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2013 Fiscal Year Final Research Report

Development of Efficient Sensing Method for Targeting Proteins Based on Dehydrocondensing Reactions

Research Project

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Project/Area Number 23590004
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionKanazawa University

Principal Investigator

KUNISHIMA MUNETAKA  金沢大学, 薬学系, 教授 (10214975)

Co-Investigator(Kenkyū-buntansha) YAMADA Kohei  金沢大学, 薬学系, 助教 (40583232)
Project Period (FY) 2011 – 2013
Keywords標識化反応 / トリアジン / 脱水縮合 / アミド / 標的タンパク質 / タンパク質探索 / 触媒反応
Research Abstract

A modular method for affinity labeling (MoAL method), which is based on dehydrocondensing reactions in aqueous solvents and overcomes problems of conventional affinity labeling method, has been developed. In this research project, we succeeded in construction of highly efficient catalyst units for the MoAL method, development of high sensing method for trace amount of proteins, and detection of an unknown protein for some drugs by MoAL method.

  • Research Products

    (30 results)

All 2014 2013 2012 2011 Other

All Journal Article (9 results) (of which Peer Reviewed: 9 results) Presentation (16 results) (of which Invited: 3 results) Book (1 results) Remarks (1 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 3 results)

  • [Journal Article] Role of Linkers in Tertiary Amines That Mediate or Catalyze 1,3,5-Triazine-Based Amide-Forming Reactions2014

    • Author(s)
      M. Kitamura, F. Kawasaki, K. Ogawa, S. Nakanishi, H. Tanaka, K. Yamada, M. Kunishima
    • Journal Title

      J. Org. Chem

      Volume: 79 Pages: 3709-3714

    • DOI

      10.1021/jo500376m

    • Peer Reviewed
  • [Journal Article] Binding of Sulforhodamine B to Human Serum Albumin : A Spectroscopic Study2013

    • Author(s)
      M. Kitamura, K. Murakami, K. Yamada, K. Kawai, M. Kunishima
    • Journal Title

      Dyes Pigm

      Volume: 99 Pages: 588-593

    • DOI

      10.1016/j.dyepig.2013.06.011

    • Peer Reviewed
  • [Journal Article] Study of 1,3,5-Triazine-Based Catalytic Amide-Forming Reactions : Effect of Solvents and Basicity of Reactants2013

    • Author(s)
      M. Kunishima, M. Kitamura, H. Tanaka, I. Nakakura, T. Moriya, K. Hioki
    • Journal Title

      Chem. Pharm. Bull

      Volume: 61 Pages: 882-886

    • DOI

      10.1248/cpb.c13-00368

    • Peer Reviewed
  • [Journal Article] A Practical Method for p-Methoxybenzylation of Hydroxy Groups Using 2,4,6-Tris(p-methoxybenzyloxy)-1,3,5-triazi ne (TriBOT-PM)2013

    • Author(s)
      K. Yamada, H. Fujita, M. Kitamura, M. Kunishima
    • Journal Title

      Synthesis

      Pages: 2989-2997

    • DOI

      10.1055/s-0033-1339713

    • Peer Reviewed
  • [Journal Article] A New Method Using 2-Chloro-4,6-dimethoxy-1,3,5-triazine for Facile Elimination of Dimethylamino Group in Eschenmoser's Methylenation for Synthesis ofα,β-unsaturated esters2013

    • Author(s)
      K. Yamada, K. Masaki, Y. Hagimoto, S. Kamiya, M. Kunishima
    • Journal Title

      Tetrahedron Lett

      Volume: 54 Pages: 1758-1760

    • DOI

      10.1016/j.tetlet.2013.01.092

    • Peer Reviewed
  • [Journal Article] A Novel Acid-Catalyzed O-Benzylating Reagent with the Smallest Unit of Imidate Structure2012

    • Author(s)
      K. Yamada, H. Fujita, M. Kunishima
    • Journal Title

      Org. Lett

      Volume: 14 Pages: 5026-5029

    • DOI

      10.1021/ol302222p

    • Peer Reviewed
  • [Journal Article] One-Pot Preparation of Oxazol-5(4H)-ones from Amino Acids in Aqueous Solvents2012

    • Author(s)
      H. Fujita, M. Kunishima
    • Journal Title

      Chem. Pharm. Bull

      Volume: 60 Pages: 907-912

    • DOI

      10.1248/cpb.c12-00291

    • Peer Reviewed
  • [Journal Article] Study on 1,3,5-Triazine Chemistry in Dehydrocondensation : Gauche Effect on the Generation of Active Triazinylammonium Species2012

    • Author(s)
      M. Kunishima, T. Ujigawa, Y. Nagaoka, C. Kawachi, K. Hioki, M. Shiro
    • Journal Title

      Chem. Eur. J

      Volume: 18 Pages: 15856-15867

    • DOI

      10.1002/chem.201202236

    • Peer Reviewed
  • [Journal Article] Substrate-Selective Dehydrocondensation at an Interface of Micelles and Emulsions of Common Surfactants2012

    • Author(s)
      M. Kunishima, K. Kikuchi, Y. Kawai, K. Hioki
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 51 Pages: 2080-2083

    • DOI

      10.1002/anie.201107706

    • Peer Reviewed
  • [Presentation] 脱水縮合反応を基盤とするタンパク質修飾法(MoAL法)におけるプローブ設計とその評価2014

    • Author(s)
      加藤大輝
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本大学(熊本県)
    • Year and Date
      2014-03-28
  • [Presentation] ベンジルイミダートを経由するアミド結合切断反応の開発2013

