Development of novel sugar-related organic compounds utilized for the elucidation of life phenomenon.

• Project/Area Number: 21590021
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Teikyo University
• Principal Investigator: TAKAHASHI Hideyo 帝京大学, 薬学部, 教授 (10266348)
• Project Period (FY): 2009 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000); Fiscal Year 2011: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000); Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2009: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
• Keywords: 糖 / エーテル結合糖 / 糖尿病 / 糖鎖 / レベッカマイシン / グリコシル化 / SAM法 / PA化法 / Coyolosa / オキシラン

Research Abstract

In order to elucidate life phenomenon, novel sugar-related compounds(e. g., ether-linked sugars, Rebeccamycin derivatives) were efficiently synthesized. A new analytical method, which is utilizing SAM : Self-Assembled Monolayers, was also developed and was used for biological investigation.

Research Products

• [Journal Article] Sugar-binding properties of the two lectin domains of LEC-1 with respect to the Gal. 1-4Fuc disaccharide unit present in protostomia glycoconjugates (2011)
  • Author(s): Takeuchi, Tomoharu ; Sugiura, Ken-ichi ; Nishiyama, Kazusa ; Takahashi, Hideyo ; Natsugari, Hideaki ; Arata, Yoichiro ; Kasai, Ken-ichi
  • Journal Title: Biological & Pharmaceutical Bulletin Volume: 34 Pages: 1134-1138
  • Peer Reviewed
• [Journal Article] Caenorhabditis elegans proteins captured by immobilized Gal-4Fuc disaccharide units : assignment of 3 annexins (2011)
  • Author(s): Takeuchi, Tomoharu ; Takahashi, Hideyo, 他8名
  • Journal Title: Carbohydrate Research Volume: 346 Pages: 1837-1841
• [Journal Article] β-galactosidases from Jack Bean and Streptococcus have different cleaving abilities towards fucose-containing sugars (2011)
  • Author(s): Takeuchi, Tomoharu ; Sugiura, Ken-ichi ; Nishiyama, Kazusa ; Takahashi, Hideyo ; Natsugari, Hideaki ; Arata, Yoichiro ; Natsuka, Shunji ; Kasai, Ken-ichi
  • Journal Title: Biological & Pharmaceutical Bulletin Volume: 34 Pages: 567-569
  • NAID: 120005520798
  • Peer Reviewed
• [Journal Article] The DC2.3 gene in Caenorhabditis elegans encodes galecctin that recognizes the galactose. 1-4Fucose disaccharide unit (2011)
  • Author(s): Nemoto-sasaki, Yoko ; Takai, Shunsuke ; Takeuchi, Tomoharu ; Arata, Yoichiro ; Nishiyama, Kazusa ; Takahashi, Hideyo ; Natsugari, Hideaki ; Kasai, Ken-ichi
  • Journal Title: Biological & Pharmaceutical Bulletin Pages: 1635-1639
  • Peer Reviewed
• [Journal Article] Synthesis of new Gal. 1-4Fuc segments useful for biological investigations (2011)
  • Author(s): Nishiyama, Kazusa ; Yamada, Atsushi ; Takeuchi, Tomoharu ; Arata, Yoichiro ; Kasai, Ken-ichi ; Oshitari, Tetsuta ; Natsugari, Hideaki ; Takahashi, Hideyo
  • Journal Title: Chemical & Pharmaceutical Bulletin Pages: 1307-1310
  • Peer Reviewed
• [Journal Article] The DC2.3 gene in Caenorhabditis elegans encodes galectin that recognizes the galactose β1-4 fucose disaccharide unit (2011)
  • Author(s): Nemoto-Sasaki, Yoko
  • Journal Title: Biological & Pharmaceutical Bulletin Volume: 34 Pages: 1635-1639
  • Peer Reviewed
• [Journal Article] Sugar-binding properties of the two lectin domains of LEC-1 with respect to the Galb1-4Fuc disaccharide unit present in protostomia glycoconjugates (2011)
  • Author(s): Takeuchi, Tomoharu
  • Journal Title: Biological & Pharmaceutical Bulletin Volume: 34 Pages: 1134-1138
