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Synthesis of lipooligosaccharides partial structures including 2,3-diaminoglucose disaccharide skeleton for the elucidation of autoimmune disease onset mechanism

Research Project

Project/Area Number 16K01914
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Biomolecular chemistry
Research InstitutionOsaka University

Principal Investigator

Shimoyama Atsushi  大阪大学, 理学研究科, 助教 (90625055)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2018: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
KeywordsリピドA / Campylobacter jejuni / 自己免疫疾患 / 2,3-ジアミノグルコース / アジュバント / ケミカルエコロジー / リポオリゴ糖 / 分子相同性 / 自然免疫 / ガングリオシド / ジアミノグルコース / 免疫 / リポ多糖 / 複合糖質 / 糖化学
Outline of Final Research Achievements

A Gram negative bacteria, Campylobacter jejuni produces lipooligosaccharide (LOS) as an extracellular membrane component. LOS is composed of oligosaccharide and glycolipid “lipid A”, which is recognized by TLR4/MD-2 complex to regulate innate immunity. Since C. jejuni oligosaccharides have molecular homology with gangliosides in human nervous tissues, they can induce cross-reaction to cause autoimmune diseases. However, Helicobacter pylori having the same molecular homology does not induce cross-reaction. Therefore, we focused on the immune activity of LOS as other factor related to autoimmune diseases, and thus synthesized its lipid As and identified the active core structure of C. jejuni LOS.

Academic Significance and Societal Importance of the Research Achievements

リピドAは、抗原の免疫原性を高め抗体産生等の獲得免疫系の活性化を促進するアジュバント作用を有しており、C. jejuniリピドAが、自己免疫疾患発症における免疫交差反応の誘導に関与していることは確実である。しかしながら、特殊な2,3-ジアミノグルコース骨格を含むC. jejuniリピドAの合成例はこれまでになく、その機能は未解明であった。本研究において世界初の合成が達成されたC. jejuniリピドAの機能解析研究は、自己免疫疾患発症機構の解明や新規ワクチンアジュバント開発へと発展する可能性が高く、学術的にも社会的も意義深く十分な貢献が期待できると考えている。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (118 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (7 results) Journal Article (9 results) (of which Int'l Joint Research: 4 results,  Peer Reviewed: 9 results,  Open Access: 4 results) Presentation (92 results) (of which Int'l Joint Research: 34 results,  Invited: 9 results) Book (6 results) Remarks (3 results) Patent(Industrial Property Rights) (1 results)

  • [Int'l Joint Research] ナポリフェデリコ2世大学/フィレンツェ大学/ミラノビコッカ大学(イタリア)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] ボルステル研究所(ドイツ)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] ケンブリッジ大学(英国)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] Spanish National Research Council(スペイン)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] ベルゲン大学(ノルウェー)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] ナポリフェデリコ2世大学/フィレンツェ大学/ミラノ大学(イタリア)

    • Related Report
      2017 Research-status Report
  • [Int'l Joint Research] ナポリフェデリコ二世大学(イタリア)

    • Related Report
      2016 Research-status Report
  • [Journal Article] Gut Microbial Lipopolysaccharide Interacts with Host Immune System2019

    • Author(s)
      Shimoyama Atsushi
    • Journal Title

      Trends in Glycoscience and Glycotechnology

      Volume: 31 Issue: 179 Pages: E55-E56

    • DOI

      10.4052/tigg.1951.6E

    • NAID

      130007618627

    • ISSN
      0915-7352, 1883-2113
    • Year and Date
      2019-03-25
    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Kinetically Controlled Fischer Glycosidation under Flow Conditions: A New Method for Preparing Furanosides2019

    • Author(s)
      Fukase Koichi、Masui Seiji、Manabe Yoshiyuki、Hirao Kohtaro、Shimoyama Atsushi、Fukuyama Takahide、Ryu Ilhyong
    • Journal Title

      Synlett

      Volume: 30 Issue: 04 Pages: 397-400

    • DOI

      10.1055/s-0037-1611643

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of Helicobacter pylori peptidoglycan fragments2019

    • Author(s)
      Ruofang Hu, Atsushi Shimoyama, Koichi Fukase
    • Journal Title

      PEPTIDE SCIENCE

      Volume: 印刷中

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bradyrhizobium Lipid A: Immunological Properties and Molecular Basis of Its Binding to the Myeloid Differentiation Protein-2/Toll-Like Receptor 4 Complex2018

    • Author(s)
      Lembo-Fazio Luigi、Billod Jean-Marc、Di Lorenzo Flaviana、Paciello Ida、Pallach Mateusz、Vaz-Francisco Sara、Holgado Aurora、Beyaert Rudi、Fresno Manuel、Shimoyama Atsushi、Lanzetta Rosa、Fukase Koichi、Gully Djamel、Giraud Eric、Martin-Santamaria Sonsoles、Bernardini Maria-Lina、Silipo Alba
    • Journal Title

      Frontiers in Immunology

      Volume: 9 Pages: 1888-1888

    • DOI

      10.3389/fimmu.2018.01888

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Time-lapse Monitoring of TLR2 Ligand Internalization with Newly Developed Fluorescence Probes.2018

    • Author(s)
      Y. Arai, K. Yokoyama, Y. Kawahara, Q. Feng, I. Ohta, A. Shimoyama, S. Inuki, K. Fukase, K. Kabayama, Y. Fujimoto
    • Journal Title

      Org. Biomol. Chem.

