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2012 Fiscal Year Final Research Report

The Origins of Chirality and Amplification in Asymmetric Autocatalysis

Research Project

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Project/Area Number 20225002
Research Category

Grant-in-Aid for Scientific Research (S)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionTokyo University of Science

Principal Investigator

SOAI Kenso  東京理科大学, 理学部, 教授 (90147504)

Co-Investigator(Kenkyū-buntansha) KAWASAKI Tsuneomi  福井大学, 工学(系)研究科(研究院), 准教授 (40385513)
SHIBATA Takanori  早稲田大学, 理工学術院, 教授 (80265735)
SHINDO Hitoshi  中央大学, 理工学部, 教授 (90245986)
MATSUMOTO Arimasa  東京理科大学, 理学部, 助教 (20633407)
Co-Investigator(Renkei-kenkyūsha) TSUKIYAMA Koichi  東京理科大学, 理学部, 教授 (20188519)
MIYAMURA Kazuo  東京理科大学, 理学部, 教授 (40157673)
SAITO Yukio  慶応大学, 理工学部, 教授 (20162240)
Project Period (FY) 2008 – 2012
Keywords反応有機化学 / 不斉自己触媒 / 不斉の起源 / 不斉認識 / ホモキラリティー / 不斉触媒 / キラル結晶
Research Abstract

Biologically related compounds such as L-amino acids are composed of one of the enantiomers. The phenomenon is called biological homochirality, and the origin of homochirality has attracted broad interest. Asymmetric autocatalysis, i.e., Soai reaction, is a reaction in which chiral product acts as a chiral catalyst for its own production. It was found that chiral isotopomers of carbon, hydrogen and oxygen, spontaneous absolute asymmetric synthesis, chiral crystals formed from achiral organic compounds such as nucleic acid base act as chiral initiators of asymmetric autocatalysis. Highly enantioenriched chiral compounds withthe corresponding absolute configurations with those of chiral initiators are obtained.

  • Research Products

    (14 results)

All 2013 2012 2010 2009 2008 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (5 results) Book (2 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Asymmetric Autocatalysis Triggered by Oxygen Isotopically Chiral Glycerin2013

    • Author(s)
      A. Matsumoto, S. Oji,S. Takano,K. Tada,T. Kawasaki, K. Soai
    • Journal Title

      Org. Biomol. Chem

      Volume: 11 Pages: 2928-2931

    • DOI

      DOI:10.1039/C3OB40293B

    • Peer Reviewed
  • [Journal Article] Asymmetric Autocatalysis. Pathway to The Biological Homochirality2012

    • Author(s)
      T. Kawasaki, A. Matsumoto, K. Soai
    • Journal Title

      Chimica Oggi/Chemistry Today

      Volume: 30 Pages: 10-13

    • URL

      http://chemistry-today.teknoscienze.com/

    • Peer Reviewed
  • [Journal Article] Asymmetric Autocatalysis Initiated by Achiral Nucleic Acid Base Adenine: Implications on the Origin of Homochirality of Biomolecules2012

    • Author(s)
      H. Mineki, T. Hanasaki, A. Matsumoto, T. Kawasaki, K. Soai
    • Journal Title

      Chem. Commun

      Volume: 48 Pages: 10538-10540

    • DOI

      DOI:10.1039/C2CC34928K

    • Peer Reviewed
  • [Journal Article] Reversal in Enantioselectivity Induced by Achiral Alcohols in Asymmetric Autocatalysis in the Presence of a Chiral Diol as a Chiral Initiator2012

    • Author(s)
      T. Shibata, H. Tarumi, T. Kawasaki, K. Soai
    • Journal Title

      Tetrahedron: Asymmetry

      Volume: 23 Pages: 1023-1027

    • URL

      http://dx.doi.org/10.1016/j.tetasy.2012.07.010

    • Peer Reviewed
  • [Presentation] Asymmetric Autocatalysis and Its Role in the Origin of Homochirality2013

    • Author(s)
      〓合憲三
    • Organizer
      COOL EDGE 2013
    • Place of Presentation
      ジュネーブ,スイス
    • Year and Date
      2013-02-26
  • [Presentation] キラル有機化合物の不斉の起源とホモキラリティーの研究2012

    • Author(s)
      〓合憲三
    • Organizer
      日本化学会第92 春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-27
  • [Presentation] Slow dynamics of the 2-dimensional chiral domain constituted of indigo dye derivatives2010

    • Author(s)
      宮村一夫
    • Organizer
      2nd International Symposium on the Soai Reaction and Related Topic
    • Place of Presentation
      Mocsolad, Hungary
    • Year and Date
      20100910-13
  • [Presentation] EE amplification and homochirality in chemical reaction systems2010

    • Author(s)
      斎藤幸夫
    • Organizer
      2nd International Symposium on the Soai Reaction and Related Topic
    • Place of Presentation
      Mocsolad, Hungary
    • Year and Date
      20100910-13
  • [Presentation] Adsorption structures of pyrimidine derivatives observed wit atomic force microscopy at chiral HgS(10-10)surfaces2009

    • Author(s)
      新藤斎
    • Organizer
      2nd International Symposium on the Soai Reaction and Related Topic
    • Place of Presentation
      Mocsolad, Hungary
    • Year and Date
      20090910-13
  • [Book] Asymmetric Autocatalysis - Discovery and State of The Art. In The Soai Reaction and Related Topic2012

    • Author(s)
      K. Soai, T. Kawasaki
    • Total Pages
      9-34
    • Publisher
      Ed. by G. Palyi, C. Zicchi, L. Caglioti
  • [Book] Asymmetric Autocatalysis with Amplification of Chirality2008

    • Author(s)
      K. Soai, T. Kawasaki
    • Total Pages
      1-33
  • [Remarks]

    • URL

      http://www.rs.kagu.tus.ac.jp/soai/

  • [Patent(Industrial Property Rights)] 光学活性アルコールの製造方法2012

    • Inventor(s)
      〓合憲三・川崎常臣
    • Industrial Property Rights Holder
      学校法人東京理科大学
    • Industrial Property Number
      4962924
    • Acquisition Date
      2012-04-06
  • [Patent(Industrial Property Rights)] 5-ピリミジルアルカノール化合物の製造方法2010

    • Inventor(s)
      〓合憲三・川崎常臣
    • Industrial Property Rights Holder
      学校法人東京理科大学
    • Industrial Property Number
      2010053107
    • Filing Date
      2010-03-10

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Published: 2014-08-29   Modified: 2015-10-20  

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