Chemical Evolutionary Model for Homochirality Growth Conducted by Oligopeptides

• Project/Area Number: 25400526
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Geochemistry/Cosmochemistry
• Research Institution: Naruto University of Education
• Principal Investigator: Munegumi Toratane 鳴門教育大学, 大学院学校教育研究科, 教授 (00200246)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Project Status: Completed (Fiscal Year 2015)
• Budget Amount: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2015: ¥390,000 (Direct Cost: ¥300,000、Indirect Cost: ¥90,000); Fiscal Year 2014: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000); Fiscal Year 2013: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
• Keywords: ホモキラリティー / オリゴペプチド / 分別 / エピ化 / 立体特異的縮合 / 環状ジペプチド / γ線照射 / ジアステレオマー / 疎水性

Outline of Final Research Achievements

Linear and cyclic alanine dipeptides were irradiated in solution or as solid state by gamma rays (1-24 kGy). The resulted reaction solutions were analyzed by means of HPLC equipped with achiral or chiral columns. Linear L-Ala-L-Ala epimerized faster (reaction rate constant: 0.017kGy-1) than D-Ala-L-Ala (0.0033kGy-1) in 1mM solutions. This suggests that such reaction conditions are not suited for accumulation of homochiral peptides. However, the results in the reactions using cyclic dipeptides showed heterochiral peptides epimerizes faster than homochiral peptides.

