Akihiro Imamura

Summary

Affiliation: University of Alberta
Country: Canada

Publications

  1. doi request reprint Ganglioside GQ1b: efficient total synthesis and the expansion to synthetic derivatives to elucidate its biological roles
    Akihiro Imamura
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    J Org Chem 74:3009-23. 2009
  2. doi request reprint Extending the glucosyl ceramide cassette approach: application in the total synthesis of ganglioside GalNAc-GM1b
    Miku Konishi
    Department of Applied Bio organic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 18:15153-81. 2013
  3. doi request reprint Design and efficient synthesis of novel GM2 analogues with respect to the elucidation of the function of GM2 activator
    Tatsuya Komori
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, Gifu, Japan
    Glycoconj J 25:647-61. 2008
  4. doi request reprint Study on systematizing the synthesis of the a-series ganglioside glycans GT1a, GD1a, and GM1 using the newly developed N-Troc-protected GM3 and GalN intermediates
    Tatsuya Komori
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Carbohydr Res 344:1453-63. 2009
  5. doi request reprint Synthesis of seleno-fucose compounds and their application to the X-ray structural determination of carbohydrate-lectin complexes using single/multi-wavelength anomalous dispersion phasing
    Junpei Shimabukuro
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu 501 1193, Japan Institute for Integrated Cell Material Sciences WPI iCeMS, Kyoto University, Yoshida Ushinomiya cho, Sakyo ku, Kyoto 606 8501, Japan
    Bioorg Med Chem . 2016
  6. doi request reprint Design and synthesis of versatile ganglioside probes for carbohydrate microarrays
    Akihiro Imamura
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Glycoconj J 25:269-78. 2008
  7. pmc Structure-Activity Relationship Study of the Neuritogenic Potential of the Glycan of Starfish Ganglioside LLG-3 (‡)
    Megumi Yamagishi
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Mar Drugs 13:7250-74. 2015
  8. doi request reprint A new chemical approach to human ABO histo-blood group type 2 antigens
    Atsushi Hara
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 19:414-37. 2013
  9. doi request reprint Design and synthesis of a novel ganglioside ligand for influenza A viruses
    Tomohiro Nohara
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 17:9590-620. 2012
  10. ncbi request reprint Synthesis of the disialic acid-embedded glycan part of ganglioside HPG-1
    Hiroyo Shimizu
    Department of Applied Bio organic Chemistry, Gifu University, Gifu, Japan
    Biosci Biotechnol Biochem 75:2079-82. 2011

Collaborators

  • Hiromune Ando
  • Yu Teh Li
  • Ten Feizi
  • Soichi Wakatsuki
  • Takashi Suzuki
  • Kazuya I P J Hidari
  • Yasuo Suda
  • Hideharu Ishida
  • Makoto Kiso
  • Tatsuya Komori
  • Hideki Tamai
  • Miku Konishi
  • Kohki Fujikawa
  • Maiko Tanase
  • Junpei Shimabukuro
  • Daisuke Kobayashi
  • Kenta Goto
  • Megumi Yamagishi
  • Haruka Hirose
  • Atsushi Hara
  • Tomohiro Nohara
  • Shinya Nakashima
  • Hiroyo Shimizu
  • Tetsuro Sato
  • Takayuki Ando
  • Tomoaki Fuse
  • Tomoya Yamaji
  • Kazuya Nagao
  • Maki Sawa
  • Hisayoshi Makyio
  • Yosuke Nishikawa
  • Ryuichi Kato
  • Akiharu Ueki
  • Masato Kawasaki
  • Chao Gao
  • Ritsuko Hosoda-Yabe
  • Tomio Yabe
  • Maho Yamaguchi
  • Yuki Iwayama
  • Nobuhiro Yuki
  • Su Chen Li
  • Naoki Sawada

