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2013 Fiscal Year Final Research Report

Elucidation of the chemical processes of biological reactions based on the design of novel nano-sized reaction environments

Research Project

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Project/Area Number 23350015
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

GOTO Kei  東京工業大学, 理工学研究科, 教授 (70262144)

Project Period (FY) 2011-04-01 – 2014-03-31
Keywords有機化学 / 酵素モデル / 活性中間体 / レドックス制御 / ナノサイズ分子
Research Abstract

Novel nano-sized molecular cavities with a dendrimer-type framework were developed for modeling reaction environments in the active site of enzymes that enable the stabilization highly reactive intermediates. By utilizing the novel model compounds, several highly reactive species otherwise very unstable in artificial systems were successfully synthesized and their reactivities were elucidated. These results contribute to the experimental demonstration of the hypothetically proposed chemical processes involved in the redox regulation and signaling.

  • Research Products

    (49 results)

All 2014 2013 2012 2011 Other

All Journal Article (9 results) (of which Peer Reviewed: 9 results) Presentation (40 results)

  • [Journal Article] Chloro-(η6-p-cymene)-{3-[3,5-bis(2,6dimethylphenyl)-1,2-phenylene]-1-(2,6,2"6"-tetramethyl-1,1':3',1"-terphenyl-5'-yl)imid azol-2-ylidene}-ruthenium(II) benzene disolvate2014

    • Author(s)
      Sase, S.; Ikehara, Y.; Goto, K.Domoto, Y.; Sase, S.; Goto, K.
    • Journal Title

      Acta Crystallogr., Sect. E

      Volume: 70 Pages: m394

    • Peer Reviewed
  • [Journal Article] Efficient End-Capping Synthesis of Neutral Donor-Acceptor [2]Rotaxanes under Additive-Free and Mild Conditions2014

    • Author(s)
      Domoto, Y.; Sase, S.; Goto, K.
    • Journal Title

      Chem. - Eur. J.

      Volume: 20 Pages: 15998-16005

    • Peer Reviewed
  • [Journal Article] Transnitrosation from a stable thionitrate to an amine with concomitant formation of a sulfenic acid2013

    • Author(s)
      Goto, K.; Yoshikawa, S.; Ideue, T.; Sase, S.
    • Journal Title

      J. Sulf. Chem.

      Volume: 34 Pages: 705-710

    • Peer Reviewed
  • [Journal Article] Copper(I)-Dioxygen Reactivity in a Sterically Demanding Tripodal Tetradentate tren Ligand: Formation and Reactivity of a Mononuclear Copper(II) End-On Superoxo Complex2012

    • Author(s)
      Kobayashi, Y.; Ohkubo, K.; Nomura, T.; Kubo, M.; Fujieda, N.; Sugimoto, H.;Fukuzumi, S.; Goto, K.; Ogura, T.; Itoh, S.
    • Journal Title

      Eur. J. Inorg. Chem.

      Pages: 4574-4578

    • Peer Reviewed
  • [Journal Article] Iodide-Promoted Deselenylation of β -Chloro- and β -Oxyselenides to Form Alkenes and Selenenyl Iodides2012

    • Author(s)
      Sase, S.; Ebisawa, N.; Goto, K.
    • Journal Title

      Chem. Lett.

      Volume: 41 Pages: 766-768

    • Peer Reviewed
  • [Journal Article] Syntheses of Biologically-relevant Reactive Sulfur Species by Utilizing a Primary Alkyl Steric Protection Group2011

    • Author(s)
      Sase, S.; Aoki, Y.; Abe, N.; Goto, K.
    • Journal Title

      Phosphorus, Sulfur Silicon Relat. Elem.

