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ORIGINAL RESEARCH article

Front. Chem.
Sec. Organic Chemistry
Volume 12 - 2024 | doi: 10.3389/fchem.2024.1451468
This article is part of the Research Topic Synthesis, Structural Analysis, and Conformational Behavior of BODIPY Dyes and Their Congeners View all articles

Synthesis of the BODIPY FL-tethered Ridaifen-B, RID-B-BODIPY and Its Localization in Cancer Cells

Provisionally accepted
Takatsugu Murata Takatsugu Murata 1*Kyoka Komukai Kyoka Komukai 1*Yuta Semba Yuta Semba 2Eri Murata Eri Murata 1*Fumi Sato Fumi Sato 1*Tomohiro Takano Tomohiro Takano 1*Kaho Tsuchiya Kaho Tsuchiya 1*Chihiro Matsuda Chihiro Matsuda 1*Anju Sakai Anju Sakai 1*Amane Yoneoka Amane Yoneoka 1*Shunsuke Takahashi Shunsuke Takahashi 1*Yukitoshi Nagahara Yukitoshi Nagahara 2*Isamu Shiina Isamu Shiina 1*
  • 1 Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
  • 2 Department of Science and Engineering, Faculty of Science and Engineering, Tokyo Denki University, Saitama, Kanagawa, Japan

The final, formatted version of the article will be published soon.

    We synthesized Ridaifen-B Boron dipyrromethene (RID-B-BODIPY) using 2-methyl-6-nitro benzoic anhydride (MNBA)-mediated dehydration condensation reaction between amino alkyltethered RID and BODIPY FL. Comparative experiments between dicyclohexylcarbodiimide (DCC) and MNBA for their coupling reactions demonstrated that MNBA is an effective condensation reagent for amines and BODIPY FL. A cell staining study with RID-B-BODIPY showed intracellular localization of BODIPY FL fluorescence, attributed to the RID-B structure, indicating the successful development of a tool for analyzing intracellular molecular behavior efficiently.

    Keywords: MNBA, BODIPY FL, Dehydration condensation, BODIPY, Ridaifen

    Received: 19 Jun 2024; Accepted: 26 Jul 2024.

    Copyright: © 2024 Murata, Komukai, Semba, Murata, Sato, Takano, Tsuchiya, Matsuda, Sakai, Yoneoka, Takahashi, Nagahara and Shiina. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

    * Correspondence:
    Takatsugu Murata, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Kyoka Komukai, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Eri Murata, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Fumi Sato, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Tomohiro Takano, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Kaho Tsuchiya, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Chihiro Matsuda, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Anju Sakai, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Amane Yoneoka, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Shunsuke Takahashi, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan
    Yukitoshi Nagahara, Department of Science and Engineering, Faculty of Science and Engineering, Tokyo Denki University, Saitama, Kanagawa, Japan
    Isamu Shiina, Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan

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