Automated synthesis and Functional Evaluation of Oligosaccharides as Biologically Active Middle Molecules

• Project Area: Middle molecular strategy: Creation of higher bio-functional molecules by integrated synthesis.
• Project/Area Number: 15H05844
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Tottori University
• Principal Investigator: NOKAMI Toshiki 鳥取大学, 工学研究科, 教授 (60402963)
• Co-Investigator(Kenkyū-buntansha): 伊藤 敏幸 鳥取大学, 工学研究科, その他 (50193503)
• Project Period (FY): 2015-06-29 – 2020-03-31
• Project Status: Completed (Fiscal Year 2019)
• Budget Amount: ¥45,500,000 (Direct Cost: ¥35,000,000、Indirect Cost: ¥10,500,000); Fiscal Year 2019: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2018: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2017: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2016: ¥8,840,000 (Direct Cost: ¥6,800,000、Indirect Cost: ¥2,040,000); Fiscal Year 2015: ¥10,140,000 (Direct Cost: ¥7,800,000、Indirect Cost: ¥2,340,000)
• Keywords: オリゴ糖 / グリコシル化反応 / 立体制御 / イオン液体タグ / 生物活性 / 有機合成 / 自動合成 / 有機化学 / 糖鎖 / 生理活性 / 電解合成 / 有機合成化学 / 電気化学 / 生物活性物質

Outline of Final Research Achievements

We have developed methods for synthesis of oligosaccharides as biologically active middle molecules and analyzed their biological functions during the period of research project. Automated electrochemical assembly has been utilized to synthesize chitooligosaccharides and unnatural cyclic oligosaccharides efficiently. Biological function of these oligosaccharides is under investigation.

Academic Significance and Societal Importance of the Research Achievements

本研究で合成が効率化されたキトオリゴ糖類縁体の機能解明は学術的に重要であり、その有効利用は社会的に意義深い。すなわち、これまで未解明であったオリゴ糖の生物学的意義についても、精密合成によって高純度のオリゴ糖が供給出来れば、機能解明につながると期待される。また、オリゴ糖が医薬品や食品として有効利用出来れば、オリゴ糖をベースにした新たな製品ひいては産業の創出につながると期待される。

Research Products

• [Journal Article] Total Synthesis of Myc-IV(C16:0, S) via Automated Electrochemical Assembly (2020)
  • Author(s): K. Yano, T. Itoh, T. Nokami
  • Journal Title: Carbohydr. Res. Volume: 492 Pages: 108018-108018
  • DOI: 10.1016/j.carres.2020.108018
  • Peer Reviewed
• [Journal Article] Visible Light-Driven Direct 2,2-Difluoroacetylation Using Organic Pigment Catalys (2020)
  • Author(s): Y. Furukawa, M. Hayashi, S. Hayase, T. Nokami, T. Itoh
  • Journal Title: ACS Sus. Chem. Eng. Volume: 8 Issue: 16 Pages: 6533-6542
  • DOI: 10.1021/acssuschemeng.0c01243
  • Peer Reviewed
• [Journal Article] Oxo‐Thiolation of Cationically Polymerizable Alkenes Using Flow Microreactors (2019)
  • Author(s): Ashikari Yosuke、Saito Kodai、Nokami Toshiki、Yoshida Jun‐ichi、Nagaki Aiichiro
  • Journal Title: Chemistry A European Journal Volume: 25 Issue: 67 Pages: 15239-15243
  • DOI: 10.1002/chem.201903426
  • Peer Reviewed / Open Access
• [Journal Article] Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides (2019)
  • Author(s): S. Manmode, S. Tanabe, T. Yamamoto, N. Sasaki, T. Nokami, T. Itoh
  • Journal Title: ChemisryOpen Volume: 8 Issue: 7 Pages: 869-872
  • DOI: 10.1002/open.201900185
  • Peer Reviewed / Open Access
• [Journal Article] Synthesis of gem-Difluoromethylene Containing Cycloalkenes via Ring-opening Reaction of gem-Difluorocyclopropanes and Subsequent RCM Reaction (2019)
  • Author(s): Masuhara, Y.; Tanaka,T.; Takenaka, H.; Hayase, S.; Nokami, T.; Itoh, T.*
  • Journal Title: J. Org. Chem. Volume: 84 Issue: 9 Pages: 5440-5449
  • DOI: 10.1021/acs.joc.9b00415
  • Peer Reviewed
• [Journal Article] Mixed-Electrolytes-Driven Stereoselective Electrochemical Glycosylation (2019)
  • Author(s): Isoda, Y.; Kitamura, K.; Takahashi, S.; Nokami, T.; Itoh, T.