    • Author(s)
      軽尾友紀子
    • Organizer
      第39回反応と合成の進歩シンポジウム
    • Place of Presentation
      九州大学医学部百年講堂(福岡県)
    • Year and Date
      2013-11-05
  • [Presentation] 酸触媒トリアジン型パラメトキシベンジル化剤(TriBOT-PM)の開発2013

    • Author(s)
      藤田光
    • Organizer
      第43回複素環化学討論会
    • Place of Presentation
      長良川国際会議場(岐阜県)
    • Year and Date
      2013-10-17
  • [Presentation] イミダートの最小単位のみで構成される酸触媒アリールメチル化剤の開発2013

    • Author(s)
      山田耕平
    • Organizer
      日本プロセス化学会2013サマーシンポジウム
    • Place of Presentation
      つくば国際会議場(茨城県)
    • Year and Date
      2013-07-18
  • [Presentation] A new acid-catalyzed benzylating reagent with the smallest unit of imidate structure : TriBOT2013

    • Author(s)
      Hikaru Fujita
    • Organizer
      14th Tetrahedron Symposium
    • Place of Presentation
      Hilton Vienna(Vienna, Austria)
    • Year and Date
      2013-06-26
  • [Presentation] 古い化合物の新しい化学〜1,3,5-トリアジンを基軸とする反応の開拓〜2013

    • Author(s)
      国嶋崇隆
    • Organizer
      化学千一夜2013「明日の化学への夢を語ろう」
    • Place of Presentation
      参天製薬㈱能登工場(石川県)
    • Year and Date
      2013-06-07
    • Invited
  • [Presentation] カルボキシ基を標的とする生体分子の化学修飾2013

    • Author(s)
      国嶋崇隆
    • Organizer
      Endo-M研究会
    • Place of Presentation
      金沢勤労者プラザ(石川県)
    • Year and Date
      2013-05-17
    • Invited
  • [Presentation] 血清アルブミンに対する薬物の結合を簡便に検出するセンサーの開発2013

    • Author(s)
      木野徹平
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パフィシコ横浜(神奈川県)
    • Year and Date
      2013-03-30
  • [Presentation] Preparation of Hydrogel Particles by a in situ Generated Condensing Agent2012

    • Author(s)
      Kazuma Iwahara
    • Organizer
      The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC12)
    • Place of Presentation
      Rihga Royal Hotel Kyoto (Kyoto)
    • Year and Date
      2012-11-15
  • [Presentation] 究極的に簡素化されたイミダート等価構造を持つ新規ベンジル化剤:TriBOT2012

    • Author(s)
      藤田光
    • Organizer
      第38回反応と合成の進歩シンポジウム
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2012-11-06
  • [Presentation] プロトン性溶媒中でのエナンチオ選択的アミド化触媒の開発2012

    • Author(s)
      正木一将
    • Organizer
      第38回反応と合成の進歩シンポジウム
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2012-11-06
  • [Presentation] トリアジンの特性を利用した新反応剤の開発2012

    • Author(s)
      国嶋崇隆
    • Organizer
      日本プロセス化学会2012サマーシンポジウム
    • Place of Presentation
      京都テルサ(京都府)
    • Year and Date
      2012-07-19
    • Invited
  • [Presentation] Specific Labeling of Avidin and Streptavidin by Modular Method for Affinity Labeling2011

    • Author(s)
      S. Nakanishi
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium
    • Place of Presentation
      Keio Plaza Hotel Tokyo (Tokyo)
    • Year and Date
      2011-12-01
  • [Presentation] Labeling Study of Cyclooxygenase-1 (COX-1) by Modular Method for Affinity Labeling (MoAL)2011

    • Author(s)
      K. Yamada
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium
    • Place of Presentation
      Keio Plaza Hotel Tokyo (Tokyo)
    • Year and Date
      2011-11-30
  • [Presentation] 脱水縮合反応を利用したシクロオキシゲナーゼの特異的標識化反応2011

    • Author(s)
      国嶋崇隆
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      あわぎんホール(徳島県)
    • Year and Date
      2011-11-07
  • [Presentation] カルボキシル基を標的とする生体分子の有機化学2011

    • Author(s)
      国嶋崇隆
    • Organizer
      日本薬学会九州支部主催特別講演会
    • Place of Presentation
      長崎大学(長崎県)
    • Year and Date
      2011-06-06
  • [Book] e-EROS (Encyclopedia of Reagents for Organic Synthesis) 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl )-4-methylmorpholinium chloride2013

    • Author(s)
      M. Kitamura, M. Kunishima
    • Total Pages
      5
    • Publisher
      John Wiley & Sons, Ltd
  • [Remarks]

    • URL

      http://www.p.kanazawa-u.ac.jp/~bioorg/index.html

  • [Patent(Industrial Property Rights)] N型糖タンパク質の製造方法2013

    • Inventor(s)
      国嶋崇隆、山田耕平
    • Industrial Property Rights Holder
      金沢大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特願2013-026997
    • Filing Date
      2013-02-14
    • Overseas
  • [Patent(Industrial Property Rights)] 不斉脱水縮合剤2012

    • Inventor(s)
      国嶋崇隆、北村正典、山 田耕平、 正木一将
    • Industrial Property Rights Holder
      金沢大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特願2012-227249
    • Filing Date
      2012-10-12
    • Overseas
  • [Patent(Industrial Property Rights)] 薬物と高分子化合物相互作用確認 用試薬及び相互作用の検査2012

    • Inventor(s)
      国嶋崇隆、山 田耕平、木野徹平
    • Industrial Property Rights Holder
      金沢大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特願2012-27242
    • Filing Date
      2012-02-10
    • Overseas

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Published: 2015-07-16  

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