Detail Information

Publications21

  1. doi request reprint Ganglioside GQ1b: efficient total synthesis and the expansion to synthetic derivatives to elucidate its biological roles
    Akihiro Imamura
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    J Org Chem 74:3009-23. 2009
    ..Furthermore, unnatural-type GQ1b derivatives were synthesized systematically in good yields by capitalizing on a similar approach in order to elucidate their biological roles...
  2. doi request reprint Extending the glucosyl ceramide cassette approach: application in the total synthesis of ganglioside GalNAc-GM1b
    Miku Konishi
    Department of Applied Bio organic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 18:15153-81. 2013
    ..The succinyl ester linker was the best for accessing the cassette form. The newly designed glucosyl ceramide cassette acceptor was then applied in the total synthesis of ganglioside GalNAc-GM1b. ..
  3. doi request reprint Design and efficient synthesis of novel GM2 analogues with respect to the elucidation of the function of GM2 activator
    Tatsuya Komori
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, Gifu, Japan
    Glycoconj J 25:647-61. 2008
    ....
  4. doi request reprint Study on systematizing the synthesis of the a-series ganglioside glycans GT1a, GD1a, and GM1 using the newly developed N-Troc-protected GM3 and GalN intermediates
    Tatsuya Komori
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Carbohydr Res 344:1453-63. 2009
    ..Furthermore, the novel GM2 acceptor served as a good coupling partner during glycosylation with galactosyl, sialyl galactosyl, and disialyl galactosyl donors, successfully producing the GM1, GD1a, and GT1a glycans...
  5. doi request reprint Synthesis of seleno-fucose compounds and their application to the X-ray structural determination of carbohydrate-lectin complexes using single/multi-wavelength anomalous dispersion phasing
    Junpei Shimabukuro
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu 501 1193, Japan Institute for Integrated Cell Material Sciences WPI iCeMS, Kyoto University, Yoshida Ushinomiya cho, Sakyo ku, Kyoto 606 8501, Japan
    Bioorg Med Chem . 2016
    ..The three-dimensional structures of a fucose-binding lectin complexed with several of these MeSe-fucoses have been determined by SAD/MAD phasing by utilizing the diffraction of selenium in the bound MeSe-fucoses...
  6. doi request reprint Design and synthesis of versatile ganglioside probes for carbohydrate microarrays
    Akihiro Imamura
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Glycoconj J 25:269-78. 2008
    ..A series of ganglioside GM1-, GM2-, and GM3-type probes, in which the ceramide portion is replaced with a glucose residue, were systematically synthesized based on a convergent synthetic method...
  7. pmc Structure-Activity Relationship Study of the Neuritogenic Potential of the Glycan of Starfish Ganglioside LLG-3 (‡)
    Megumi Yamagishi
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Mar Drugs 13:7250-74. 2015
    ..Therefore, we concluded that the trisaccharide promotes neurite extension in SH-SY5Y cells via MAPK/ERK signaling, not Akt signaling. ..
  8. doi request reprint A new chemical approach to human ABO histo-blood group type 2 antigens
    Atsushi Hara
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 19:414-37. 2013
    ..The proposed synthetic scheme provides an alternative to existing procedures for preparing ABO blood group antigens. ..
  9. doi request reprint Design and synthesis of a novel ganglioside ligand for influenza A viruses
    Tomohiro Nohara
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 17:9590-620. 2012
    ..Examination of its binding activity to influenza A viruses revealed that the new ligand is recognized by Neua2-3 and 2-6 type viruses...
  10. ncbi request reprint Synthesis of the disialic acid-embedded glycan part of ganglioside HPG-1
    Hiroyo Shimizu
    Department of Applied Bio organic Chemistry, Gifu University, Gifu, Japan
    Biosci Biotechnol Biochem 75:2079-82. 2011
    ....
  11. doi request reprint A first total synthesis of a hybrid-type ganglioside associated with amyotrophic lateral sclerosis-like disorder
