Literature DB >> 12185674

Dipeptides and diketopiperazines in the Yamato-791198 and Murchison carbonaceous chondrites.

Akira Shimoyama1, Ryo Ogasawara.   

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 11 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 native to the chondries and 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.

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Year:  2002        PMID: 12185674     DOI: 10.1023/a:1016015319112

Source DB:  PubMed          Journal:  Orig Life Evol Biosph        ISSN: 0169-6149            Impact factor:   1.950


  19 in total

1.  Acid-labile amino acid precursors in the Murchison meteorite. 1: Chromatographic fractionation.

Authors:  J R Cronin
Journal:  Orig Life       Date:  1976-12

2.  Acid-labile amino acid precursors in the Murchison meteorite. II: A search for peptides and amino acyl amides.

Authors:  J R Cronin
Journal:  Orig Life       Date:  1976-12

3.  Amino-acids, aliphatic and aromatic hydrocarbons in the Murchison Meteorite.

Authors:  J Oró; J Gibert; H Lichtenstein; S Wikstrom; D A Flory
Journal:  Nature       Date:  1971-03-12       Impact factor: 49.962

4.  Evidence for extraterrestrial amino-acids and hydrocarbons in the Murchison meteorite.

Authors:  K Kvenvolden; J Lawless; K Pering; E Peterson; J Flores; C Ponnamperuma; I R Kaplan; C Moore
Journal:  Nature       Date:  1970-12-05       Impact factor: 49.962

5.  The organic composition of the Allan Hills carbonaceous chondrite (77306) as determined by pyrolysis-gas chromatography-mass spectrometry and other methods.

Authors:  G Holzer; J Oro
Journal:  J Mol Evol       Date:  1979-10       Impact factor: 2.395

6.  Peptide formation in the prebiotic era: thermal condensation of glycine in fluctuating clay environments.

Authors:  N Lahav; D White; S Chang
Journal:  Science       Date:  1978-07-07       Impact factor: 47.728

7.  Extraterrestrial amino acids in Orgueil and Ivuna: tracing the parent body of CI type carbonaceous chondrites.

Authors:  P Ehrenfreund; D P Glavin; O Botta; G Cooper; J L Bada
Journal:  Proc Natl Acad Sci U S A       Date:  2001-02-27       Impact factor: 11.205

8.  Non-racemic amino acids in the Murray and Murchison meteorites.

Authors:  S Pizzarello; J R Cronin
Journal:  Geochim Cosmochim Acta       Date:  2000-01       Impact factor: 5.010

9.  Amino Acid analyses of the murchison, murray, and allende carbonaceous chondrites.

Authors:  J R Cronin; C B Moore
Journal:  Science       Date:  1971-06-25       Impact factor: 47.728

10.  The role of metal ions in chemical evolution: polymerization of alanine and glycine in a cation-exchanged clay environment.

Authors:  J G Lawless; N Levi
Journal:  J Mol Evol       Date:  1979-11       Impact factor: 2.395

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  24 in total

Review 1.  Antibiotics and evolution: food for thought.

Authors:  C R Strachan; J Davies
Journal:  J Ind Microbiol Biotechnol       Date:  2015-11-02       Impact factor: 3.346

2.  Question 2: why astrobiology?

Authors:  Sandra Pizzarello
Journal:  Orig Life Evol Biosph       Date:  2007-07-03       Impact factor: 1.950

Review 3.  Which amino acids should be used in prebiotic chemistry studies?

Authors:  Dimas A M Zaia; Cássia Thaïs B V Zaia; Henrique De Santana
Journal:  Orig Life Evol Biosph       Date:  2008-10-17       Impact factor: 1.950

4.  Cooperative formation of porous silica and peptides on the prebiotic Earth.

Authors:  Alexandra Navrotsky; Richard Hervig; James Lyons; Dong-Kyun Seo; Everett Shock; Albert Voskanyan
Journal:  Proc Natl Acad Sci U S A       Date:  2021-01-12       Impact factor: 11.205

5.  Epimerization of Alanyl-Alanine Induced by γ-Rays Irradiation in Aqueous Solutions.

Authors:  Toratane Munegumi
Journal:  Orig Life Evol Biosph       Date:  2016-05-31       Impact factor: 1.950

6.  Reactivity of alanylalanine diastereoisomers in neutral and acid aqueous solutions: a versatile stereoselectivity.

Authors:  Raphaël Plasson; Maika Tsuji; Masazumi Kamata; Kouichi Asakura
Journal:  Orig Life Evol Biosph       Date:  2011-05-12       Impact factor: 1.950

7.  Trimetaphosphate Activates Prebiotic Peptide Synthesis across a Wide Range of Temperature and pH.

Authors:  Izabela Sibilska; Yu Feng; Lingjun Li; John Yin
Journal:  Orig Life Evol Biosph       Date:  2018-09-29       Impact factor: 1.950

8.  An Infrared Spectroscopic Study Toward the Formation of Alkylphosphonic Acids and Their Precursors in Extraterrestrial Environments.

Authors:  Andrew M Turner; Matthew J Abplanalp; Tyler J Blair; Remwilyn Dayuha; Ralf I Kaiser
Journal:  Astrophys J Suppl Ser       Date:  2018-01-12       Impact factor: 8.136

9.  Dynamic co-evolution of peptides and chemical energetics, a gateway to the emergence of homochirality and the catalytic activity of peptides.

Authors:  Auguste Commeyras; Jacques Taillades; Hélène Collet; Laurent Boiteau; Odile Vandenabeele-Trambouze; Robert Pascal; Alain Rousset; Laurence Garrel; Jean-Christophe Rossi; Jean-Philippe Biron; Olivier Lagrille; Raphaël Plasson; Eddy Souaid; Grégoire Danger; Franck Selsis; Michel Dobrijévic; Hervé Martin
Journal:  Orig Life Evol Biosph       Date:  2004-02       Impact factor: 1.950

10.  Enrichment of the amino acid L-isovaline by aqueous alteration on CI and CM meteorite parent bodies.

Authors:  Daniel P Glavin; Jason P Dworkin
Journal:  Proc Natl Acad Sci U S A       Date:  2009-03-16       Impact factor: 11.205

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