      Volume: 印刷中 Issue: 20 Pages: 3824-3830

    • DOI

      10.1039/c7ob03205f

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Narrower HOMO-LUMO gap attained by conformational switching through peripheral polyarylation in 1,4,5,8-tetraaza-9,10-anthraquinodimethanes2018

    • Author(s)
      Suzuki Takanori、Ishigaki Yusuke、Sugawara Kazuma、Umezawa Yu、Katoono Ryo、Shimoyama Atsushi、Manabe Yoshiyuki、Fukase Koichi、Fukushima Takanori
    • Journal Title

      Tetrahedron

      Volume: 74 Issue: 18 Pages: 2239-2244

    • DOI

      10.1016/j.tet.2018.03.041

    • Related Report
      2018 Annual Research Report 2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Development of Chemically Synthesized Self-Adjuvanting Vaccines2018

    • Author(s)
      Atsushi Shimoyama
    • Journal Title

      Trends in Glycoscience and Glycotechnology

      Volume: 30 Issue: 173 Pages: E41-E43

    • DOI

      10.4052/tigg.1747.6E

    • NAID

      130006549575

    • ISSN
      0915-7352, 1883-2113
    • Related Report
      2018 Annual Research Report 2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Lymphoid tissue-resident Alcaligenes LPS induces IgA production without excessive inflammatory responses via weak TLR4 agonist activity2018

    • Author(s)
      N. Shibata, J. Kunisawa, K. Hosomi, Y. Fujimoto, K. Mizote, N. Kitayama, A. Shimoyama, H. Mimuro, S. Sato, N. 5 Kishishita, K. J. Ishii, K. Fukase, and H. Kiyono
    • Journal Title

      Mucosal Immunology

      Volume: - Issue: 3 Pages: 693-702

    • DOI

      10.1038/mi.2017.103

    • Related Report
      2018 Annual Research Report 2017 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Calcineurin inhibitors exacerbate coronary arteritis via the MyD88 signalling pathway in a murine model of Kawasaki disease2017

    • Author(s)
      Murata K.、Motomura Y.、Tanaka T.、Kanno S.、Yano T.、Onimaru M.、Shimoyama A.、Nishio H.、Sakai Y.、Oh-Hora M.、Hara H.、Fukase K.、Takada H.、Masuda S.、Ohga S.、Yamasaki S.、Hara T.
    • Journal Title

      Clinical & Experimental Immunology

      Volume: 190 Issue: 1 Pages: 54-67

    • DOI

      10.1111/cei.13002

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Presentation] Synthesis and Function of Symbiotic Bacterial Lipid A2019

    • Author(s)
      Atsushi Shimoyama
    • Organizer
      Kick-off meeting for BRuSH "Oral Bacteria as Determinants for Respiratory Health"
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and immunomodulating function of symbiotic bacterial lipopolysaccharide partial structures2019

    • Author(s)
      Atsushi Shimoyama
    • Organizer
      A3 young scientist & young PI meeting
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Systematic synthesis and function of Campylobacter jejuni lipid As2019

    • Author(s)
      Sho Nakagawa, Yoshifumi Matsuura, Atsushi Shimoyama, Koichi Fukase
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] TLR4-MD-2の内在性リガンドとしてのガングリオシドGM32019

    • Author(s)
      藤居真優、樺山一哉、下山敦史、狩野裕孝、井ノ口仁一、大戸梅治、清水敏之、深瀬浩一
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 共生菌由来リポオリゴ糖の機能解析とコアオリゴ糖の合成研究2019

    • Author(s)
      宇戸智哉、溝手啓介、下山敦史、深瀬浩一
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 相乗的作用により受容体機能制御を行うTLR4/MD-2リガンドの合成と機能2019

    • Author(s)
      松浦良史、下山敦史、深瀬浩一
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Synthesis and function of Helicobacter pylori peptidoglycan fragments2019

    • Author(s)
      Ruofang Hu, Atsushi Shimoyama, Koichi Fukase
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Campylobacter jejuni由来リピドA群の合成とその機能解析2019

    • Author(s)
      下山敦史、中川翔、深瀬浩一
    • Organizer
      第6回新学術領域研究「中分子戦略」若手シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] 小腸パイエル板組織内共生細菌アルカリゲネスの免疫機能とアジュバント応用2019

    • Author(s)
      細見晃司、柴田納央子、下山敦史、王韻茹、吉井健、深瀬浩一、清野宏、國澤純
    • Organizer
      第15回日本小児消化管感染症研究会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Campylobacter jejuni由来リピドA群の合成とその免疫機能2019

    • Author(s)
      下山敦史、中川翔、深瀬浩一
    • Organizer
      第24回生理活性をあまり意図しない自由な天然物合成勉強会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 細菌細胞壁の免疫調節作用解析を指向した機能付加型Nod1リガンドの合成研究2019