    Shinya Nakashima
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Chemistry 17:588-97. 2011
    ..Global deprotection delivered homogenous ganglioside X1, with which serum from the patient was reacted...
  12. doi request reprint Di-tert-butylsilylene-directed alpha-selective synthesis of p-nitrophenyl T-antigen analogues
    Tetsuro Sato
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Glycoconj J 26:83-98. 2009
    ..The assembly of these synthetic probes was accomplished efficiently, based on di-tert-butylsilylene(DTBS)-directed alpha-galactosylation as a key reaction...
  13. ncbi request reprint The Origin of High Stereoselectivity in Di-tert-butylsilylene-Directed α-Galactosylation
    Akihiro Imamura
    Department of Applied Bio organic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu 501 1193, Japan
    J Org Chem 81:9086-9104. 2016
    ..Furthermore, it was found that the strong stereodirecting effect of the DTBS group was unique and specific among the various cyclic protecting groups examined...
  14. doi request reprint The Total Synthesis of Starfish Ganglioside GP3 Bearing a Unique Sialyl Glycan Architecture
    Kenta Goto
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu, 501 1193, Japan, Fax
    Chemistry 22:8323-31. 2016
    ..Final conjugation of the octasaccharyl donor and glucosyl ceramide acceptor produced the protected target compound in high yield, which underwent global deprotection to successfully deliver ganglioside GP3. ..
  15. doi request reprint Synthesis of a GM3 ganglioside analogue carrying a phytoceramide moiety by intramolecular glycosylation as a key step
    Kohki Fujikawa
    Department of Applied Bio organic Chemistry, Faculty of Applied Biological Sciences, Gifu University, Gifu 501 1193, Japan
    Carbohydr Res 343:2729-34. 2008
    ....
  16. doi request reprint Efficient Synthesis of the Lewis A Tandem Repeat
    Daisuke Kobayashi
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Molecules 21:. 2016
    ....
  17. pmc Total syntheses of disulphated glycosphingolipid SB1a and the related monosulphated SM1a
    Haruka Hirose
    Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Org Biomol Chem 13:11105-17. 2015
    ..The binding of the synthetic sulphoglycolipids by the carcinoma-specific monoclonal antibody AE3 was investigated using carbohydrate microarray technology. ..
  18. doi request reprint A 5-Ureido-Modified Sialyl Donor: A Tool for the Synthesis of α-Sialosides
    Maiko Tanase
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan
    Org Lett 18:1454-7. 2016
    ..Successful application of the C5-ureido sialyl donor to the synthesis of a sialoside confirmed the usefulness of the present method. ..
  19. ncbi request reprint Synthesis and enzymatic susceptibility of a series of novel GM2 analogs
    Tomoaki Fuse
    Department of Applied Bio organic Chemistry, Gifu University, Gifu 501 1193, Japan
    Glycoconj J 23:329-43. 2006
    ..The result on hydrolysis of GM2 analogs indicates that GM2 activator protein requires one spacer sugar between GM2 epitope and the lipid moiety to assist the hydrolysis of the terminal GalNAc residue...
  20. ncbi request reprint Di-tert-butylsilylene-directed alpha-selective synthesis of 4-methylumbelliferyl T-antigen
    Akihiro Imamura
    Department of Applied Bioorganic Chemistry, Gifu University, Gifu 501 1193, Japan
    Org Lett 7:4415-8. 2005
    ....
  21. doi request reprint Expanded potential of seleno-carbohydrates as a molecular tool for X-ray structural determination of a carbohydrate-protein complex with single/multi-wavelength anomalous dispersion phasing
    Tatsuya Suzuki
    Department of Applied Bioorganic Chemistry, Gifu University, 1 1 Yanagido, Gifu shi, Gifu 501 1193, Japan Institute for Integrated Cell Material Sciences WPI iCeMS, Kyoto University, Yoshida Ushinomiya cho, Sakyo ku, Kyoto 606 8501, Japan
    Bioorg Med Chem 22:2090-101. 2014
    ..The structure of human galectin-9 NCRD co-crystallized with 6-MeSe-lactose was determined with single/multi-wavelength anomalous dispersion (SAD/MAD) phasing and was similar to that of the co-crystal with natural lactose...