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Analysis for peptide compounds in carbonaceous chondrites and experimental simulation of abiotic peptide formation

Research Project

Project/Area Number 11440166
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 地球化学
Research InstitutionUniversity of Tsukuba

Principal Investigator

SHIMOYAMA Akira  University of Tsukuba, Institute of Chemistry, Professor, 化学系, 教授 (30134084)

Co-Investigator(Kenkyū-buntansha) MITA Hajime  University of Tsukuba, Institute of Chemistry, Research Professor, 化学系, 助手 (00282301)
Project Period (FY) 1999 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥13,600,000 (Direct Cost: ¥13,600,000)
Fiscal Year 2001: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 2000: ¥4,100,000 (Direct Cost: ¥4,100,000)
Fiscal Year 1999: ¥7,700,000 (Direct Cost: ¥7,700,000)
KeywordsMurchison chondrite / Yamato-781198 chondrite / Pipeptide / Diketopiperazine / Glycylglycine / Urea / Carboxylic acid / Polyamino acid / ジケトピペラジン / グリシルグリシン / ジペプチド分析法 / GC / MS分析 / 隕石有機物 / チオフェン類 / アスカ隕石 / 芳香族炭化水素 / 炭素同位体比 / 紫外線(172nm)照射 / アミノ酸生成 / 炭素質隕石 / モノカルボン酸
Research Abstract

The Yamato-791198 and Murchison carbonaceous chondrites were analyzed for dipeptides and diketopiperazines as well as amino acids and hydantoins by gas chromatography combined with mass spectrometry. Glycylglycine (gly-gly) and cyclo (gly-gly) were detected at the concentrations of ll and 18 pmol g^<-1>, respectively, in Yamato-791198 and 4 and 23 pmol g^<-1>, respectively, in Murchison. No other dipeptide and diketopiperazine were detected. Five hydantoins were detected at 8 to 65 pmol g^<-1> in Yamato-791198 and seven in Murchison at 6 to 104 pmol g^<-1>. Total concentration of the glycine (gly) dimers is approximately four orders of magnitude less than the concentration of free gly in Yamato-791198, and three orders of magnitude less than that in Murchison. The absence of L- and LL-stereoisomers of dipeptides consisting of protein amino acids indicates that gly-gly and cyclo(gly-gly) detected are proper to the chondrites but not from terrestrial contaminants. A possibility was discussed that the gly dimers might have been formed by condensation of gly monomers but not formed through N-carboxyanhydrides of gly.
We found a novel thermal polymerization of alanine, which would be likely applied to other amino acids, by taking advantage of a highly polar feature of molten urea as well as the dehydrating ability of urea. The polymer obtained by this method was revealed to have a special structure, bearing a hydantoin ring at the JV-terminal. From the viewpoint of chemical evolution, this study offered a new candidate for a dehydrating agent or a polycondensation medium that can be present on the primitive Earth.

Report

(4 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (27 results)

All Other

All Publications (27 results)

