Kyushu University Academic Staff Educational and Research Activities Database
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TORIKAI Kohei Last modified date:2024.06.03

Assistant Professor / Inorganic and Analytical Chemistry
Department of Chemistry
Faculty of Sciences

Graduate School
Undergraduate School

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Academic Degree
Country of degree conferring institution (Overseas)
Field of Specialization
Natural Product Chemistry, Synthetic Organic Chemistry, Chemical Biology
ORCID(Open Researcher and Contributor ID)
Total Priod of education and research career in the foreign country
Outline Activities
In March 2001, KT got his bachelor degree from Department of Chemistry, School of Science, Osaka University. In March 2007, he got his Ph.D. from Department of Chemistry, Graduate School of Science, Osaka University under the supervision of Prof. Michio Murata. After working as a postdoc in Osaka University (April to September, 2007) and in the University of Tokyo (October 2007 to February 2010, from April 2009 to February 2010, he has been a Research Fellow of JSPS), he started his academic career in Faculty of Pharmaceutical Sciences, University of Shizuoka, as a research assistant professor in March 2010. On 16th November, 2010, he moved to Department of Chemistry, Graduate Faculty of Science, Kyushu University, as a tenured assistant professor.
Research Interests
  • Development of a Novel Protective Group and Its Application to the Total Synthesis of Natural Products
    keyword : Protective Groups, Natural Products Chemistry, Synthetic Organic Chemistry
  • Semisynthesis of Natural Products
    keyword : Natural Products Chemistry, Synthetic Organic Chemistry
  • Selection of Biologically Active Compounds from a Synthetic Library
    keyword : Biological Activity
  • Mode of action study of ladder-shaped polyethers
    keyword : ladder-shaped polyether, chemical biology, natural product chemistry, synthetic organic chemistry, flow-micro synthesis
Academic Activities
1. Karak, M.; Joh, Y.; Khodjaniyazov, K. U.; Sagdullaev, S. S.; Oishi, T.; Torikai, K.*, Simple Apparatus for Adding Small Amounts of Powder Materials under an Inert Atmosphere, Synlett, 10.1055/s-0039-1690689, 30, 2058-2061, 2019.10, [URL], Addition of reactants under an inert atmosphere is a fundamental but extremely important technique in synthetic chemistry. Although this is achievable in many cases by using a glove box or a Schlenk-and-syringe technique, the direct addition of powder (solid) materials without contamination by air or moisture has been difficult, especially in the later stages of a reaction. Here, we offer a simple and small apparatus to realize powder addition with easy handling. Use of this apparatus permitted one-pot glycosylation reactions that required extremely dry conditions to be performed in a highly reproducible manner..
2. Karak, M.; Joh, Y.; Suenaga, M.; Oishi, T.; Torikai, K.*, 1,2-trans Glycosylation via Neighboring Group Participation of 2-O-Alkoxymethyl Groups: Application to One-Pot Oligosaccharide Synthesis, Org. Lett., 10.1021/acs.orglett.9b00220, 21, 1221-1225, 2019.01, [URL], The use of 2-O-alkoxymethyl groups as effective stereodirecting substituents for the construction of 1,2-trans glycosidic linkages is reported. The observed stereoselectivity arises from the intramolecular formation of a five-membered cyclic architecture between the 2-O-alkoxymethyl substituent and the oxocarbenium ion, which provides the expected facial selectivity. Furthermore, the observed stereocontrol and the extremely high reactivity of 2-O-alkoxymethyl-protected donors allowed developing a one-pot sequential glycosylation strategy that should become a powerful tool for the assembly of oligosaccharides..
