Centers & Labs

Chief Scientist Laboratories

Synthetic Organic Chemistry Laboratory

Chief Scientist: Mikiko Sodeoka (D.Phar.)
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 Field

Chemistry

Related Research Fields

Biological Sciences / Medicine, dentistry, and pharmacy

Synthetic Organic Chemistry / Chemical Biology

Keywords

  • bioactive molecule
  • catalytic reaction
  • fluorine-containing molecule

Selected Publications

  1. 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).
  2. 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).
  3. 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).
  4. Kawamura, S., and Sodeoka, M.:
    "Perfluoroalkylation of Unactivated Alkenes with Acid Anhydrides as the Perfluoroalkyl Source"
    Angew. Chem. Int. Ed. 55, 8740-8743 (2016).
  5. Kawamura, S., Egami. H., and Sodeoka, M.:
    "Aminotrifluoromethylation of Olefins via Cyclic Amine Formation: Its Mechanistic Study and Application to Synthesis of Trifluoromethylated Pyrrolidines"
    J. Am. Chem. Soc. 137, 4865-4873 (2015).
  6. Hirai, G., and Sodeoka, M.:
    "Focused Library with Core Structure Extracted from Natural Products and Modified: Application to Phosphatase Inhibitors and Several Biochemical Findings"
    Acc. Chem. Res. 48, 1464-1473 (2015).
  7. 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).
  8. Egami, H., and Sodeoka, M.:
    "Recent Progress on Trifluoromethylation of Alkenes with Concomitant Introduction of Additional Functional Groups"
    Angew. Chem. Int. Ed. 53, 2894-8308 (2014).
  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).

Lab Members

Principal Investigator

Mikiko Sodeoka
Chief Scientist

Core Members

Kosuke Dodo
Senior Research Scientist
Yoshihiro Sohtome
Research Scientist
Shintaro Kawamura
Research Scientist
Miwako Asanuma
Postdoctoral Researcher
Shusuke Egoshi
Postdoctoral Researcher
Masumi Sugawara
Postdoctoral Researcher
Shuhei Nakao
Postdoctoral Researcher
Taki Sakai
Postdoctoral Researcher
Koichi Fujiwara
Postdoctoral Researcher
Elena Valverde Murillo
Visiting Researcher
Naoki Terayama
Technical Staff I
Mai Akakabe
Technical Staff I
Daisuke Sekine
Technical Staff I
Yu Mikame
Junior Research Associate
Cassandra Henderson
Student Trainee
Fumihiko Natori
Student Trainee
Rikako Ohnishi
Student Trainee
Izumi Saito
Assistant
Xiuling Wang
Part-time Worker
Tomomi Fukuda
Temporary Staffing
Miho Tanaka
Temporary Staffing

Contact information

2-1 Hirosawa, Wako, Saitama 351-0198, Japan

Email: sodeoka [at] riken.jp

Related links

Recent research results

Annual research report