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Chief Scientist Laboratories Synthetic Organic Chemistry Laboratory

Chief Scientist: Mikiko Sodeoka (D.Phar.)

Research Summary

Mikiko  Sodeoka(D.Phar.)

Our laboratory focuses on the following research areas based on synthetic organic chemistry: 1) development of new reactions and methodologies for the efficient synthesis of bioactive molecules, 2) design and synthesis of molecules having unique biological activity, 3) biological researches using these unique molecules as biological probes. Our research interests encompass from novel synthetic methods using transition metal-catalysts for fluorine-containing molecules and chiral compounds to the design and synthesis of intracellular signal transduction modulators and their application to cell biology research. In particular, we are focusing on enzymes in charge of chemical modification of proteins, such as phosphorylation and methylation. We are working on design and synthesis of selective inhibitors of such enzymes as well as development of new methods for analyzing chemical modification of proteins. Development of new chemical methodology for identification of target protein/binding site of small bioactive molecules and for their imaging. Clarification of the unknown molecular mechanism of cell death (necrosis) by using our original cell death control molecules is also currently underway.

Main Research Fields

  • Chemistry

Related Research Fields

  • Biological Sciences
  • Medicine, Dentistry & Pharmacy
  • Synthetic Organic Chemistry
  • Chemical Biology

Keywords

  • bioactive molecule
  • catalytic reaction
  • fluorine-containing molecule

Selected Publications

  • 1. Ezawa, T., Sohtome, Y., Hashizume, D., Adachi, M., Akakabe, M., Koshino, H., and Sodeoka, M.:
    "Dynamics in Catalytic Asymmetric Diastereoconvergent (3 + 2) Cycloadditions with Isomerizable Nitrones and α-Keto Ester Enolates"
    J. Am. Chem. Soc. 143, 9094-9104 (2021).
  • 2. Hirai, G., Kato, M., Koshino, H., Nishizawa, E., Oonuma, K., Ota, E., Watanabe, T., Hashizume, D., Tamura, Y., Okada, M., Miyagi, T., and Sodeoka, M.:
    "Ganglioside GM3 Analogues Containing Monofluoromethylene-linked Sialoside: Synthesis, Stereochemical Effects, Conformational Behavior, and Biological Activities"
    JACS Au 1, 137-146 (2021).
  • 3. Sugawara, M., Ohnishi, R., Ezawa, T., Akakabe, M., Sawamura, M., Hojo, D., Hashizume, D., Sohtome,Y., and Sodeoka, M.:
    "Regiodivergent Oxidative Cross-Coupling of Catechols with Persistent tert-Carbon Radicals"
    ACS Catalysis, 10, 12770-12782 (2020).
  • 4. Dodo, K., Shimizu, T., Sasamori, J., Aihara, K., Terayama, N., Nakao, S., Iuchi, K., Takahashi, M., and Sodeoka, M.:
    "Indolylmaleimide Derivative IM-17 Shows Cardioprotective Effects in Ischemia-Reperfusion Injury"
    ACS Med. Chem. Lett. 9, 182-187 (2018).
  • 5. Bartlett, S. L., Sohtome, Y., Hashizume, D., White P. S., Sawamura, M., Johnson, J. S., and Sodeoka, M.:
    "Catalytic Enantioselective [3+2] Cyclization of α-Keto Ester Enolates and Nitrile Oxides"
    J. Am. Chem. Soc. 139, 8661-8666 (2017).
  • 6. Sohtome, Y., Nakamura, G., Muranaka, A., Hashizume, D., Lectard, S., Tsuchimoto, T., Uchiyama, M., and Sodeoka, M.:
    "Naked d-Orbital in a Centrochiral Ni(II) Complex as a Catalyst for Asymmetric [3+2] Cycloaddition
    Nature Comm. 8, 14875 (2017).
  • 7. Ando, J., Asanuma, M., Dodo, K., Yamakoshi, H., Kawata, S., Fujita, K., and Sodeoka, M.:
    "Alkyne-Tag SERS Screening and Identification of Small-Molecule-Binding Sites in Protein"
    J. Am. Chem. Soc. 138, 13901-13910 (2016).
  • 8. Ando, J., Kinoshita, M., Cui, J., Yamakoshi, H., Dodo, K., Fujita, K., Murata, M., and Sodeoka, M.:
    "Sphingomyelin distribution in lipid rafts of artificial monolayer membranes visualized by Raman microscopy"
    Proc. Nat. Acad. Sci. 112, 4546-4551 (2015).
  • 9. Yamaguchi, T., Asanuma, M., Nakanishi, S., Saito, Y., Okazaki, M., Dodo, K., and Sodeoka, M.:
    "Turn-ON Fluorescent Affinity Labeling Using a Small Bifunctional O-Nitrobenzoxadiazole Unit"
    Chem. Sci. 5, 1021-1029 (2014).
  • 10. Yamakoshi, H., Dodo, K., Palonpon, A., Ando, J., Fujita, K., Kawata, S., and Sodeoka, M.:
    "Alkyne-tag Raman Imaging for Visualization of Mobile Small Molecules in Live Cells"
    J. Am. Chem. Soc. 134, 20681-20689 (2012).

Recent Research Results

Annual research report

Related Links

Lab Members

Principal investigator

Mikiko Sodeoka
Chief Scientist

Core members

Kosuke Dodo
Senior Research Scientist
Yoshihiro Sohtome
Senior Research Scientist
Shintaro Kawamura
Senior Scientist
Rajiv Kumar Verma
Research Scientist
Shusuke Egoshi
Special Postdoctoral Researcher
Subha Bakthavatsalam
Postdoctoral Researcher
Kota Koike
Postdoctoral Researcher
Naoki Terayama
Technical Staff I
Mai Akakabe
Technical Staff I
Izumi Saito
Assistant
Xiuling Wang
Research Part-time Worker II
Kanae Saito
Temporary Staffing
Koshi Harada
Temporary Staffing

Contact Information

2-1 Hirosawa, Wako, Saitama 351-0198, Japan
Email: sodeoka [at] riken.jp

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