    • Author(s)
      田中瑞穂、富澤一美、松丸尊紀、下山敦史、深瀬浩一、藤本ゆかり
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] セリン誘導体プローブを用いた新規アクロレイン定量法の開発2019

    • Author(s)
      鍋谷雛子、土田紘也、下山敦史、深瀬浩一
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 化学合成されたアルカリゲネスリピドAは経鼻ワクチン効果を増強し肺炎球菌感染症を防止する2019

    • Author(s)
      吉井健、細見晃司、下山敦史、 深瀬浩一、清野宏、國澤純
    • Organizer
      第12回次世代アジュバント研究会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Synthesis and function of symbiotic bacterial lipopolysaccharide partial structures2018

    • Author(s)
      Atsushi Shimoyama, Keisuke Mizote, Tomoya Uto, Flaviana Di Lorenzo, Naoko Shibata, Yukari Fujimoto, Jun Kunisawa, Hiroshi Kiyono, Antonio Molinaro, Koichi Fukase
    • Organizer
      MicrobiotaMi 2018
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Function of Symbiotic Bacterial Lipopolysaccharide Partial Structures2018

    • Author(s)
      Atsushi Shimoyama, Keisuke Mizote, Tomoya Uto, Naoko Shibata, Flaviana Di Lorenzo, Antonio Molinaro, Jun Kunisawa, Hiroshi Kiyono, Yukari Fujimoto, Koichi Fukase
    • Organizer
      Joint Meeting of the Society for Leukocyte Biology (SLB) & the International Endotoxin and Innate Immunity Society(IEIIS)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and function of symbiotic bacterial lipopolysaccharide partial structures2018

    • Author(s)
      Atsushi Shimoyama, Keisuke Mizote, Tomoya Uto, Naoko Shibata, Flaviana Di Lorenzo, Antonio Molinaro, Yukari Fujimoto, Jun Kunisawa, Hiroshi Kiyono,Koichi Fukase
    • Organizer
      5th Asian Chemical Biology Conference (ACBC-5)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Preparation of novel anticancer drug using At-2112018

    • Author(s)
      Kazuya Kabayama, Kazuko Kaneda-Nakashima, Yoshiyuki Manabe, Atsushi Shimoyama, Atsushi Toyoshima, Atsushi Shinohara, Koichi Fukase
    • Organizer
      5th Asian Chemical Biology Conference (ACBC-5)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] TOLL-LIKE RECEPTOR 4. COMPUTATIONAL CHEMISTRY STUDIES ON ITS MODULATION2018

    • Author(s)
      Joan Guzman-Caldentey, Alessandra Lacetera, Atsushi Shimoyama, Flaviana di Lorenzo, Koichi Fukase, Alba Silipo, Antonio Molinaro, Sonsoles Martin-Santamaria
    • Organizer
      29th International Carbohydrate Symposium (ICS2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Characterization of Novel Lipooligosaccharide from Gut Symbiotic Bacteria and Chemical Synthesis of Its Active Principle Lipid A2018

    • Author(s)
      Atsushi Shimoyama, Keisuke Mizote, Naoko Shibata, Flaviana Di Lorenzo, Yukari Fujimoto, Antonio Molinaro, Jun Kunisawa, Hiroshi Kiyono, Koichi Fukase
    • Organizer
      29th International Carbohydrate Symposium (ICS2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis of Helicobacter pylori peptidoglycan fragments2018

    • Author(s)
      Ruofang Hu, Atsushi Shimoyama, Koichi Fukase
    • Organizer
      10th International Peptide Symposium
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and immunological function of symbiotic bacterial lipopolysaccharide partial structures2018

    • Author(s)
      Atsushi Shimoyama, Keisuke Mizote, Tomoya Uto, Flaviana Di Lorenzo, Naoko Shibata, Yukari Fujimoto, Jun Kunisawa, Hiroshi Kiyono, Antonio Molinaro, Koichi Fukase
    • Organizer
      14th The International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Chemical synthesis and function of Campylobacter jejuni lipid A2018

    • Author(s)
      Sho Nakagawa, Atsushi Shimoyama, Koichi Fukase
    • Organizer
      14th The International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Anti-tumor Evaluation of At-211 Labeled Amino Acid Derivative for Targeted Alpha-particle Therapy2018

    • Author(s)
      ZiJian Zhang, Kazuko Kaneda, Atsushi Toyoshima, Yoshiyuki Manabe, Kazuya Kabayama, Atsushi Shimoyama, Atsushi Shinohara, Koichi Fukase
    • Organizer
      14th The International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] SYNTHESIS AND IMMUNE FUNCTION OF CAMPYLOBACTER JEJUNI LIPID A2018

    • Author(s)
      Sho Nakagawa, Atsushi Shimoyama, Koichi Fukase
    • Organizer
      29th International Carbohydrate Symposium (ICS2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 寄生・共生菌由来リポ多糖部分構造の合成と免疫調節機能の解明2018

    • Author(s)
      下山敦史
    • Organizer
      第一回おおさか未来化学研究会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Campylobacter jejuni由来リピドAの化学合成とその機能2018

