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Synthetic Organic Chemistry Laboratory
Mikiko SODEOKA
Chief Scientist
Mikiko SODEOKA (D.Phar.)
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Research Areas

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 transition metal-catalyzed enantioselective reactions to the design and synthesis of intracellular signal transduction modulators and their application to cell biology research. Design and synthesis of selective inhibitors of protein kinases and phosphatases, which are involved in the signal transduction of cell proliferation, aiming for the clarification of the functions of their target enzymes are of particular interest. Clarification of the unknown molecular mechanism of cell death (necrosis) by using our original cell death control molecules is also currently underway. We are also working on the synthesis of ganglioside analogues and several other natural products having interesting biological activities.

Research Subject

  1. Development of novel catalytic enantioselective reactions
  2. Development of selective inhibitors of protein kinases and phosphatases
  3. Development of cell death inhibitors and clarification of their molecular mechanism of action
  4. Development of molecular probes for clarification of human sialidase functions
  5. Development of new chemical method for the chemical biology research

Related links

  1. RIKEN Advanced Science Institute Website_Laboratories PageNew Window
  2. Individual Website Laboratory PageNew Window

RIKEN RESEARCH

May 27, 2011
Tiny probes for living cells
Revealing the inner workings of cells takes a step forward using a newly developed Raman microscopy technique New Window
June 04,2010
Better connections through green catalysis
Finely tuned nickel complexes combine important biomolecular precursors with high efficiency and low environmental impact New Window
May 07, 2010
Moving beyond the genome to fight cancer
The first total synthesis of the complex natural product chaetocin expands the tools to reverse lethal gene expressions New Window
July 03, 2009
Natural products: Cage closed
Synthesis of a complex substructure of a biologically active plant-derived organic compound will allow investigation of its mechanism of action New Window
September 19,2008
Twisting around the palladium
A metal catalyst teaches an old chemical reaction new tricks New Window
April 18,2008
Mimicking molecules
Analogue of a biologically vital molecule will help medical studies New Window
March 14, 2008
Creating new molecules and contributing to drug discovery and biology New Window
September 07, 2007
Putting fluorine in its place
A three-component catalytic system enables the formation of carbon-fluorine bonds at precise positions in organic molecules New Window

