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2011 Fiscal Year Final Research Report

Facile Synthesis of Glycoconjugate based on Direct Synthesis of Glycosyl Azide in Water

Research Project

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Project/Area Number 22850010
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionKyoto Institute of Technology

Principal Investigator

TANAKA Tomonari  京都工芸繊維大学, 工芸科学研究科, 助教 (70585695)

Project Period (FY) 2010 – 2011
Keywords糖鎖高分子 / オリゴ糖 / クリックケミストリー / 無保護 / 脱水縮合剤
Research Abstract

It is very difficult to prepare glycoconjugates with oligosaccharide by chemical synthesis because it necessitates laborious tasks including protection and deprotection of hydroxy groups. Then, the facile method of glycoconjugates with oligosaccharide is demanded. In this research, I successfully developed the protecting-group-free addition of oligosaccharide by direct azidation of unprotected sugar and Click chemistry starting from unprotected sugar.

  • Research Products

    (11 results)

All 2012 2011 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results) Presentation (5 results)

  • [Journal Article] A dimethoxytriazine type glycosyl donor enables a facile chemo-enzymatic route towardα-linked N-acetylglucosaminyl-galactose disaccharide unit from gastric mucin2012

    • Author(s)
      Masato Noguchi, Miwa Nakamura, Ayaka Ohno, Tomonari Tanaka, Atsushi Kobayashi, Masaki Ishihara, Masaya Fujita, Akiko Tsuchida, Mamoru Mizuno, Shin-ichiro Shoda
    • Journal Title

      Chem. Commun

      Volume: 48 Pages: 5560-5562

    • DOI

      DOI:10.1039/C2CC30946

    • Peer Reviewed
  • [Journal Article] Anτ-N-Acetylgalactosaminidase from Infant-associated Bifid bacteria Belonging to a Novel Glycoside Hydrolase Family 129 is Implicated in an Alternative Mucin Degradation Pathway2012

    • Author(s)
      Masashi Kiyohara, Takashi Nakatomi, Shin Kurihara, Shinya Fushinobu, Hideyuki Suzuki, Tomonari Tanaka, Shin-ichiro Shoda, Takane Katayama, Kenji Yamamoto, Hisashi Ashida
    • Journal Title

      J. Biol. Chem

      Volume: 287 Pages: 693-700

    • DOI

      DOI:10.1074/jbc.M111.277384

    • Peer Reviewed
  • [Journal Article] Crystal structures of glycoside hydrolase family 51τ-L-arabinofuranosidase from Thermo toga maritime2012

    • Author(s)
      Do-Hyun Im, Kei-ichi Kimura, Fumitaka Hayasaka, Tomonari Tanaka, Masato Noguchi, Atsushi Kobayashi, Shin-ichiro Shoda, Kentaro Miyazaki, Takayoshi Wakagi, Shinya Fushinobu
    • Journal Title

      Biosci. Biotechnol. Biochem

      Volume: 76 Pages: 423-428

    • DOI

      DOI:10.1271/bbb.110902

    • Peer Reviewed
  • [Journal Article] Direct Dehydrative Pyridylthio-glycosidation of Unprotected Sugars in Aqueous Media Using 2-Chloro-1, 3-dimethylimidazolinium Chloride as a Condensing Agent2011

    • Author(s)
      Naoki Yoshida, Masato Noguchi, Tomonari Tanaka, Takeshi Matsumoto, Naoya Aida, Masaki Ishihara, Atsushi Kobayashi, Shin-ichiro Shoda
    • Journal Title

      Chem. Asian J

      Volume: 6 Pages: 1876-1885

    • DOI

      DOI:10.1002/asia.201000896

    • Peer Reviewed
  • [Journal Article] 簡便な糖鎖合成を目指して-保護基を使わない糖誘導体の直截的水Scheme 3クリックケミストリーによる糖修飾ポリ乳酸の合成.中合成-2011

    • Author(s)
      田中知成
    • Journal Title

      繊維学会誌(繊維と工業)

      Volume: 67 Pages: 322-324

    • URL

      https://www.jstage.jst.go.jp/browse/fiber/67/11/_contents/-char/ja/

    • Peer Reviewed
  • [Journal Article] 4, 6-Dimethoxy-1, 3, 5-triazin-2-ylυ-D-glycosaminides : Novel Substrates for Transglycosylation Reaction Catalyzed by Exo-υ-D-glucosaminidase from Amycolatopsis orientalis

    • Author(s)
      Tomonari Tanaka, Tomonori Wada, Masato Noguchi, Masaki Ishihara, Atsushi Kobayashi, Takayuki Ohnuma, Tamo Fukamizo, Ryszard Brzezinski, Shin-ichiro Shoda
    • Journal Title

      J. Carbohydr. Chem

      Volume: (in press)

    • Peer Reviewed
  • [Presentation] Protecting-group-free Synthesis of Saccharide-terminated Polylactides by Direct Azidation of Unprotected Sugar and Click Chemistry2012

    • Author(s)
      Tomonari Tanaka, Hiroyuki Fukuhara, Yoshiharu Kimura
    • Organizer
      26th International Carbohydrate Symposium
    • Place of Presentation
      Madrid, Spain
    • Year and Date
      2012-07-23
  • [Presentation] 糖修飾ポリ乳酸の保護基フリー合成と会合挙動解析2012

    • Author(s)
      田中知成, 福原浩之, 中嶋元, 木村良晴
    • Organizer
      第22回バイオ・高分子シンポジウム
    • Place of Presentation
      東京大学
    • Year and Date
      2012-06-25
  • [Presentation] 無保護糖直接活性化法とクリックケミストリーによるオリゴ糖修飾ポリ乳酸の保護基フリー合成2012

    • Author(s)
      田中知成, 福原浩之, 中嶋元, 木村良晴
    • Organizer
      第61回高分子学会年次大会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2012-05-29
  • [Presentation] オリゴ糖鎖に適用可能な糖鎖高分子の保護基フリー合成2011

    • Author(s)
      福原浩之, 田中知成, 木村良晴
    • Organizer
      第1回4大学連携研究フォーラム
    • Place of Presentation
      京都工芸繊維大学
    • Year and Date
      2011-12-09
  • [Presentation] 糖による末端修飾ポリ乳酸の保護基フリー合成2011

    • Author(s)
      福原浩之, 田中知成, 木村良晴
    • Organizer
      第60回高分子討論会
    • Place of Presentation
      岡山大学
    • Year and Date
      2011-09-30

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Published: 2013-07-31  

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