    • Author(s)
      下山敦史、中川翔、深瀬浩一
    • Organizer
      第24 回日本エンドトキシン・自然免疫研究会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ガングリオシドのアシル鎖構造によるToll-like receptor 4活性化制御メカニズム2018

    • Author(s)
      狩野裕考、新田昂大、藤居真優、樺山一哉、下山敦史、深瀬浩一、鈴木明身、井ノ口仁一
    • Organizer
      第24 回日本エンドトキシン・自然免疫研究会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 寄生・共生菌由来リポ多糖部分構造の合成と免疫調節機能の解明2018

    • Author(s)
      下山敦史、溝手啓介、宇戸智哉、柴田納央子、Flaviana Di Lorenzo、Antonio Molinaro、國澤純、清野宏、藤本ゆかり、深瀬浩一
    • Organizer
      第37回日本糖質学会年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Campylobacter jejuni由来リピドAの合成と機能2018

    • Author(s)
      中川 翔、下山敦史、深瀬浩一
    • Organizer
      第37回日本糖質学会年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] リポ多糖を介した腸内共生菌と宿主間の化学コミュニケーションの理解とその応用2018

    • Author(s)
      下山敦史
    • Organizer
      新学術領域研究「化学コミュニケーションのフロンティア」第1回領域リトリート
    • Related Report
      2018 Annual Research Report
  • [Presentation] 微生物の特性に着目した寄生・共生菌由来リポ多糖部分構造の合成と免疫調節機能の解明2018

    • Author(s)
      下山敦史
    • Organizer
      第53回天然物化学談話会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Campylobacter jejuni由来リピドAの系統的合成とその免疫機能2018

    • Author(s)
      中川 翔、下山敦史、深瀬浩一
    • Organizer
      第19回関西グライコサイエンスフォーラム
    • Related Report
      2018 Annual Research Report
  • [Presentation] カンピロバクタージェジュニ由来リピドAの合成研究2018

    • Author(s)
      下山敦史、中川翔、深瀬浩一
    • Organizer
      第23回生理活性をあまり意図しない自由な天然物合成勉強会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 短寿命α線核種を利用した新規抗がん剤の創製2018

    • Author(s)
      樺山一哉・兼田加珠子・真鍋良幸・下山敦史・豊嶋厚史・深瀬浩一・篠原厚
    • Organizer
      第41回日本分子生物学会年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 自然免疫受容体の内在性リガンドとしての糖脂質GM32018

    • Author(s)
      藤居真優・樺山一哉・下山敦史・狩野裕考・井ノ口仁一・大戸梅治・清水敏之・深瀬浩一
    • Organizer
      第8回CSJ化学フェスタ
    • Related Report
      2018 Annual Research Report
  • [Presentation] ヘリコバクター・ピロリ由来リピドAの合成および機能評価2018

    • Author(s)
      松浦良史・下山敦史・深瀬浩一
    • Organizer
      第8回CSJ化学フェスタ
    • Related Report
      2018 Annual Research Report
  • [Presentation] Campylobacter jejuni由来リピドAの合成と機能2018

    • Author(s)
      中川 翔、下山敦史、深瀬浩一
    • Organizer
      第8回CSJ化学フェスタ
    • Related Report
      2018 Annual Research Report
  • [Presentation] 細菌細胞壁由来Nod1リガンド標識体の合成研究2018

    • Author(s)
      田中瑞穂、王倩倩、富澤一美、松丸尊紀、下山敦史、深瀬浩一、藤本ゆかり
    • Organizer
      第37回日本糖質学会年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 極長鎖GM3ガングリオシドを介したTLR4活性化がメタボリックシンドロームを発症させる2018

    • Author(s)
      狩野裕考、新田昂大、郷慎司、藤居真優、樺山一哉、下山敦史、深瀬浩一、安藤弘宗、石田秀治、鈴木明身、井ノ口仁一
    • Organizer
      第37回日本糖質学会年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] リポ多糖を介した腸内共生菌と宿主間の化学コミュニケーションの理解とその応用2018

    • Author(s)
      下山敦史
    • Organizer
      新学術領域研究「化学コミュニケーションのフロンティア」第3回公開シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] TLR4リガンドのライブセルイメージング及びその機能評価2018

    • Author(s)
      内藤ひかり、樺山一哉、新井 健太、下山 敦史、深瀬 浩一
    • Organizer
      日本ケミカルバイオロジー学会 第13回年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 協奏的に受容体を制御するTLR4/MD-2リガンドの合成と機能2018

    • Author(s)
      松浦良史、下山敦史、深瀬浩一
    • Organizer
      2018年度糖質科学合同セミナー
    • Related Report
      2018 Annual Research Report
  • [Presentation] 細菌細胞壁由来Nod1リガンド標識体の合成研究2018

    • Author(s)
      田中瑞穂、王倩倩、富澤一美、松丸尊紀、下山敦史、深瀬浩一、藤本ゆかり
    • Organizer
      FCCAシンポジウム・グライコサイエンス若手フォーラム2018
    • Related Report
      2018 Annual Research Report
  • [Presentation] 共役イミンの[4+4]型二量化反応を用いた新規アクロレイン定量法の開発2018