  • Journal Title: ChemElectroChem Volume: 6 Issue: 16 Pages: 4149-4152
  • DOI: 10.1002/celc.201900215
  • Peer Reviewed
• [Journal Article] Electrochemical Methods as an Enabling Tools for Glycosylation (2018)
  • Author(s): Manmode, S.; Matsumoto, K.; Nokami, T.; Itoh, T.
  • Journal Title: Asian Journal of Organic Chemistry Volume: 7 Issue: 9 Pages: 1719-1729
  • DOI: 10.1002/ajoc.201800302
  • Peer Reviewed
• [Journal Article] Automated Electrochemical Assembly of the β-(1,3)-β-(1,6)-Glucan Hexasaccharide Using Thioglucoside Building Blocks (2018)
  • Author(s): Manmode, S.; Kato, M.; Ichiyanagi, T.; Nokami,T.; Itoh, T.
  • Journal Title: Asian Journal of Organic Chemistry Volume: 7 Issue: 9 Pages: 1802-1805
  • DOI: 10.1002/ajoc.201800345
  • Peer Reviewed
• [Journal Article] Synthesis of a TMG-chitotriomycin Precursor Based on Electrolyte-Free Electrochemical Glycosylation Using an Ionic Liquid Tag (2017)
  • Author(s): Sasaki, N.; Nokami, T.; Itoh, T.
  • Journal Title: Chemistry Letters Volume: 46 Issue: 5 Pages: 683-685
  • DOI: 10.1246/cl.170126
  • NAID: 130005655693
  • Peer Reviewed
• [Journal Article] Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block (2017)
  • Author(s): Isoda Yuta、Sasaki Norihiko、Kitamura Kei、Takahashi Shuji、Manmode Sujit、Takeda-Okuda Naoko、Tamura Jun-ichi、Nokami Toshiki、Itoh Toshiyuki
  • Journal Title: Beilstein Journal of Organic Chemistry Volume: 13 Pages: 919-924
  • DOI: 10.3762/bjoc.13.93
  • Peer Reviewed / Open Access
• [Journal Article] Rational optimization of the mannoside building block for automated electrochemical assembly of the core trisaccharide of GPI anchor oligosaccharides (2017)
  • Author(s): Manmode Sujit、Sato Takumi、Sasaki Norihiko、Notsu Ikumi、Hayase Shuichi、Nokami Toshiki、Itoh Toshiyuki
  • Journal Title: Carbohydrate Research Volume: 450 Pages: 44-48
  • DOI: 10.1016/j.carres.2017.08.009
  • Peer Reviewed
• [Journal Article] Ionic Liquid Tag with Multiple Functions in Electrochemical Glycosylation (2016)
  • Author(s): Nokami, T.; Sasaki, N.; Isoda, Y.; Itoh, T.
  • Journal Title: ChemElectroChem Volume: 3 Issue: 12 Pages: 2012-2016
  • DOI: 10.1002/celc.201600311
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Improved Performance of a Conducting-Bridge Random Access Memory using Ionic Liquids (2016)
  • Author(s): Harada, A.; Yamaoka, H.; Tojo, S.; Watanabe, K.; Sakaguchi, A.; Kinoshita, K.; Kishida, S.; Fukaya, Y.; Matsumoto, K.; Hagiwara,R.; Sakaguchi, H.; Nokami, T.; Itoh, T.
  • Journal Title: Journal of Materials Chemistry Volume: 4 Issue: 30 Pages: 7215-7222
  • DOI: 10.1039/c6tc01486k
  • Peer Reviewed
• [Journal Article] Extraction of polysaccharides from Japanese cedar using phosphonate-derived polar ionic liquids having functional groups (2016)
  • Author(s): Fukaya, Y.; Asai, R-i.; Kadotani, S.; Nokami, T.; Itoh, T.
  • Journal Title: Bulletin of Chemical Society of Japan Volume: 89 Issue: 8 Pages: 879-886
  • DOI: 10.1246/bcsj.20160073
  • NAID: 130005464963
  • Peer Reviewed
• [Journal Article] Generation, Characterization, and Reactions of Thionium Ions Based on the Indirect Cation Pool Method (2016)
  • Author(s): Akihiro Shimizu, Keiji Takeda, Shota Mishima, Kodai Saito, Songhee Kim, Toshiki Nokami, Jun-ichi Yoshida*
  • Journal Title: Bull. Chem. Soc. Jpn. Volume: 89 Issue: 1 Pages: 61-66
  • DOI: 10.1246/bcsj.20150323
  • NAID: 130005119459
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] CO2 Solubility in Ether Functionalized Ionic Liquids on Mole Fraction and Molarity Scales (2016)
  • Author(s): Kanakubo, M.; Makino, T.; Taniguchi, T.; Nokami, T.; Itoh, T.