      Volume: 186 Pages: 1255-1258

    • Peer Reviewed
  • [Journal Article] 分子のボウルを使って生体反応活性種をモデル化する2011

    • Author(s)
      後藤敬
    • Journal Title

      化学と教育

      Volume: 59 Pages: 604-605

    • Peer Reviewed
  • [Journal Article] Synthesis of a Stable Selenoaldehyde (RCH=Se) by Self-Catalyzed Thermal Dehydration of a Primary-Alkyl-Substituted Selenenic Acid (RCH2SeOH)

    • Author(s)
      Sase, S.; Kakimoto, R.; Goto, K.
    • Journal Title

      Angew. Chem., Int. Ed.

      Volume: (印刷中)

    • Peer Reviewed
  • [Journal Article] Oxygen-Atom-Transfer Reactions of a Pd(II) Peroxocarbonate Complex

    • Author(s)
      Sase, S.; Hashimoto, M.; Goto, K.
    • Journal Title

      Chem. Lett.

      Volume: (印刷中)

    • Peer Reviewed
  • [Presentation] Organoelement Chemistry in Mechanistic Studies on Biological Reactions2014

    • Author(s)
      Kei Goto
    • Organizer
      US/Japan Joint Symposium on Advanced Organo-Main Group Chemistry
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-29
  • [Presentation] Bowl型骨格を有する一級アルキル置換セレネン酸から安定なセレノアルデヒドへの変換2014

    • Author(s)
      柿本涼,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-28
  • [Presentation] Bowl型立体保護基を有するN-ヒドロキシセレネンアミドとチオールとの反応2014

    • Author(s)
      石原充裕,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-28
  • [Presentation] 巨大分子キャビティに内包されたシステインチオールと硝酸エステルの反応2014

    • Author(s)
      佐野司,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-28
  • [Presentation] 活性窒素種によるS-ニトロソチオールの酸化反応に関する機構的研究2014

    • Author(s)
      井手上拓,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-28
  • [Presentation] ヨウ化セレネニルを用いたアルケンのアミノセレン化反応の開発2014

    • Author(s)
      高橋絵里歌,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-27
  • [Presentation] キャビティ型分子骨格を活用した生体反応活性種のモデル研究2014

    • Author(s)
      後藤敬
    • Organizer
      第2回生物元素戦略研究会
    • Place of Presentation
      浜松
    • Year and Date
      2014-03-01
  • [Presentation] キャビティ型置換基を活用したヨウ化セレネニルのアルケン活性化機構に関する研究2013

    • Author(s)
      高橋絵里歌,海老澤和明,佐瀬祥平,後藤敬
    • Organizer
      第40回有機典型元素化学討論会
    • Place of Presentation
      東大阪
    • Year and Date
      2013-12-06
  • [Presentation] Bowl型立体保護基を活用した初めてのN-ヒドロキシセレネンアミドの合成2013

    • Author(s)
      石原充裕,佐瀬祥平,後藤敬
    • Organizer
      第40回有機典型元素化学討論会
    • Place of Presentation
      東大阪
    • Year and Date
      2013-12-06
  • [Presentation] S-ニトロシステインからチオールへのニトロソ転移の反応機構の解明2013

    • Author(s)
      佐野司,佐瀬祥平,後藤敬
    • Organizer
      第40回有機典型元素化学討論会
    • Place of Presentation
      東大阪
    • Year and Date
      2013-12-06
  • [Presentation] Bowl型立体保護基を活用したNO+によるS-ニトロソチオールの活性化機構の解明2013

    • Author(s)
      井手上拓,佐瀬祥平,後藤敬
    • Organizer
      第40回有機典型元素化学討論会
    • Place of Presentation
      東大阪
    • Year and Date
      2013-12-06
  • [Presentation] Bowl型分子キャビティを活用したセレン含有メチオニンスルホキシド還元酵素の反応機構に関するモデル研究2013

    • Author(s)
      柿本涼,佐瀬祥平,後藤敬
    • Organizer
      第40回有機典型元素化学討論会
    • Place of Presentation
      東大阪
    • Year and Date
      2013-12-06
  • [Presentation] Synthesis and Application of Cysteine Model Compounds Based onNano-sized Molecular Cavities2013