    • Author(s)
      土田紘也、下山敦史、樺山一哉、田中克典、深瀬浩一
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] Characterization of Novel Lipooligosaccharide from Symbiotic Bacteria and Synthesis of Its Active Principle Lipid A2018

    • Author(s)
      Keisuke Mizote, Atsushi Shimoyama, Naoko Shibata, Flaviana Di Lorenzo, Yukari Fujimoto, Antonio Molinaro, Jun Kunisawa, Hiroshi Kiyono , Koichi Fukase
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] TLR4リガンドのライブセルイメージングおよびその機能評価2018

    • Author(s)
      内藤ひかり、樺山一哉、下山敦史、深瀬浩一
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] Chemical synthesis and immune function of Campylobacter jejuni lipid A2018

    • Author(s)
      Sho Nakagawa, Atsushi Shimoyama, Koichi Fukase
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] ライブセルイメージングによるToll様受容体リガンドの動態解析2018

    • Author(s)
      樺山一哉、横山康平、Qi Feng、内藤ひかり、荒井洋平、井貫晋輔、藤本ゆかり、下山敦史、深瀬浩一
    • Organizer
      第23回日本エンドトキシン・自然免疫研究会
    • Related Report
      2017 Research-status Report
  • [Presentation] 共生菌由来リポオリゴ糖の単離・構造決定及びそのリピドAの合成と機能2018

    • Author(s)
      溝手啓介、下山敦史、柴田納央子、Flaviana Di Lorenzo、藤本ゆかり、Antonio Molinaro、國澤 純、清野 宏、深瀬浩一
    • Organizer
      第59回天然有機化合物討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] リピドAの効率的合成2018

    • Author(s)
      下山敦史、藤本ゆかり、深瀬浩一
    • Organizer
      第4回新学術領域研究「中分子戦略」若手シンポジウム
    • Related Report
      2017 Research-status Report
  • [Presentation] 共生菌由来リポオリゴ糖の単離・構造決定及びそのリピドAの合成と機能2018

    • Author(s)
      下山敦史、深瀬浩一
    • Organizer
      第22回生理活性をあまり意図しない自由な天然物合成勉強会
    • Related Report
      2017 Research-status Report
  • [Presentation] 短寿命α線核種を利用した新規抗がん剤の創製2018

    • Author(s)
      樺山一哉・兼田加珠子・真鍋良幸・下山敦史・豊嶋厚史・深瀬浩一・篠原厚
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] Toll様受容体リガンドのライブセルイメージング解析2017

    • Author(s)
      横山康平、Qi Feng、荒井洋平、井貫晋輔、藤本ゆかり、下山敦史、樺山一哉、深瀬浩一
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学(神奈川・横浜)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Investigation of Concerted Modulators of TLR4/MD-22017

    • Author(s)
      Keisuke Mizote, Atsushi Shimoyama, Yoshifumi Matsuura, Mayu Fujii, Hirotaka Kanoh, Kazuya Kabayama, Jin-ichi Inokuchi, Koichi Fukase
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学(神奈川・横浜)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Isolation and Structural Elucidation of Novel Lipooligosaccharide from Symbiotic Bacteria, and Synthesis of Its Active Principle Lipid A2017

    • Author(s)
      A. Shimoyama, K. Mizote, N. Shibata, F. D. Lorenzo, Y. Fujimoto, A. Molinaro, J. Kunisawa, H. Kiyono, K. Fukase
    • Organizer
      The 11th International Symposium on Integrated Synthesis (ISONIS-11) and the 3rd International Symposium on Middle Molecular Strategy (ISMMS-3)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Function of Bacterial Glycoconjugates for Regulation of Immune System2017

    • Author(s)
      A. Shimoyama
    • Organizer
      2017 Bilateral Symposium Genomics Research Center, Academia Sinica & School of Science, Osaka University
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Function of Bacterial Glycoconjugates for Regulation of Immune System2017

    • Author(s)
      A. Shimoyama
    • Organizer
      The 1st CMU-Osaka Science Mini Symposium
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Function of Bacterial Glycoconjugates for Regulation of Immune System2017

    • Author(s)
      A. Shimoyama
    • Organizer
      TOLLerant Workshop: Glycoscience at the interface between Chemistry and Biology
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Investigation of Parasitic Bacterial and Endogenous TLR4/MD-2 Modulators2017

    • Author(s)
      A. Shimoyama, K. Mizote, Y. Matsuura, M. Fujii, H. Kanoh, K. Kabayama, J. Inokuchi, K. Fukase
    • Organizer
      1st NAPOSAKA meeting
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Function of Bacterial Glycoconjugates for Regulation of Immune System2017

    • Author(s)
      A. Shimoyama
    • Organizer
      Lecture at University of Florence coordinated by Prof. Cristina Nativi
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Function of Bacterial Glycoconjugates for Regulation of Immune System2017