  • Journal Title: ACS Sustainable Chemistry & Engineering Volume: 4 Issue: 2 Pages: 525-535
  • DOI: 10.1021/acssuschemeng.5b00960
  • Peer Reviewed
• [Journal Article] The β-Silyl Effect on the Memory of Chirality in Friedel-Crafts Alkylation Using Chiral α-Aryl Alcohols (2015)
  • Author(s): Nokami, T.; Yamane, Y.; Oshitani, S.; Kobayashi, J.; Matsui, S.; Nishihara, T.; Uno, H.; Hayase, S.; Itoh, T.
  • Journal Title: Organic Letters Volume: Vol. 17 Issue: 12 Pages: 3182-3185
  • DOI: 10.1021/acs.orglett.5b01582
  • Peer Reviewed
• [Journal Article] Development of n-Type Semiconductor Based on Cyclopentene or Cyclohexene-fused [C60]-Fullerene Derivatives (2015)
  • Author(s): Yamane, Y.; Sugawara, K.; Nakamura, N.; Hayase, S.; Nokami, T.; Itoh, T.
  • Journal Title: Journal of Organic Chemistry Volume: Vol. 80 Issue: 9 Pages: 4638-4649
  • DOI: 10.1021/acs.joc.5b00530
  • Peer Reviewed
• [Journal Article] Copper Ion Containing Ionic Liquids Provides Improved Endurance and Switching Voltage Distributions of Conducting-Bridge Random Access Memory (2015)
  • Author(s): Akinori Harada, Hiroki Yamaoka, Kouhei Watanabe, Kentaro Kinoshita, Satoru Kishida, Yukinobu Fukaya, Toshiki Nokami, Toshiyuki Itoh
  • Journal Title: Chemistry Letter Volume: 44 Issue: 11 Pages: 1578-1580
  • DOI: 10.1246/cl.150773
  • NAID: 130005108105
  • Peer Reviewed / Open Access / Acknowledgement Compliant
• [Journal Article] Electrochemical Na-insertion/extraction properties of phosphorus electrodes in ionic liquid electrolytes (2015)
  • Author(s): Shimizu, M.; Usui, H.; Yamane, K.; Sakata, T.; Nokami, T.; Itoh, T.; Sakaguchi, H.
  • Journal Title: International Journal of Electrochemcal Science Volume: Vol. 10 Pages: 10132-10144
  • NAID: 120005868799
  • Peer Reviewed
• [Journal Article] Phosphonium alkyl PEG sulfate ionic liquids as coating materials for activation of Burkholderia cepacia lipase (2015)
  • Author(s): Matsubara, Y.; Kadotani, S.; Nishihara, T.; Hikino, Y.; Fukaya, Y.; Nokami, T.; Itoh, T.
