Development of novel type of sequential glycosylation for creation of the synthetic vaccine.

• Project/Area Number: 20790017
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Chemical pharmacy
• Research Institution: Kitasato University
• Principal Investigator: SHIRAHATA Tatsuya Kitasato University, 薬学部, 講師 (30414056)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000); Fiscal Year 2009: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000); Fiscal Year 2008: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
• Keywords: 合成化学 / 糖鎖合成 / 糖鎖 / 有機合成 / ワクチン / 機合成

Research Abstract

The novel type of one-pot sequential glycosylation with glycosyl carbamate and carbamothioate was achieved by changing the reaction temperature to utilize reactivity between those two glycosyl donors. This method could be applicatable to synthesize various trisaccharides such as glucose, galactose and mannose. Further application of synthetic vaccine are in progress in our laboratory.

Research Products

• [Journal Article] Improved catalytic and stereoselective glycosylation with glycosyl N-trichloroacetylcarbamate: application to various 1-hydroxy sugars (2010)
  • Author(s): Shirahata, Tatsuya; Matsuo, Jun-ichi; Teruya, Satoko; Akimoto, Nanao; Kurimoto, Taku; Kaji, Eisuke; Omura, Satoshi
  • Journal Title: Carbohydrate Research Vol345 Pages: 740-749
  • Peer Reviewed
• [Journal Article] Oral adjuvant activity for nasal influenza vaccines causes by combination of two trihydroxy fatty acid stereoisomers from the tuber of Pinellia ternate (2010)
  • Author(s): Nagai, Takayuki; Shimizu, Yuriko; Shirahata, Tatsuya; Sunazuka, Toshiaki; Kiyohara, Hiroaki; Omura, Satoshi; Yamada Haruki
  • Journal Title: International Immunopharmacology Vol10 Pages: 665-661
  • Peer Reviewed
• [Journal Article] Oral adjuvant activity for nasal influenza vaccines causes by combination of nvo trihydroxy fatty acid stereoisomers from the tuber of Pinellia ternate (2010)
  • Author(s): Nagai, TakapuAi ; Shimizu, Yuriko ; Shirahata. Tatsuya ; Sunazuka, Toshiaki ; Kipohara, Himaki ; Omura, Saloshi ; Yamada Haruki
  • Journal Title: International Immunopharmacology (印刷中)
  • Peer Reviewed
• [Journal Article] Improved catalytic and stereoselective glycosylation with glycosyl N-trichloroacetylcarbamate : application to various 1-hydroxy sugars (2010)
  • Author(s): Shirahata, Tatsuva ; Matsuo, Jun-ichi : Teruya, Satoko ; Akimoto, Nanao ; Kurimoto, Taku ; Kaji, Eisuke ; Omura, Satoshi
  • Journal Title: Carbohydrate Research 345 Pages: 740-749
  • Peer Reviewed
• [Presentation] グリコシルカルバメートとカルバモチオエートを用いた簡便な糖鎖連結の方法論の開発 (2010)
  • Author(s): 白畑辰弥, 小島麻実, 照屋智子, 横山将来, 松尾淳一, 牧野一石, 砂塚敏明, 小林義典, 梶英輔, 大村智
  • Organizer: 日本薬学会第130年会(岡山)
  • Place of Presentation: 岡山・桃太郎アリーナ
  • Year and Date: 2010-03-29
• [Presentation] 4位に桂皮酸エステルを有するグルコース誘導体の合成 (2008)
  • Author(s): 白畑辰弥
  • Organizer: 第54回有機合成化学協会関東支部シンポジウム
  • Place of Presentation: 新潟大学工学部
  • Year and Date: 2008-11-29
• [Remarks]
  • URL: http://www.pharm.kitasato-u.ac.jp/shoyaku/