to the target polyamine, facilitating the development of molecular probes for advancing chemical biology studies.

  • Access to Document (DOI)

• Recent advancement in the synthesis of isothiocyanates

  Bumpei Maeda, Kei Murakami

  Chemical Communications （Royal Society of Chemistry (RSC)）  60 （ 21 ） 2839 - 2864 2024年

  ISSN  1359-7345

  　概要を見る

  Isothiocyanates exhibit diverse bioactivities and reactivities. This review describes a comprehensive summary of recent advances in isothiocyanate synthesis with a focus on substrate categorization.

  • Access to Document (DOI)

• Synthesis of <i>N</i>-β-brominated alkenyl isothiocyanates <i>via</i> dehydrogenation of alkyl isothiocyanates

  Bumpei Maeda, Ryohei Akiyoshi, Daisuke Tanaka, Kohei Sato, Kei Murakami

  Chemical Communications （Royal Society of Chemistry (RSC)）  2024年

  ISSN  1359-7345

  　概要を見る

  A new dehydrogenative synthesis of alkenyl isothiocyanates has been developed; the reaction provides compounds with bromo and isothiocyanate groups. The products are applicable to various further transformations.

  • Access to Document (DOI)

• Identification and improvement of isothiocyanate-based inhibitors on stomatal opening to act as drought tolerance-conferring agrochemicals

  Yusuke Aihara, Bumpei Maeda, Kanna Goto, Koji Takahashi, Mika Nomoto, Shigeo Toh, Wenxiu Ye, Yosuke Toda, Mami Uchida, Eri Asai, Yasuomi Tada, Kenichiro Itami, Ayato Sato, Kei Murakami, Toshinori Kinoshita

  Nature Communications （Springer Science and Business Media LLC）  14 （ 1 ）  2023年05月

  　概要を見る

  Abstract
  
  Stomatal pores in the plant epidermis open and close to regulate gas exchange between leaves and the atmosphere. Upon light stimulation, the plasma membrane (PM) H⁺-ATPase is phosphorylated and activated via an intracellular signal transduction pathway in stomatal guard cells, providing a primary driving force for the opening movement. To uncover and manipulate this stomatal opening pathway, we screened a chemical library and identified benzyl isothiocyanate (BITC), a Brassicales-specific metabolite, as a potent stomatal-opening inhibitor that suppresses PM H⁺-ATPase phosphorylation. We further developed BITC derivatives with multiple isothiocyanate groups (multi-ITCs), which demonstrate inhibitory activity on stomatal opening up to 66 times stronger, as well as a longer duration of the effect and negligible toxicity. The multi-ITC treatment inhibits plant leaf wilting in both short (1.5 h) and long-term (24 h) periods. Our research elucidates the biological function of BITC and its use as an agrochemical that confers drought tolerance on plants by suppressing stomatal opening.

  • Access to Document (DOI)

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• 自然科学実験

  2024年度

• 化学実験第２

  2024年度