    • Author(s)
      A. Shimoyama
    • Organizer
      Lecture at University of Naples Federico II coordinated by Prof. Antonio Molinaro
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Functional studies of Novel Lipooligosaccharide from Alcaligenes faecalis and Synthesis of Its Active Principle Lipid A2017

    • Author(s)
      K. Mizote, A. Shimoyama, N. Shibata, F. D. Lorenzo, Y. Fujimoto, A. Molinaro, J. Kunisawa, H. Kiyono, K. Fukase
    • Organizer
      1st NAPOSAKA meeting
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Concerted Mechanism of TLR4/MD-2 Modulators2017

    • Author(s)
      A. Shimoyama, K. Mizote, Y. Matsuura, M. Fujii, H. Kanoh, K. Kabayama, J. Inokuchi, K. Fukase
    • Organizer
      19th European Carbohydrate Symposuim (EUROCARB 2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Efficient Glycosylations Using Micro Fluidic System2017

    • Author(s)
      S. Masui, Y. Manabe, K. Tokunaga, A. Shimoyama, T. Fukuyama, K. Fukase
    • Organizer
      The First International Conference on Automated Flow and Microreactor Synthesis(ICAMS-1)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of quantitative detrection method for acrolein based on [4+4] cycloaddition reaction of conjugated imine2017

    • Author(s)
      H. Tsuchida, A. Shimoyama, K. Kabayama, K. Tanaka, K. Fukase
    • Organizer
      The 2nd International Symposium on Biofunctional Chemistry (ISBC2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Chemical synthesis of C. jejuni lipid A for the elucidation of its immune functions2017

    • Author(s)
      S. Nakagawa, A. Shimoyama, K. Mizote, N. Shibata, F. D. Lorenzo, Y. Fujimoto, A. Molinaro, J. Kunisawa, H. Kiyono, K. Fukase
    • Organizer
      The 11th International Symposium on Integrated Synthesis (ISONIS-11) and the 3rd International Symposium on Middle Molecular Strategy (ISMMS-3)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Characterization of LPS/lipid A from Symbiotic Bacteria2017

    • Author(s)
      K. Mizote, A. shimoyama, N. Shibata, F. D. Lorenzo, Y. Fujimoto, A. Molinaro, J. Kunisawa, H. Kiyono, K. Fukase
    • Organizer
      19th European Carbohydrate Symposuim (EUROCARB 2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 短寿命α線核種の新規抗がん薬への応用2017

    • Author(s)
      兼田(中島)加珠子、張子見、池田卓海、神田晃充、市村聡一朗、真鍋良幸、下山敦史、樺山一哉、永田光知郎、渡部直史、豊嶋厚史、金井好克、畑澤順、吉村崇、福田光宏、中野貴志、深瀬浩一、篠原厚
    • Organizer
      第35回メディシナルケミストリーシンポジウム
    • Related Report
      2017 Research-status Report
  • [Presentation] 共役イミンの[4+4]型二量化反応を用いた新規アクロレイン検出法の開発2017

    • Author(s)
      土田紘也、下山敦史、田中克典、深瀬浩一
    • Organizer
      第7回CSJ化学フェスタ
    • Related Report
      2017 Research-status Report
  • [Presentation] TLR4-MD2受容体の機能制御を目指したヘリコバクターピロリ由来リピドAの合成研究2017

    • Author(s)
      松浦良史、下山敦史、深瀬浩一
    • Organizer
      第37回有機合成若手セミナー
    • Related Report
      2017 Research-status Report
  • [Presentation] 生体内における細菌由来成分認識メカニズムの解明を目指したペプチドグリカン誘導体の合成研究2017

    • Author(s)
      高嶋凌輔、 下山敦史、 田中克典、 藤本ゆかり、 深瀬浩一
    • Organizer
      第49回若手ペプチド夏の勉強会
    • Related Report
      2017 Research-status Report
  • [Presentation] ガングリオシドGM3はTLR4-MD-2の多量体形成に関与する2017

    • Author(s)
      藤居真優、樺山一哉、松浦良史、下山敦史、狩野裕考、井ノ口仁一、大戸梅治、清水敏之、深瀬浩一
    • Organizer
      第34回日本糖質学会年会
    • Related Report
      2017 Research-status Report
  • [Presentation] TLR4リガンドのライブセルイメージング及びその機能評価2017

    • Author(s)
      内藤ひかり、樺山一哉、新井健太、下山敦史、深瀬浩一
    • Organizer
      第43回レーザ顕微鏡研究会
    • Related Report
      2017 Research-status Report
  • [Presentation] ヘリコバクターピロリ由来リピドAの合成2017

    • Author(s)
      松浦良史、下山敦史、深瀬浩一
    • Organizer
      FCCAグライコサイエンス若手フォーラム2017
    • Related Report
      2017 Research-status Report
  • [Presentation] TLR4リガンドのライブセルイメージング及びその機能評価2017

    • Author(s)
      内藤ひかり、横山康平、下山敦史、樺山一哉、深瀬浩一
    • Organizer
      2017年度糖質科学合同セミナー
    • Related Report
      2017 Research-status Report
  • [Presentation] LPSと協奏的に作用する内在性糖脂質の作用機序解析2017