3. Torikai, K.*, Koga, R., Liu, X., Umehara, K., Kitano, T., Watanabe, K., Oishi, T., Noguchi, H., Shimohigashi, Y., Design and Synthesis of Benzoacridines as Estrogenic and Anti-Estrogenic Agents, Bioorg. Med. Chem., 10.1016/j.bmc.2017.07.067, 25, 5216-5237, 2017.07, [URL].
4. Sato, T., Oishi, T., Torikai, K.*, 2-Naphthylmethoxymethyl as a Mildly Introducible and Oxidatively Removable Benzyloxymethyl-Type Protecting Group, Org. Lett., 10.1021/acs.orglett.5b01408, 17, 3110-3113, 2015.06, [URL].
5. Torikai, K., Suga, H.*, Ribosomal Synthesis of an Amphotericin-B Inspired Macrocycle, J. Am. Chem. Soc., 136, 17359-17361, 2014.12, [URL].
6. Torikai, K.; Watanabe, K.; Minato, H.; Imaizumi, T.; Murata, M.; Oishi, T.*, Convergent synthesis of the A-J ring system of yessotoxin, Synlett, 2368, 2008.08.
7. Torikai, K.; Oishi, T.*; Ujihara, S.; Matsumori, N.; Konoki, K.; Murata, M.; Aimoto, S. , Design and synthesis of ladder-shaped tetracyclic, heptacyclic, and decacyclic ethers and evaluation of the interaction with transmembrane proteins, J. Am. Chem. Soc., 10.1021/ja801576v, 130, 10217, 2008.07.
8. Torikai, K.*; Otsuka, Y.; Nishimura, M.; Sumida, M.; Kawai, T.; Sekiguchi, K.; Ueda, I., Synthesis and DNA cleaving activity of water-soluble non-conjugated thienyl tetraynes, Bioorg. Med. Chem., 16, 5441, 2008.04.
1. Torikai, K., 1,2-trans Glycosylation Using 2-O-Alkoxymethyl Donors and a Solid Addition Funnel, PNU BK21 Pharm 4.0 International Online Symposium on Pharmaceutical and Biomedical Sciences, 2023.02.
2. Torikai, K., One Pot 1,2-trans Oligosaccharide Synthesis Using 2-O-Alkoxymethyl Donors and an Airless Feed Tap, Pacifichem 2021, 2021.12.
3. Torikai, K., Bioorganic Chemistry Using Natural-Products-Inspired Artificial Compounds, Seminar in Organic Chemistry, 2018.11.
4. Torikai, K., Bioorganic Chemistry Using Natural-Products-Inspired Artificial Compounds, VI WORKSHOP DE QUÍMICA – SÍNTESE ORGÂNICA, SOCIEDADE BRASILEIRA DE QUÍMICA, REGIONAL VIÇOSA, 2018.11.
5. Torikai, K., Novel aspects of alkoxymethyl protecting groups, 32 Encontro Regional da Sociedade Brasileira de Quimica, Minas Gerais, 2018.11, [URL], 1)我々が開発した新奇アルコキシメチル系保護基である2-ナフチルメトキシメチル基の有用性,および2)アルコキシメチル基を隣接関与基として利用した新奇1,2-トランス選択的グリコシル化反応について講演した..
6. ○Torikai, K.; Sato, T.; Joh, Y.; Karak, M.; Oishi, T.; Suenaga, M., Development of Novel Benzyloxymethyl Protecting Groups and Their Application to the Stereoselective Glycosylation, 255th ACS National Meeting 2018, 2018.03.
7. ○Torikai, K., 2-Naphthylmethoxymethyl: A mildly introducible and oxidatively removable benzyloxymethoxymethyl-type protecting group, International Conference on Organic Chemistry, 2016.08.
8. Sato, T., Oishi, T., ○Torikai, K.*, 2-Naphthylmethoxymethyl (NAPOM) Group -a New Member of the BOM Protective Group Family-, Pacifichem 2015, 2015.12.
9. Sato, T., Oishi, T., ○Torikai, K., 2-Naphthylmethoxymethyl as a Mildly Introducible and Oxidatively Removable Benzyloxymethyl-Type Protecting Group, The 13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13), 2015.11.
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Membership in Academic Society
  • The American Chemical Society
  • Japanese Society for Chemical Biology
  • The Society of Synthetic Organic Chemistry, Japan
  • The Chemical Society of Japan
  • BCSJ Award
Educational Activities
・Instruction of the research in the lab. to graduate and undergraduate students.
・Instruction and review in the research-review program for graduate (1st year) students.
・Review of master thesis for graduate (2nd year) students.
・Instruction of the common experiments in the field of organic chemistry to undergraduate (junior) students.
・Instruction of the basic experimental handlings to undergraduate (sophomore) students.
Professional and Outreach Activities
Talks for high school students and non-specialists were carried out. .