You see why the pic is the leapfrog.

Pics of Lab.


Our picture went on a cover of “Chem. asian J.”


Synthetic Inhibitors of Proteins

Inhibitors of influenza virus   
Watch slides../MITILS/Slide_dual.html

We aimed to develop “dual functional” inhibitors targeted against influenza hemagglutinin and sialidase. Our dream is to reduce the emergence of drug-resistant strains.

  1. 箇条書き項目Sun, X.-L. et al. Eur. J. Org. Chem., 2000, 14, 2643-2653.

  2. 箇条書き項目Guo, C.-T. et al. Glycobiology, 2002, 12, 183-190.

Inhibitors of glycosidases: azasugars and carbasugars


Five membered azasugars are potent inhibitors of glycosidases. The type of compound is considered to mimic a transition state. We started the project at RIKEN institute with Prof. Chi-Huey Wong. Up until now, we fond very strong and specific inhibitors against GlcNAc-ase and GalNAc-ase, respectively.

  1. 箇条書き項目Takebayashi, M. et al. J. Org. Chem., 1999, 64, 5280-5291.

  2. 箇条書き項目Saotome, C. et al. Bioorg. Med. Chem., 2000, 8, 2249-2261.

  3. 箇条書き項目Saotome, C. et al. Chem. Biol., 2001, 8, 1061-1070.

  4. 箇条書き項目Nakahara, T. et al. Carbohydr. Res., 2008, 343, 1624-1635.

Polymeric inhibitors         
Watch slides../MITILS/Slide_polymer.html

GM3 containing polymer (polyglutamate) was found to be extremely potent inhibitor of influenza infection. The substitution content of the ligand glycan is surprisingly ca 1%.

  1. 箇条書き項目Kamitakahara, H. et al. Angew. Chem. Int. Ed., 1998, 37, 1524-1528.

Alpha-Galactosyl Ceramide

Synthesis and evaluation of analogues of alpha-Gal-Cer

Collaboration with Dr. Shimamura. We discovered alpha-Man-Cer specifically induced a NKT cell repertoire.

  1. 箇条書き項目Shimamura, M. et al. Eur J Immunol, 2004, 34, 735-742.

  2. 箇条書き項目Okamoto, N. et al. Chem. Biol. 2005, 12, 677-683.

Synthetic methodology in oligosaccharide synthesis

Orthogonal glycosylation      
learn more about itOrthogonal_coupling.html

  1. 箇条書き項目Kanie, O. et al. J. Am. Chem. Soc., 1994, 116, 12073-12074.

  2. 箇条書き項目Kanie, O. et al Tetrahedron Lett., 1996, 37, 4551-4554.

  3. 箇条書き項目Ito, Y. et al. Angew. Chem. Int. Ed., 1996, 35, 2510-2512.

Hydrogenation with Pd nanoparticles

A new catalyst for the hydrogenation! A stable nanoparticle of Palldium(0) is very much stronger catalyst than ordinary Pd/C, and it works for solid-phase synthesis.

We confirmed this particle is stable for more than 10 years as a solution.

  1. 箇条書き項目Kanie, O. et al. Angew. Chem. Int. Ed., 2000, 39, 4545-4547.

Monitoring of solid-phase reactions by 13C NMR

A non-destructive method of quantitative monitoring of solid-phase synthesis. A set of stable isotopes were used to monitor the reaction course where one is used as "a stationary beacon".

  1. 箇条書き項目Kanemitsu, T. et al. Angew. Chem. Int. Ed., 1998, 38, 3415-3418.

  2. 箇条書き項目Kanemitsu, T. et al. J. Am. Chem. Soc, 2002, 124, 3591-3599.

  3. 箇条書き項目Kanemitsu, T. et al. J. Carbohydr. Chem., 2006, 25, 361-376.

Combinatorial oligosaccharide library

A most challenging chemistry, synthesis of a combinatoial oligosaccharide library.

  1. 箇条書き項目Suzuki, K. et al. J. Carbohydr. Chem, 2005, 24, 219-236.

  2. 箇条書き項目Kanie, O. et al. Angew. Chem. Int. Ed., 2006, 45, 3851-3854.

  3. 箇条書き項目Ohtsuka, I. et al. Carbohydr. Res., 2006, 341, 1476-1487

  4. 箇条書き項目Ako, T. et al. Chem. Asian J., 2006, 1, 798-813.