    • Author(s)
      藤居真優、樺山一哉、松浦良史、下山敦史、狩野裕考、井ノ口仁一、大戸梅治、清水敏之、深瀬浩一
    • Organizer
      2017年度糖質科学合同セミナー
    • Related Report
      2017 Research-status Report
  • [Presentation] 共役イミンの[4+4]型二量化反応を利用したアクロレイン定量法の開発2017

    • Author(s)
      土田紘也、下山敦史、田中克典、深瀬浩一
    • Organizer
      第29回生体機能関連サマースクール
    • Related Report
      2017 Research-status Report
  • [Presentation] TLR4-MD-2の多量体形成におけるガングリオシドGM3の関与2017

    • Author(s)
      藤居真優、樺山一哉、松浦良史、下山敦史、狩野裕考、井ノ口仁一、大戸梅治、清水敏之、深瀬浩一
    • Organizer
      第29回生体機能関連サマースクール
    • Related Report
      2017 Research-status Report
  • [Presentation] 協奏的に作用するTLR4/MD-2制御因子の機能~免疫調節作用を有する寄生菌由来LPS部分構造を中心に~2016

    • Author(s)
      下山敦史、溝手啓介、松浦良史、藤居真優、狩野裕考、樺山一哉、藤本ゆかり、井ノ口仁一、深瀬 浩一
    • Organizer
      第22 回日本エンドトキシン・自然免疫研究会
    • Place of Presentation
      鹿児島大学(鹿児島・鹿児島)
    • Year and Date
      2016-12-02
    • Related Report
      2016 Research-status Report
  • [Presentation] Concerted Mechanism of TLR4/MD-2 Modulators2016

    • Author(s)
      K. Mizote, A. Shimoyama, Y. Matsuura, M. Fujii, K. Kabayama, J. Inokuchi, K. Fukase
    • Organizer
      4th Asian Chemical Biology Conference (ACBC4)
    • Place of Presentation
      Kaohsiung(Taiwan)
    • Year and Date
      2016-11-28
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of the quantitative method for acrolein detection based on [4+4] cycloaddition reaction of conjugated imine2016

    • Author(s)
      A. Shimoyama, H. Tsuchida, K. Tanaka, K. Fukase
    • Organizer
      4th Asian Chemical Biology Conference (ACBC4)
    • Place of Presentation
      Kaohsiung(Taiwan)
    • Year and Date
      2016-11-28
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis of phosphatidylinositol for the elucidation of endogenous CD1d ligand2016

    • Author(s)
      S. Nakagawa, A. Shimoyama, T. Aiba, Y. Fujimoto, K. Fukase
    • Organizer
      The 10th International Symposium on Integrated Synthesis (ISONIS-10)
    • Place of Presentation
      ウエスティンホテル(淡路・兵庫)
    • Year and Date
      2016-11-18
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of quantitative detection of acrolein based on [4+4] cycloaddition reaction of conjugated imine2016

    • Author(s)
      H. Tsuchida, A. Shimoyama, K. Tanaka, K. Fukase
    • Organizer
      The 10th International Symposium on Integrated Synthesis (ISONIS-10)
    • Place of Presentation
      ウエスティンホテル(淡路・兵庫)
    • Year and Date
      2016-11-18
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] 協奏的に作用するTLR4/MD-2制御因子の機能2016

    • Author(s)
      溝手啓介、下山敦史、松浦良史、藤居真優、井ノ口仁一、樺山一哉、深瀬浩一
    • Organizer
      第6回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京)
    • Year and Date
      2016-11-14
    • Related Report
      2016 Research-status Report
  • [Presentation] Intracellular trafficking analysis of innate immune ligands2016

    • Author(s)
      K. Kabayama, K. Yokoyama, Y. Arai, Q. Feng, Y. Kawahara, A. Shimoyama, S. Inuki, Y. Fujimoto, K. Fukase
    • Organizer
      14th Biennial Meeting International Endotoxin and Innate Immunity Society (14th IEIIS)
    • Place of Presentation
      Hamburg(Germany)
    • Year and Date
      2016-09-22
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis and bio-functional studies of phosphatidylinositol for the elucidation of NKT cell pre-activation mechanism2016

    • Author(s)
      A. Shimoyama, S. Nakagawa, T. Aiba, Y. Fujimoto, K. Fukase
    • Organizer
      14th Biennial Meeting International Endotoxin and Innate Immunity Society (14th IEIIS)
    • Place of Presentation
      Hamburg(Germany)
    • Year and Date
      2016-09-22
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] 共役イミンの[4+4]二量化反応を用いたアクロレイン定量法の開発2016

    • Author(s)
      土田紘也、下山敦史、田中克典、深瀬浩一
    • Organizer
      第10回バイオ関連化学シンポジウム
    • Place of Presentation
      石川県立音楽堂(石川・金沢)
    • Year and Date
      2016-09-07
    • Related Report
      2016 Research-status Report
  • [Presentation] 免疫調節作用を有するリポ多糖部分構造の集積的化学合成とその機能2016