    • Author(s)
      Kei Goto
    • Organizer
      The 16th Japan-Korea Seminar on Organic Chemistry
    • Place of Presentation
      仙台
    • Year and Date
      2013-09-27
  • [Presentation] 一級アルキル置換セレネン酸の合成と安定なセレノアルデヒドへの変換2013

    • Author(s)
      柿本涼,佐瀬祥平,後藤敬
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      東京
    • Year and Date
      2013-09-06
  • [Presentation] S-ニトロソシステイン誘導体の熱分解機構に関する速度論的研究2013

    • Author(s)
      井手上拓,佐瀬祥平,後藤敬,Manik Ghosh,永瀬茂
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      東京
    • Year and Date
      2013-09-05
  • [Presentation] Modeling of Highly ReactiveIntermediates in the Reaction of Cysteine Thiols and Reactive Nitrogen Species2013

    • Author(s)
      Kei Goto
    • Organizer
      6th Heron Island Conference on Reactive Intermediates and Unusual Molecules
    • Place of Presentation
      Heron Island, Great Barrier Reef, Queensland, Australia
    • Year and Date
      2013-07-11
  • [Presentation] ナノサイズキャビティ型骨格を有するセレノシステインモデル化合物の合成と応用2013

    • Author(s)
      後藤敬,柿本涼,佐瀬祥平
    • Organizer
      第10回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      和歌山
    • Year and Date
      2013-05-25
  • [Presentation] S-ニトロソシステイン誘導体の熱分解反応機構の解明2013

    • Author(s)
      井手上拓,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第93回春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-25
  • [Presentation] 一級アルキル置換セレネン酸の脱水反応による安定なセレノアルデヒドの合成2013

    • Author(s)
      柿本涼,佐瀬祥平,後藤 敬
    • Organizer
      日本化学会第93回春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-25
  • [Presentation] S-ニトロソチオールの二分子間分解過程に関する機構的研究2012

    • Author(s)
      井手上拓,佐瀬祥平,後藤敬
    • Organizer
      第39回有機典型元素化学討論会
    • Place of Presentation
      盛岡
    • Year and Date
      2012-12-07
  • [Presentation] Bowl型骨格をもつセレン化合物を活用したメチオニンスルホキシド還元酵素のモデル研究2012

    • Author(s)
      柿本涼,佐瀬祥平,後藤敬
    • Organizer
      第39回有機典型元素化学討論会
    • Place of Presentation
      盛岡
    • Year and Date
      2012-12-07
  • [Presentation] 巨大分子キャビティに内包された高反応性システイン誘導体の合成2012

    • Author(s)
      佐野司,佐瀬祥平,後藤敬
    • Organizer
      第39回有機典型元素化学討論会
    • Place of Presentation
      盛岡
    • Year and Date
      2012-12-06
  • [Presentation] Application of Cavity-shaped Molecules to Modeling ofBiologically-relevant Reactive Sulfur Species2012

    • Author(s)
      Kei Goto
    • Organizer
      The 15th International Symposium "Advances in the Chemistryof Heteroorganic Compounds"
    • Place of Presentation
      Lodz, Poland
    • Year and Date
      2012-11-16
  • [Presentation] Modeling of Chalcogen-containing Reactive Intermediates of Biological Reactions by Utilizing Molecular Cavities2012

    • Author(s)
      Kei Goto
    • Organizer
      XII International Symposium on Selected Problems of Chemistry of Acyclic and Cyclic Heteroorganic Compounds
    • Place of Presentation
      Czestochowa, Poland
    • Year and Date
      2012-11-15
  • [Presentation] デンドリマー型ナノサイズ分子キャビティを活用したシステインチオニトラートのモデル研究2012

    • Author(s)
      佐瀬祥平,佐野司,後藤敬
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      京都
    • Year and Date
      2012-09-21
  • [Presentation] 内部にシステインユニットを有するナノサイズ分子キャビティの開発と応用2012

    • Author(s)
      後藤敬,佐野司,三崎朋子,佐瀬祥平
    • Organizer
      第9回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      札幌
    • Year and Date
      2012-05-27
  • [Presentation] Elucidation of the Reactivity of Biologically-relevant Reactive Sulfur Species by Utilizing Molecular Cavities2012

