Elucidation of sialyl LeX-serectin interaction by photoaffinty labelling

• Project/Area Number: 24790033
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Kyushu University of Health and Welfare
• Principal Investigator: OHTSUKA Isao 九州保健福祉大学, 薬学部, 准教授 (20389589)
• Project Period (FY): 2012-04-01 – 2014-03-31
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000); Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2012: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
• Keywords: 糖鎖合成 / 有機化学 / ケミカルバイオロジー / シアリルルイスX / 糖鎖-レクチン認識 / 光アフィニティーラベル法 / 光反応基

Research Abstract

2 kinds of trisaccharide ligands were synthsized, Sia-Gal-GlcNAc and Gal-(Fuc)-GlcNAc. But tetra saccharide ligand, Sia-Gal-(Fuc)-GlcNAc, was not synthesized.Synthesis of branch part of oligosaccharide were very difficult.Synthesis of thier compounds will affect toward to the elucidation of carbohydrate and lectin interactions.

Research Products

• [Journal Article] Chemical Synthesis of Sialyl Glycosides for Elucidation of Biological Phenomena (2014)
  • Author(s): Ohtsuka, Isao., Atsumi, Toshiyuki., Kakiuchi, Nobuko.
  • Journal Title: J. KUHW. Volume: 15 Pages: 73-79
  • NAID: 110009799851
• [Journal Article] The development of new molecular tools containing a chemically synthesized carbohydrate ligand for the elucidation of carbohydrate roles via photoaffinity labeling : Carbohydrate-protein interactions are affected by the structures of the glycosidic bonds and the reducing- end sugar (2014)
  • Author(s): Ohtsuka, Isao., Sadakane, Yutaka., Hada, Noriyasu., Higuchi, Mari., Atsumi, Toshiyuki., Kakiuchi, Nobuko.
  • Journal Title: Bioorg. Med. Chem. Volume: (submitted)
• [Journal Article] 41) Chemical Synthesis of Sialyl Glycosides for Elucidation of Biological Phenomena. (2014)
  • Author(s): Ohtsuka, Isao. *, Atsumi, Toshiyuki., Kakiuchi, Nobuko.
  • Journal Title: J.KUHW Volume: 15 Pages: 73-79
  • Peer Reviewed
• [Journal Article] Establishment of Synthesis Method of Molecular Probe Containing Carbohydrate Ligand and Photoreactive Group for Elucidation of Carbohydrate?Lectin Interactions by Glycosyl Trichloroacetoimidate Strategy (2013)
  • Author(s): Ohtsuka, Isao., Sadakane, Yutaka., Atsumi, Toshiyuki., Kakiuchi, Nobuko.
  • Journal Title: J. KUHW Volume: 14 Pages: 165-171
  • NAID: 110009596008
• [Journal Article] Establishment of Synthesis Method of Molecular Probe Containing Carbohydrate Ligand and Photoreactive Group for Elucidation of Carbohydrate – Lectin Interactions by Glycosyl Trichloroacetoimidate Strategy. (2013)
  • Author(s): Ohtsuka, Isao. *, Sadakane, Yutaka., Atsumi, Toshiyuki., Kakiuchi, Nobuko.
  • Journal Title: jounal of KUHW Volume: 14 Pages: 165-171
  • NAID: 110009596008
  • Peer Reviewed
• [Journal Article] Synthesis of a New Glycosphingolipid from the Marine Ascidian Microcosmus sulcatus using a One-Pot Glycosylation Strategy (2013)
  • Author(s): Ohtsuka I
  • Journal Title: Tetrahedron Volume: 69 Issue: 5 Pages: 1470-1475
  • DOI: 10.1016/j.tet.2012.12.023
  • Peer Reviewed
• [Presentation] 光反応性糖鎖ミメティックペプチドの合成とレクチン解析への応用 (2014)
  • Author(s): 定金豊,松下秀峰,山路充宏,大塚功
  • Organizer: 日本薬学会第133年会
  • Place of Presentation: 熊本
• [Presentation] 1) 光反応性糖鎖ミメティックペプチドの合成とレクチン解析への応用 (2014)
  • Author(s): 定金豊, 松下秀峰, 山路充宏, 大塚功
  • Organizer: 日本薬学会第133年会
  • Place of Presentation: 熊本
• [Presentation] 光アフィニティーラベル法による新規分子ツールの開発-糖鎖結合様式が認識に及ぼす影響を検証- (2013)
  • Author(s): 大塚功,定金豊,羽田紀康,渥美聡孝,垣内信子
  • Organizer: 第30回日本薬学会九州支部大会
  • Place of Presentation: 長崎
• [Presentation] 5) 光アフィニティーラベル法による新規分子ツールの開発 -糖鎖結合様式が認識に及ぼす影響を検証- (2013)
  • Author(s): 大塚功, 定金豊, 羽田 紀康, 渥美 聡孝, 垣内信子
  • Organizer: 第30回日本薬学会九州支部大会
  • Place of Presentation: 長崎
• [Presentation] Synthesis of New Molecular Tools for Elucidation of Carbohydrates Roles by Photoaffinity Labeling ~Carbohydrate?Protein Interactions are Affected by Different of Glycosidic Formations and Conformation of Reducing End Sugar~ (2012)
  • Author(s): Ohtsuka, Isao., Sadakane, Yutaka., Hada, Noriyasu., Hada, Junko., Kakiuchi, Nobuko.
  • Organizer: 26th International Carbohydrate Symposium 2012 (ICS 2012)
  • Place of Presentation: Madrid, Spain
• [Presentation] Synthesis of New Molecular Tools for Elucidation of Carbohydrates Roles by Photoaffinity Labeling ~Carbohydrate – Protein Interactions are Affected by Different of Glycosidic Formations and Conformation of Reducing End Sugar~ (2012)
  • Author(s): Ohtsuka, Isao., Sadakane, Yutaka., Hada, Noriyasu., Hada, Junko., Kakiuchi, Nobuko.
  • Organizer: 26th International Carbohydrate Symposium 2012 (ICS 2012)
  • Place of Presentation: Madrid