    • Author(s)
      下山敦史、藤本ゆかり、深瀬浩一
    • Organizer
      第2回新学術領域研究「中分子戦略」若手シンポジウム
    • Place of Presentation
      ニュー砂丘荘(鳥取・鳥取)
    • Year and Date
      2016-08-19
    • Related Report
      2016 Research-status Report
  • [Presentation] Immunomodulating Activity of Chemically Synthesized Lipopolysaccharide Partial Structures2016

    • Author(s)
      A. Shimoyama, Y. Fujimoto, K. Fukase
    • Organizer
      XXVIII International Carbohydrate Symposium (ICS2016)
    • Place of Presentation
      New Orleans(USA)
    • Year and Date
      2016-07-17
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] 共役イミンの[4+4]環化付加反応を用いた不飽和アルデヒド検出法の開発2016

    • Author(s)
      土田紘也、下山敦史、田中克典、深瀬浩一
    • Organizer
      日本ケミカルバイオロジー学会 第11回年会
    • Place of Presentation
      京都テルサ(京都・京都)
    • Year and Date
      2016-06-15
    • Related Report
      2016 Research-status Report
  • [Presentation] ホスファチジルイノシトールの合成とそのNKT細胞刺激活性2016

    • Author(s)
      中川翔、下山敦史、相羽俊彦、藤本ゆかり、深瀬浩一
    • Organizer
      日本ケミカルバイオロジー学会 第11回年会
    • Place of Presentation
      京都テルサ(京都・京都)
    • Year and Date
      2016-06-15
    • Related Report
      2016 Research-status Report
  • [Presentation] Chemical Synthesis of Immunomodulative Lipopolysaccharide Partial Structures2016

    • Author(s)
      A. Shimoyama, Y. Fujimoto, K. Fukase
    • Organizer
      The 12th International Symposium on Organic Reactions (ISOR12)
    • Place of Presentation
      京都テルサ(京都・京都)
    • Year and Date
      2016-04-22
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Book] ペプチド医薬品の スクリーニング・安定化・製剤化技術, Chapter 10-6, セルフアジュバンティングストラテジーによる合成ワクチン開発2017

    • Author(s)
      下山敦史,真鍋良幸,深瀬浩一
    • Total Pages
      557
    • Publisher
      技術情報協会
    • Related Report
      2017 Research-status Report
  • [Book] エンドトキシン・自然免疫研究 20、P15-18、協奏的に作用するTLR4/MD-2制御因子の機能~免疫調節作用を有する寄生菌由来リピドAを中心に2017

    • Author(s)
      下山敦史, 藤本ゆかり,深瀬浩一
    • Total Pages
      67
    • Publisher
      医学図書出版
    • Related Report
      2017 Research-status Report
  • [Book] エンドトキシン・自然免疫研究 20、P1-5、自己と非自己の認識に関わる糖鎖と複合糖質の機能解析と免疫調節への利用:リピドA研究を中心に2017

    • Author(s)
      深瀬浩一, 下山敦史, 藤本ゆかり
    • Total Pages
      67
    • Publisher
      医学図書出版
    • Related Report
      2017 Research-status Report
  • [Book] 次世代アジュバント開発のためのメカニズム解明と安全性評価, Chapter 3, アジュバントとしてのリピドA2017

    • Author(s)
      下山敦史, 深瀬浩一
    • Total Pages
      355
    • Publisher
      シーエムシー出版
    • Related Report
      2017 Research-status Report
  • [Book] アジュバントとしてのリピドA、次世代アジュバント開発のためのメカニズム解明と安全性評価2017

    • Author(s)
      下山敦史, 深瀬浩一
    • Publisher
      シーエムシー出版
    • Related Report
      2016 Research-status Report
  • [Book] Sugar Synthesis by microfluidic Techniques, Glycochemical Synthesis: Strategies and Applications2016

    • Author(s)
      K. Fukase, Y. Fujimoto, K. Tanaka, A. Shimoyama
    • Publisher
      Wiley
    • Related Report
      2016 Research-status Report
  • [Remarks] 大阪大学 大学院理学研究科 化学専攻 天然物有機化学研究室 HP

    • URL

      http://www.chem.sci.osaka-u.ac.jp/lab/fukase/

    • Related Report
      2018 Annual Research Report
  • [Remarks] 深瀬研究室HP

    • URL

      http://www.chem.sci.osaka-u.ac.jp/lab/fukase/

    • Related Report
      2017 Research-status Report
  • [Remarks] 深瀬研究室ホームページ

    • URL

      http://www.chem.sci.osaka-u.ac.jp/lab/fukase/

    • Related Report
      2016 Research-status Report
  • [Patent(Industrial Property Rights)] ホウ素クラスター脂質への放射線同位元素標識化法と標識化ホウ素クラスター脂質のウイルス様粒子への導入法2018

    • Inventor(s)
      深瀬浩一、金田安史、下山敦史、真鍋良幸、中村浩之、佐藤伸一
    • Industrial Property Rights Holder
      大阪大学
    • Industrial Property Rights Type
      特許
    • Filing Date
      2018
    • Related Report
      2017 Research-status Report

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Published: 2016-04-21   Modified: 2020-03-30  

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