  • [Publications] Naraoka, H.: "Isotopic, evidence from an Antarctic carbonaceous chondrite for two reaction pathways of extraterrestial PAH formation"Earth Planet. Sci. Lett.. 184. 1-7 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Ogasawara, R.: "Detection of water extractable dipeptides and their characteristicsin recent sediments of Tokyo"Geochem. J.. 35. 202-203 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Terasaki, M.: "Urea as a nitropgen source in the formation of polyaspartic acid from malic, maleic, and fumaric acids"Bull. Chem. Soc. Jpn.. 75. 153-154 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Shimoyama, A.: "Dipeptides and diketopiperazines in the Yamato-791198 and Murchison carbonaceous chondrites"Origins Life Evol.Biosphere. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Terasaki, M.: "A new pathway to aspartic acid from urea and maleic acid effected by ultraviolet light"Origins Life Evol.Biosphere. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Terasaki, M.: "A new thermal polycondensation of alani in molten urea"Chem. Lett.. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] A. Shimoyama, R. Ogasawara: "Dipeptides and diketopiperazines in the YAMATO-791198 and Murchison carbonaceous chondrites"Origin Life Evol. Biosphere. (In press). (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] R. Ogasawara, R. Ishiwatari, A. Shimoyama: "Detection of water extractable dipeptides and their characteristics in recent sediments of Tokyo Bay"Geochemical Journal. 35. 439-450 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] A. Shimoyama, M. Kozono, H. Mita, S. Nomoto: "Maleirmdes in the Cretaceous/Tertiary boundary sediments at Kawaruppu, Hokkaido, Japan"Geochemical Journal. 35. 365-375 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M. Kozono, S. Nomoto, H. Mita, A. Shimoyama: "Detection of maleimides and their characteristics in Neogene sediments of the Shinjo basin, Japan"Geochemical Journal. 35. 225-236 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M. Terasaki, S. Nomoto, H. Mita, A. Shimoyama: "Urea as a nitrogen source in the formation of polyaspartic acid from malic, nialeic and fumaric acids"Bull. Chem.l Soc. Jpn.. 75. 153-154 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] A. Shimoyama, H. Yabuta: "Mono- and bicyclic alkanes and diamondoid hydrocarbons in the Cretaceous/Tertiary boundary sediments at Kawaruppu, Hokkaido, Japan"Geochemical Journal. 36. 31-49 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] A. Shimoyama: "Dipeptides and Diketopiperazines in the Yamato-791198 and Murchison carbonaceous chondrites"Origin Life Evol. Biosphere. (in press). (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] R. Ogasawara: "Detection of water extractable dipeptides and their characteristics in recent sediments of Tokyo bay"Geochem. J.. 35. 439-450 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] A. Shimoyama: "Maleimides in the Cretaceous/Tertiary boundary sediments at Kawaruppu, Hokkaido, Japan"Geochem. J.. 35. 365-375 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] M. Kozono: "Detection of maleimides and their characteristics in Neogene sediments of the Shinjo basin, Japan"Geochem. J.. 35. 225-236 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] M. Terasaki: "Urea as a nitrogen source in the formation of polyaspartic acid from malic, maleic and fumatic acids"Bull. Chem. Soc. Jpn.. 75. 153-154 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] A. Shimoyama: "Mono- and bicyclic alkanes and diamondoid hydrocarbons in the Cretaceous/Tertiary boundary sediments at Kawaruppu, Hokkaido, Japan"Geochem. J.. 36. 31-49 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] S.Nomoto,M.Hagiwara,Y.Nakano,and A.Shimoyama: "A New Parameter for Maturity Determination of Organic Matter in Sediments Based on the Clay-catalyzed Thermal Isomerization of Monomethylphenanthrenes"Bull.Chem.Soc.Jpn.. 73. 1437-1443 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Mita,T.Nakano,and A.Shimoyama: "Analyses of Amino Acids and Benzene Extracts in the Condensed Water Collected from Inside of the MIR Space Station."Chem.Lett.. 2000. 1042-1043 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] R.Ogasawara,H.Mita,R.Ishiwatari,and A.Shimoyama: "Analysis of water-extractable dipeptides from sediments by gas chromatographymass spectrometry."Res.Org.Geochem.. 15. 57-61 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] A.Shimoyama,M.Hagiwara,and S.Nomoto: "Naphthalenes in Neogene sediments of the Shinjo basin, Japan."Geochem.J.. 34. 333-340 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Katsumata and A.Shimoyama: "Alkyl and polynuclear aromatic thiophenes in Neogene sediments of the Shinjo basin, Japan."Geochem.J.. 35. 37-48 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Katsumata and A.Shimoyama: "Thiophenes in the Cretaceous/Tertiary boundary sediments as Kawaruppu, Hokkaido, Japan."Geochem.J.. 35. 67-76 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Naraoka, A.Shimoyama and K.Harada: "Molecular distribution of monocarboxylic acuds in Asuka carbonaceous chondrites from Antarctica"Origins Life and Evol. Biosphere. 29. 187-201 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Mita and A.Shimoyama: "Characterization of n-alkanes, pristane and phytane in the Cretaceous Tertiary boundary sediments at Kawaruppu, Hokkaido, Japan"Geochem. J.. 33. 285-294 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Mita and A.Shimoyama: "Distribution of polycyclic aromatic hydrocarbons in the K/T boundary sediments at Kawaruppu, Hokkaido, Japan"Geochem. J.. 33. 305-315 (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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