Research Products

• [Journal Article] Chemical evolution of aminoacetonitrile to glycine under discharge onto primitive hydrosphere: simulation experiments using glow discharge (2016)
  • Author(s): Toratane Munegumi
  • Journal Title: Asian Journal of Chemistry Volume: 28 Issue: 3 Pages: 555-561
  • DOI: 10.14233/ajchem.2016.19405
  • Peer Reviewed
• [Journal Article] 気水間の放電・プラズマ、そして光によるアミノ酸生成 (2015)
  • Author(s): 胸組虎胤
  • Journal Title: Viva Origino Volume: 42 Pages: 1-2
  • NAID: 130008124742
  • Peer Reviewed / Open Access
• [Journal Article] 起原、進化と生命の定義：理科教育への意義 (2015)
  • Author(s): 胸組虎胤
  • Journal Title: Viva Origino Volume: 42 Pages: 11-19
  • Peer Reviewed / Open Access
• [Journal Article] Aldolase as a chirality intersection of L-amino acids and D-sugars (2015)
  • Author(s): T. Munegumi
  • Journal Title: Origins of Life and Evolution of Biospheres Volume: 45 Issue: 1-2 Pages: 1-10
  • DOI: 10.1007/s11084-015-9415-8
  • Peer Reviewed / Open Access
• [Journal Article] Polypeptide Formation by Heating N-t-Butyloxycarbonyl Acidic Amino Acid Derivatives (2014)
  • Author(s): T. Munegumi1, Y-Qing Meng and K. Harada
  • Journal Title: Asian Journal of Chemistry Volume: 26 Issue: 15 Pages: 4716-4722
  • DOI: 10.14233/ajchem.2014.16185
  • Peer Reviewed
• [Journal Article] Heating Reactions of N-t-Butyloxycarbonyl-Asparagine and Related Compounds (2014)
  • Author(s): T. Munegumi, K. Akao, Y. Kawatu, T. Yamada and K. Harada
  • Journal Title: Asian Journal of Chemistry Volume: 26 Issue: 19 Pages: 6541-6548
  • DOI: 10.14233/ajchem.2014.16493
  • Peer Reviewed
• [Journal Article] Chemical evolution of simple amino acids to asparagine under discharge onto the primitive hydrosphere: simulation experiments using contact glow discharge (2014)
  • Author(s): T. Munegumi
  • Journal Title: Bulletin of the Chemical Society of Japan Volume: 87 Issue: 11 Pages: 1208-1215
  • DOI: 10.1246/bcsj.20140164
  • NAID: 130004677560
  • Peer Reviewed
• [Journal Article] Epmerization of Cyclic Alanyl-Alanine in Basic Solutions (2014)
  • Author(s): T. Munegumi, T. Fujimoto, M. Takada, N. Nagashima
  • Journal Title: Oriental Journal of Chemistry Volume: 30 Pages: 23-30
  • Peer Reviewed
• [Presentation] Epimerization of oligopeptides induced by radiation rays (2016)
  • Author(s): 胸組虎胤
  • Organizer: 日本地球惑星科学連合2016年大会
  • Place of Presentation: 幕張メッセ（千葉県千葉市）
  • Year and Date: 2016-05-24
• [Presentation] Epimerization of alanyl-alanine induced by gamma-rays irradiation (2016)
  • Author(s): 胸組虎胤，田中宏明，櫨原慧，阿部智大
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 同志社大学京田辺キャンパス（京都府京田辺市）
  • Year and Date: 2016-03-25
• [Presentation] 生体物質のホモキラリティーの起原 (2016)
  • Author(s): 胸組虎胤
  • Organizer: 生命の起源および進化学会第41回学術講演会
  • Place of Presentation: 鳴門教育大学（徳島県鳴門市）
  • Year and Date: 2016-03-15
• [Presentation] 接触グロー放電によるアミノアセトニトリルの反応：原始水圏への気水間放電のシミュレーション (2016)
  • Author(s): 胸組虎胤
  • Organizer: 生命の起源および進化学会第41回学術講演会
  • Place of Presentation: 鳴門教育大学（徳島県鳴門市）
  • Year and Date: 2016-03-14
• [Presentation] Polypeptide formation from oligopeptides (2015)
  • Author(s): 胸組虎胤
  • Organizer: 日本地球惑星科学連合2015年大会
  • Place of Presentation: 幕張メッセ（千葉県千葉市）
  • Year and Date: 2015-05-28
• [Presentation] Chemical evolutionary consideration of oxidation-reduction of aminoacetonitrile induced by gas-water discharge (2015)
  • Author(s): 胸組虎胤
  • Organizer: 日本化学会第95春季年会
  • Place of Presentation: 日本大学船橋キャンパス（千葉県船橋市）
  • Year and Date: 2015-03-25
• [Presentation] オリゴペプチドからのポリペプチドへの化学進化 (2015)
  • Author(s): 胸組虎胤
  • Organizer: 生命の起原および進化学会第40回学術講演会
  • Place of Presentation: 東京理科大学葛飾キャンパス（東京都葛飾区）
  • Year and Date: 2015-03-17
• [Presentation] Estimation of hydrophobicity of oligopeptidespartly comprising D-amino acids (2014)
  • Author(s): T. Munegumi
  • Organizer: The 2nd International Conference of D-Amino Acid Research
  • Place of Presentation: Tochigi Prefectural Culture Center, Ustunomuya
  • Year and Date: 2014-09-02 – 2014-09-05
• [Presentation] Development of the homochirality arising from oiligopeptides (2014)
  • Author(s): T. Munegumi
  • Organizer: Origins 2014
  • Place of Presentation: Nara-ken New Public Hall, Nara
  • Year and Date: 2014-07-08
• [Presentation] Aldolase as a chiral-intersection of amino acid and sugar (2014)
  • Author(s): T. Munegumi
  • Organizer: Origins 2014
  • Place of Presentation: Nara-ken New Public Hall, Nara
  • Year and Date: 2014-07-07 – 2014-07-10
• [Presentation] A possible pathway of homochirality accumulation by oligopeptides
  • Author(s): T. Munegumi
  • Organizer: 日本地球惑星科学連合2013年大会
  • Place of Presentation: 幕張メッセ（千葉県千葉市）
• [Presentation] 生命の定義、起原、進化、認識
  • Author(s): 胸組虎胤
  • Organizer: 生命の起原および進化学会第39学術講演会
  • Place of Presentation: 広島修道大学（広島県広島市）
  • Invited
• [Presentation] オリゴペプチドによるホモキラリティーの増殖モデル
  • Author(s): 胸組虎胤
  • Organizer: 生命の起原および進化学会第39学術講演会
  • Place of Presentation: 広島修道大学（広島県広島市）