  • Journal Title: Biotechnology Journal Volume: Vol. 10 Issue: 12 Pages: 1944-1951
  • DOI: 10.1002/biot.201500413
  • Peer Reviewed
• [Presentation] 二糖ビルディングブロックを用いた液相電解自動合成によるβグルカン構築 (2020)
  • Author(s): 齋藤阿須香、加藤萌子、野上敏材、伊藤敏幸
  • Organizer: 日本化学会第100春季年会
• [Presentation] 液相電解自動合成法を利用したMyc-IV (16C:0, S)の全合成 (2020)
  • Author(s): 矢野君晟、野上敏材、伊藤敏幸
  • Organizer: 日本化学会第100春季年会
• [Presentation] 4.Automated Electrochemical Assembly for Oligosaccharide Synthesis (2019)
  • Author(s): T. Nokami
  • Organizer: Asian Chemical Congress 2019
  • Int'l Joint Research / Invited
• [Presentation] 環状βグルカン13糖前駆体の液相電解自動合成 (2019)
  • Author(s): 加藤萌子、野上敏材、伊藤敏幸
  • Organizer: 第38回日本糖質学会年会
• [Presentation] 液相電解自動合成に基づくMyc-LCO合成 (2019)
  • Author(s): 矢野君晟、野上敏材、伊藤敏幸
  • Organizer: 第38回日本糖質学会年会
• [Presentation] TMG-キトトリオマイシン類縁体の全合成 (2019)
  • Author(s): 藤木達也、高橋宗治、北村京、磯田悠太、野上敏材、伊藤敏幸
  • Organizer: 日本化学会第99春季年会
• [Presentation] 液相電解自動合成法を用いた環状βグルカン前駆体合成 (2019)
  • Author(s): 加藤萌子、マンモデスジット、錦織直人、野上敏材、伊藤敏幸
  • Organizer: 日本化学会第99春季年会
• [Presentation] β-1,6結合からなる 環状オリゴグルコサミンの電解合成 (2019)
  • Author(s): 山本崇史、田部七大、マンモデスジット、野上敏材、伊藤敏幸
  • Organizer: 日本化学会第99春季年会
• [Presentation] チオグリコシドの硫黄上置換基と糖水酸基の保護基が酸化電位に与える影響 (2018)
  • Author(s): 野上敏材、スジットマンモデ、高橋宗治、田部七大、加藤萌子、早瀬修一、伊藤敏幸
  • Organizer: 第37回日本糖質学会
• [Presentation] βグルカン繰り返し六糖の液相電解自動合成 (2018)
  • Author(s): 加藤萌子、スジットマンモデ、野上敏材、伊藤敏幸
  • Organizer: 第37回日本糖質学会
• [Presentation] 一級水酸基選択的な分子内電解グリコシル化反応による環状オリゴ糖合成 (2018)
  • Author(s): 田部七大、山本崇史、野上敏材、伊藤敏幸
  • Organizer: 第37回日本糖質学会
• [Presentation] 電解グリコシル化反応の可能性：自動化から環状オリゴ糖合成まで (2018)
  • Author(s): 野上敏材
  • Organizer: GlycoTOKYO 2018
  • Invited
• [Presentation] 二糖ビルディングブロックを用いたTMG-キトトリオマイシン類縁体の全合成 (2018)
  • Author(s): 高橋宗治・北村京・藤木達也・磯田悠汰・野上敏材・伊藤敏幸
  • Organizer: 第98回日本化学会春季年会
• [Presentation] Automated Electrochemical Assembly of Oligoglucosides with β-glycosidic linkages (2018)
  • Author(s): スジットマンモデ・加藤萌子・野上敏材・伊藤敏幸
  • Organizer: 第98回日本化学会春季年会
• [Presentation] β－グリコシド結合からなる環状オリゴグルコサミンの電解合成 (2018)
  • Author(s): 田部七大・山本崇史・野上敏材・伊藤敏幸
  • Organizer: 第98回日本化学会春季年会
• [Presentation] A Sugar Machine (2018)
  • Author(s): Toshiki Nokami
  • Organizer: 第98回日本化学会春季年会 Asian International Symposium Electrochemistry
  • Int'l Joint Research / Invited
• [Presentation] Automated Electrochemical Assembly as an Enabling Technology for Oligosaccharides Synthesis (2017)
  • Author(s): Toshiki Nokami and Toshiyuki Itoh
  • Organizer: The 6th Gratama Workshop on Chemical Sciences and Innovations for a Sustainable Society
  • Int'l Joint Research / Invited
• [Presentation] 電解グリコシル化反応の新展開 (2017)
  • Author(s): 野上敏材・磯田悠太・マンモデスジット・佐々木紀彦・北村京・高橋宗治・田部七大・伊藤敏幸
  • Organizer: 第36回日本糖質学会年会
• [Presentation] 液相電解自動合成に基づく環状オリゴグルコサミン合成 (2017)
  • Author(s): 田部七大・佐々木紀彦・野上敏材・伊藤敏幸
  • Organizer: 第36回日本糖質学会年会
• [Presentation] TMG-キトトリオマイシン類縁体合成における置換基効果 (2017)
  • Author(s): 高橋宗治・北村京・磯田悠太・野上敏材・伊藤敏幸
  • Organizer: 第36回日本糖質学会年会
• [Presentation] 液相電解自動合成における1,2-trans-グリコシド形成のための糖鎖ビルディングブロック開発 (2017)