  • Peer Reviewed
• [Journal Article] Caenorhabditis elegans proteins captured by immobilized Galβ1-4Fuc disaccharide units : assignment of 3 annexins (2011)
  • Author(s): Takeuchi, Tomoharu
  • Journal Title: Carbohydrate Research Volume: 346 Issue: 13 Pages: 1837-1841
  • DOI: 10.1016/j.carres.2011.05.012
  • Peer Reviewed
• [Journal Article] Synthesis of fluorescence-labeled Gal. 1-4Fuc as probes for the endogenous glycol-epitope recognized by galectins in Caenorhabditis elegans (2010)
  • Author(s): Nishiyama, Kazusa ; Yamada, Atsushi ; Takahashi, Miki ; Takeuchi, Tomoharu ; Kasai, Ken-ichi ; Kobayashi, Susumu ; Natsugari, Hideaki ; Takahashi, Hideyo
  • Journal Title: Chemical & Pharmaceutical Bulletin Volume: 58 Pages: 495-500
  • Peer Reviewed
• [Journal Article] Synthesis of fluorescence-labeled Galβ1-3Fuc and Galβ1-4Fuc as probes for the endogenous glyco-epitope recognized by galectins in Caenorhabdit is elegans (2010)
  • Author(s): Hideyo Takahashi, et al.
  • Journal Title: Chemical & Pharmaceutical Bulletin Volume: 58 Pages: 495-500
  • Peer Reviewed
• [Journal Article] Novel glycosidation of α-D-altropyranoside (2010)
  • Author(s): Takahiro Nakayama
  • Journal Title: Synthesis Pages: 43-48
  • Peer Reviewed
• [Journal Article] Caenorhabditis elegans galectins LEC-6 and LEC-1 recognize a chemically synthesized Gal. 1-4Fuc disaccharide unit which is present in Protostomia glycoconjugates (2009)
  • Author(s): Takeuchi, Tomoharu ; Nishiyama, Kazusa ; Sugiura, Ken-ichi ; Takahashi, Miki ; Yamada, Atsushi ; Kobayashi, Susumu ; Takahashi, Hideyo ; Natsugari, Hideaki ; Kasai, Ken-ichi
  • Journal Title: Glycobiology Volume: 19 Pages: 1503-1510
  • Peer Reviewed
• [Journal Article] Identification of trimannoside-recognizing peptide sequences from a T7 phage deisplay screen using a QCM device (2009)
  • Author(s): Nishiyama, Kazusa ; Takakusagi, Yoichi ; Kusayanagi, Tomoe ; Matsumoto, Yuki ; Habu, Shiori ; Kuramochi, Kouji ; Sugawara, Fumio ; Sakaguchi, Kengo ; Takahashi, Hideyo ; Natsugari, Hideaki ; Kobayashi, Susumu
  • Journal Title: Bioloorganic & Medicinal Chemistry Volume: 17 Pages: 195-202
  • Peer Reviewed
• [Journal Article] Caenorhabditis elegans galectins LEC-6 and LEC-1 recognize a chemically synthesized Galβ1-4Fuc disaccharide unit which is present in protostomia glycoconjugates (2009)
  • Author(s): Tomoharu Takeuchi
  • Journal Title: Glycobiology Vol.19 Pages: 1503-1510
  • Peer Reviewed
• [Presentation] Galβ1-4Fuc分子プローブの合成及び糖結合性タンパク質の探索 (2011)
  • Author(s): 西山和沙
  • Organizer: 第61回有機合成化学協会関東支部シンポジウム
  • Place of Presentation: 千葉大学(千葉県)
  • Year and Date: 2011-05-22
• [Presentation] 線虫内在性糖鎖の分子プローブ化及び標的タンパク質の探索 (2011)
  • Author(s): 西山和沙、山田篤、武内智春、草柳友恵、松本勇記、高草木洋一、菅原二三男、坂口謙吾、小林進、笠井献一、夏苅英昭、高橋秀依
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
  • Year and Date: 2011-03-28
• [Presentation] 線虫ガレクチンLEC-6による糖鎖認識機構解明のための分子プロ-ブの合成及びその評価 (2010)
  • Author(s): 西山和沙、山田篤、武内智春、草柳友恵、松本勇記、高草木洋一、菅原二三男、坂口謙互、小林進、笠井献一、夏苅英昭、高橋秀依
  • Organizer: 第52回天然有機化合物討論会
  • Place of Presentation: 静岡
  • Year and Date: 2010-09-29
• [Presentation] 医薬品と軸不斉 (2010)
  • Author(s): 高橋秀依
  • Organizer: 有機合成化学協会関東支部談話会
  • Place of Presentation: 和光純薬湯河原研修所(神奈川県)
  • Year and Date: 2010-09-17
• [Presentation] Galβ(1-4)Fuc固定化アフィニティカラムの作成及びガレクチン結合能の検討 (2009)
  • Author(s): 山田篤
  • Organizer: 第53回日本薬学会関東支部大会
  • Place of Presentation: 城西大学薬学部(埼玉県)
  • Year and Date: 2009-10-03