List of Selected Publications

  1. Ayako Tsuchiya, Go Hirai, Yusuke Koyama, Kana Oonuma, Yuko Otani, Hiroyuki Osada, and Mikiko Sodeoka.:
    "Dual-specificity Protein Phosphatase CDC25A/B Inhibitor Identified from a Focused Library with Non-electrophilic Enamine Core Structure"
    ACS Med. Chem. Lett. in press
  2. Hiromichi Egami, Shinji Kamisuki, Kosuke Dodo, Miwako Asanuma, Yoshitaka Hamashima and Mikiko Sodeoka.:
    "Catch & release of alkyne-tagged molecules in water by polymer-supported cobalt complex"
    Org. Biomol. Chem. 9, 7667-7670 (2011).
  3. Hiroyuki Yamakoshi, Kosuke Dodo, Masaya Okada, Jun Ando, Almar Palonpon, Katsumasa Fujita, Satoshi Kawata, and Mikiko Sodeoka.:
    "Imaging of EdU, an Alkyne-Tagged Cell Proliferation Probe, by Raman Microscopy"
    J. Am. Chem. Soc. 133, 6102-6105 (2011).
  4. Go Hirai, Ayako Tsuchiya, Yusuke Koyama, Yuko Otani, Kana Oonuma, Kosuke Dodo, Siro Simizu, Hiroyuki Osada, and Mikiko Sodeoka.:
    "Development of a Vaccinia H1-Related (VHR) Phosphatase Inhibitor with a NonAcidic Phosphate-Mimicking Core Structure"
    ChemMedChem, 6, 617-622 (2011).
  5. Eriko Iwasa, Yoshitaka Hamashima, Shinya Fujishiro, Eisuke Higuchi, Akihiro Ito, Minoru Yoshida, and Mikiko Sodeoka.:
    "Total Synthesis of (+)-Chaetocin and its Analogues: Their Histone Methyltransferase G9a Inhibitory Activity"
    J. Am. Chem. Soc. 132, 4078-4079 (2010).
  6. Ayako Nakamura, Sylvain Lectard, Daisuke Hashizume, Yoshitaka Hamashima, and Mikiko Sodeoka.:
    "Diastereo- and Enantioselective Conjugate Addition of α-Ketoesters to Nitroalkenes Catalyzed by a Chiral Ni(OAc)2 Complex under Mild Conditions"
    J. Am. Chem. Soc. 132, 4036-4037 (2010).
  7. Yuou Teng, Katsuya Iuchi, Eriko Iwasa, Shinya Fujishiro, Yoshitaka Hamashima, Kosuke Dodo, and Mikiko Sodeoka.:
    "Unnatural enantiomer of chaetocin shows strong apoptosis-inducing activity through caspase-8/caspase-3 activation"
    Bioorg. Med. Chem. Lett. 20, 5085-5088 (2010).
  8. Ryo Shimizu, Hiromichi Egami, Tatsuya Nagi, Jungha Chae, Yoshitaka Hamashima, and Mikiko Sodeoka.:
    "Direct C2-trifluoromethylation of indole derivatives catalyzed by copper acetate"
    Tetrahedron Lett. 51, 5947-5949 (2010)
  9. Mikiko Sodeoka and Kosuke Dodo.:
    "Development of Selective Inhibitors of Necrosis"
    Chemical Record 10, 308-314 (2010).
  10. Megumi Ohkubo, Go Hirai, and Mikiko Sodeoka.:
    "Synthesis of DFGH-ring System of Type B Physalins : A Characteristic Highly Oxygen-functionalized and Cage-shaped Molecule"
    Angew. Chem. Int. Ed. 48, 3862-3866 (2009).

Members

Principal Investigator

Mikiko SODEOKA
Chief Scientist

Staff Scientist

Go HIRAI
Senior Research Scientist
Kosuke DODO
Research Scientist
Yoshihiro SOHTOME
Research Scientist

Postdoctoral Fellow

Tatsuo SAITO
Special Postdoctoral Researcher
Frederic THUAUD
Visiting Researcher
Joaquin Javier Barjau VALLET
Visiting Researcher
Masaaki OZAWA
Postdoctoral Researcher
Daiki HOJO
Postdoctoral Researcher

Student Trainee

Marie KATO
Student Trainee
Ryo SHIMIZU
Junior Research Associate
Kenji HAYAMIZU
Junior Research Associate
Masaki MORITA
Student Trainee
Eisuke OTA
Junior Research Associate
Motonari SAKAI
Student Trainee
Eri NISHIZAWA
Student Trainee
Genta NAKAMURA
Student Trainee
Yoshihiko USUI
Student Trainee
Yuta KURAMOTO
Student Trainee
Shuntaro KOJIMA
Student Trainee
Yuya HIKONE
Student Trainee

Technical Assistant

Kana OONUMA
Technical Staff II

Visiting Research Staff

Yuki TAMURA
Visiting Scientist
Miwako ASANUMA
Visiting Scientist
Hiromichi EGAMI
Visiting Scientist
Ayato SATO
Visiting Scientist
Tito AKINDELE
Visiting Scientist
Takao YAMAGUCHI
Visiting Scientist
Hiroyuki YAMAKOSHI
Visiting Scientist
Jun ANDO
Visiting Scientist
Masateru OKAZAKI
Visiting Scientist
Ayako MIYAZAKI
Visiting Scientist
Moon-Il KANG
Visiting Scientist
Yohei SAITO
Visiting Scientist
Shuichi NAKANISHI
Visiting Scientist
Shintaro KAWAMURA
Visiting Scientist