  • Author(s): マンモデスジット・佐藤匠・野津育未・佐々木紀彦・早瀬修一・野上敏材・伊藤敏幸
  • Organizer: 第36回日本糖質学会年会
• [Presentation] 二種類の支持電解質共存条件下における立体選択的グリコシル化反応 (2016)
  • Author(s): 北村京、磯田悠太、 佐々木紀彦、佐藤匠、野上敏材、伊藤敏幸
  • Organizer: 第35回日本糖質学会
  • Place of Presentation: 高知文化プラザ かるぽーと
  • Year and Date: 2016-09-01
• [Presentation] 電解グリコシル化反応のための多機能型イオン液体タグ開発 (2016)
  • Author(s): 佐々木紀彦、磯田悠太、野上敏材、伊藤敏幸
  • Organizer: 第35回日本糖質学会
  • Place of Presentation: 高知文化プラザ かるぽーと
  • Year and Date: 2016-09-01
• [Presentation] 混合支持電解質条件を用いた立体選択的なTMG-キトリオマイシン類縁体 (2016)
  • Author(s): 磯田 悠太、北村京、佐々木紀彦、高橋宗治、野上敏材、伊藤敏幸
  • Organizer: 第35回日本糖質学会
  • Place of Presentation: 高知文化プラザ かるぽーと
  • Year and Date: 2016-09-01
• [Presentation] オリゴマンノシド前駆体の液相電解自動合成 (2016)
  • Author(s): 佐藤 匠、佐々木紀彦、 野上敏材、伊藤敏幸
  • Organizer: 第35回日本糖質学会
  • Place of Presentation: 高知文化プラザ かるぽーと
  • Year and Date: 2016-09-01
• [Presentation] 酵素による速度論的光学分割を経る活性含フッ化糖のDe Novo合成 (2016)
  • Author(s): 野上 敏材、 林 詩穂、 塚原 綾菜、 高柳 惠輔、 伊藤 敏幸
  • Organizer: 第35回日本糖質学会
  • Place of Presentation: 高知文化プラザ かるぽーと
  • Year and Date: 2016-09-01
• [Presentation] Ionic Liquid Tag as a Multiple Functional Tag for Electrochemical Glycosylation (2016)
  • Author(s): Norihiko Sasaki, Yuta Isoda, Toshiki Nokami, Toshiyuki Itoh
  • Organizer: International Carbohydrate Symposium 2016
  • Place of Presentation: The Marriott New Orleans
  • Year and Date: 2016-07-17
  • Int'l Joint Research
• [Presentation] Total Synthesis of TMG-chitotriomycin Based on the Automated Electrochemical Synthesis of the Precursor Tetrasaccharide (2016)
  • Author(s): Yuta Isoda, Norihiko Sasaki, Kei Kitamura, Toshiki Nokami, Toshiyuki Itoh
  • Organizer: International Carbohydrate Symposium 2016
  • Place of Presentation: The Marriott New Orleans
  • Year and Date: 2016-07-17
  • Int'l Joint Research
• [Presentation] Improvement of stereoselectivity in the electrochemical glycosylation with mixed electrolyte system (2016)
  • Author(s): Toshiki Nokami, Kei Kitamura, Yuta Isoda, Norihiko Sasaki, Toshiyuki Itoh
  • Organizer: International Carbohydrate Symposium 2016
  • Place of Presentation: The Marriott New Orleans
  • Year and Date: 2016-07-17
  • Int'l Joint Research
• [Presentation] Electrochemical Approach toward Automated Solution-Phase Synthesis of Oligosaccharide (2016)
  • Author(s): Toshiki Nokami and Toshiyuki Itoh
  • Organizer: The 2nd International Symposium on Middle Molecular Strategy
  • Place of Presentation: 千里ライフサイエンスセンター
  • Year and Date: 2016-07-02
  • Int'l Joint Research / Invited
• [Presentation] Development of Ionic Liquid-Tagged Carbohydrate Building Blocks for Electrochemical Glycosylation (2016)
  • Author(s): Toshiki Nokami, Norihiko Sasaki, Yuta Isoda, Toshiyuki Itoh
  • Organizer: The 229th ECS Meeting
  • Place of Presentation: Hilton Bayfront, San Diego
  • Year and Date: 2016-05-29
  • Int'l Joint Research
• [Presentation] Automated Electrochemical Assembly for Oligosaccharide Synthesis (2015)
  • Author(s): Toshiki Nokami, Yuta Isoda, Keisuke Takayanagi, Norihiko Sasaki, Shuichi Hayase, Toshiyuki Itoh