    • Author(s)
      Kei Goto
    • Organizer
      The 10th International Conference on Heteroatom Chemistry
    • Place of Presentation
      宇治
    • Year and Date
      2012-05-25
  • [Presentation] Investigation on Disulfide Formation from S-Nitrosothiols by Taking Advantage of a Bowl-shaped Substituent2012

    • Author(s)
      Taku Ideue, Shohei Sase, and Kei Goto
    • Organizer
      The 10th International Conference on Heteroatom Chemistry
    • Place of Presentation
      宇治
    • Year and Date
      2012-05-22
  • [Presentation] Synthesis and Reactivity of a Cysteine Thionitrate Derivative by Taking Advantage of a Bowl-shaped Molecular Cavity2012

    • Author(s)
      Tsukasa Sano, Shohei Sase, and Kei Goto
    • Organizer
      The 10th International Conference on Heteroatom Chemistry
    • Place of Presentation
      宇治
    • Year and Date
      2012-05-22
  • [Presentation] Modeling of the Key Reduction Step of Selenocysteine-containing Methionine Sulfoxide Reductase2012

    • Author(s)
      Ryo Kakimoto, Shohei Sase, and Kei Goto
    • Organizer
      The 10th International Conference on Heteroatom Chemistry
    • Place of Presentation
      宇治
    • Year and Date
      2012-05-22
  • [Presentation] デンドリマー型分子キャビティを活用したS-ニトロソおよびS-ニトロシステイン誘導体の合成と反応2012

    • Author(s)
      佐野司,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-27
  • [Presentation] Bowl型分子キャビティを活用したS-ニトロソチオールの二分子間分解反応の解明2012

    • Author(s)
      井手上拓,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-25
  • [Presentation] Bowl型分子キャビティを活用したセレノールによるスルホキシド還元過程の解明2012

    • Author(s)
      柿本涼,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-25
  • [Presentation] ヨウ化セレネニルの生成を鍵とした新規合成反応の開発2012

    • Author(s)
      海老澤和明,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-25
  • [Presentation] HNO供与体としてのN-ヒドロキシスルフェンアミドの反応性2012

    • Author(s)
      石原充裕,佐瀬祥平,後藤敬
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-25
  • [Presentation] Modeling of Reactive Species Derived from Cysteine and Selenocysteine Residues by Utilizing aPhenylene-based Molecular Cavity2011

    • Author(s)
      Kei Goto
    • Organizer
      1st International Symposium on Creation of Functional Materials
    • Place of Presentation
      つくば
    • Year and Date
      2011-12-17
  • [Presentation] Bowl型分子キャビティを活用したN-ヒトロキシスルフェンアミドの反応性に関するモデル研究2011

    • Author(s)
      石原充裕,吉川修平,佐瀬祥平,後藤敬
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      金沢
    • Year and Date
      2011-12-09
  • [Presentation] 分子キャビティを活用した含高周期典型元素活性種の反応性制御2011

    • Author(s)
      後藤敬
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      金沢
    • Year and Date
      2011-12-08
  • [Presentation] Modeling of Biologically-relevant Reactive Sulfur Species by Utilizing Molecular Cavities2011

    • Author(s)
      Kei Goto, Noriaki Abe, Michihiro Ishihara, and Shohei Sase
    • Organizer
      The 15th Japan-Korea Seminar on Organic Chemistry
    • Place of Presentation
      Gyeongju, Korea
    • Year and Date
      2011-10-02
  • [Presentation] デンドリマー型分子キャビティを活用した安定なシステインヨウ化スルフェニルの合成2011

    • Author(s)
      佐野司,三﨑朋子,佐瀬祥平,後藤敬
    • Organizer
      第5回バイオ関連化学シンポジウム
    • Place of Presentation
      つくば
    • Year and Date
      2011-09-13

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Published: 2015-06-25   Modified: 2015-06-25  

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