  • Organizer: Pacifichem2015
  • Place of Presentation: ヒルトンハワイアンビレッジ、ホノルル、アメリカ合衆国
  • Year and Date: 2015-12-19
  • Int'l Joint Research / Invited
• [Presentation] Electrochemical Method as an Enabling Tool for Glycosylation (2015)
  • Author(s): Toshiki Nokami, Yuta Isoda, Norihiko Sasaki, Shuichi Hayase, Toshiyuki Itoh, Ryutaro Hayashi, Akihiro Shimizu, Jun-ichi Yoshida
  • Organizer: Pacifichem2015
  • Place of Presentation: ヒルトンハワイアンビレッジ、ホノルル、アメリカ合衆国
  • Year and Date: 2015-12-17
  • Int'l Joint Research
• [Presentation] 電解グリコシル化反応の精製プロセス迅速化を指向したイオン液体タグの開発 (2015)
  • Author(s): 佐々木紀彦、野上敏材、伊藤敏幸
  • Organizer: 2015年日本化学会中国四国支部大会
  • Place of Presentation: 岡山大学
  • Year and Date: 2015-11-15
• [Presentation] TMG-キトトリオマイシンの全合成 (2015)
  • Author(s): 磯田悠太、佐々木紀彦、野上敏材、早瀬修一、伊藤敏幸
  • Organizer: 2015年日本化学会中国四国支部大会
  • Place of Presentation: 岡山大学
  • Year and Date: 2015-11-15
• [Presentation] Automated Electrochemical Assembly of Oligosaccharides (2015)
  • Author(s): Toshiki Nokami, Yuta Isoda, Norihiko Sasaki, Toshiyuki Itoh, Ryutaro Hayashi, Akihiro Shimizu, Jun-ichi Yoshida
  • Organizer: IKCOC-13
  • Place of Presentation: リーガロイヤルホテル京都、京都
  • Year and Date: 2015-11-12
  • Int'l Joint Research
• [Book] 中分子創薬に資するペプチド・核酸・糖鎖の合成技術 (2018)
  • Author(s): 野上敏材他、監修：千葉一裕
  • Total Pages: 317
  • Publisher: シーエムシー出版
  • ISBN: 9784781313207
• [Book] Science of Synthesis Section 30.1.3 (2016)
  • Author(s): Nokami, T.
  • Total Pages: 24
  • Publisher: Thieme
• [Book] 糖鎖の新機能開発・応用ハンドブック 創薬・医療から食品開発まで (2015)
  • Author(s): 野上敏材、他多数
  • Total Pages: 628
  • Publisher: 株式会社 エヌ・ティー・エス
• [Remarks] 鳥取大学 野上有機合成化学研究室
  • URL: http://www.chem.tottori-u.ac.jp/~itoh/
• [Remarks] 鳥取大学野上有機合成化学研究室ホームページ
  • URL: http://www.chem.tottori-u.ac.jp/~itoh/
• [Remarks] 鳥取大学大学院持続性社会創生科学研究科伊藤研究室ホームページ
  • URL: http://www.chem.tottori-u.ac.jp/~itoh/
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  • URL: http://www.chem.tottori-u.ac.jp/~itoh/
• [Patent(Industrial Property Rights)] 糖鎖の製造方法 (2020)
  • Inventor(s): 野上敏材，濱多智昭，酒井啓
  • Industrial Property Rights Holder: 野上敏材，濱多智昭，酒井啓
  • Industrial Property Rights Type: 特許
  • Industrial Property Number: 2020-020679
  • Filing Date: 2020
• [Patent(Industrial Property Rights)] 糖の製造方法、糖鎖合成用のビルディングブロックおよび化合物 (2019)
  • Inventor(s): 野上敏材、伊藤敏幸、酒井啓、濱多智昭
  • Industrial Property Rights Holder: 野上敏材、伊藤敏幸、酒井啓、濱多智昭
  • Industrial Property Rights Type: 特許
  • Industrial Property Number: 2019-035709
  • Filing Date: 2019
• [Patent(Industrial Property Rights)] 糖の製造方法 (2017)
  • Inventor(s): 野上敏材、伊藤敏幸
  • Industrial Property Rights Holder: 鳥取大学
  • Industrial Property Rights Type: 特許
  • Industrial Property Number: 2017-045179
  • Filing Date: 2017-03-09
• [Patent(Industrial Property Rights)] 立体選択的な糖鎖の製造方法 (2016)
  • Inventor(s): 野上敏材, 伊藤敏幸
  • Industrial Property Rights Holder: 野上敏材, 伊藤敏幸
  • Industrial Property Rights Type: 特許
  • Industrial Property Number: 2016-064646
  • Filing Date: 2016-03-07