Literature DB >> 27245350

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

Toratane Munegumi1,2.   

Abstract

Living organisms have homochiral L-amino acids in proteins and homochiral D-mononucleotides in nucleic acids. The chemical evolutionary process to protein homochirality has been discussed for many years. Although many scenarios have been proposed for homochirality in the monomeric compounds, homochirality in amino acids and mononucleotides does not always guarantee homochirality in polypeptides and polynucleotides. Integrated scenarios containing the pathways from monomer to polymer should be proposed because in the pathways oligomers and polymers as well as monomers racemize (or epimerize), degrade, and condense. This research addresses epimerization and degradation of dipeptides under γ-rays irradiation by a cobalt-60 (60Co) radiation source. The different rate constants of epimerization between diastereomeric dipeptides in the research suggest that the potential pathway toward homochirality could be much more complex.

Entities:  

Keywords:  Dipeptide; Epimerization; Homochirality; γ-rays

Mesh:

Substances:

Year:  2016        PMID: 27245350     DOI: 10.1007/s11084-016-9507-0

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


  14 in total

Review 1.  A review of conditions affecting the radiolysis due to 40K on nucleic acid bases and their derivatives adsorbed on clay minerals: implications in prebiotic chemistry.

Authors:  F G Mosqueira; G Albarran; A Negron-Mendoza
Journal:  Orig Life Evol Biosph       Date:  1996-02       Impact factor: 1.950

2.  Enantioselective synthesis and enantiomeric amplification of amino acids under prebiotic conditions.

Authors:  Mindy Levine; Craig Scott Kenesky; Daniel Mazori; Ronald Breslow
Journal:  Org Lett       Date:  2008-05-21       Impact factor: 6.005

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Authors:  A L Weber
Journal:  J Mol Evol       Date:  1987       Impact factor: 2.395

4.  On the radiation-induced reduction of amide and peptide functions in aquoorganic systems.

Authors:  J Holian; W M Garrison
Journal:  J Phys Chem       Date:  1968-12

5.  Selectivity in the reactions of eaq-and OH radicals with simple peptides in aqueous solution. Optical absorption spectra of intermediates.

Authors:  M Simic; P Neta; E Hayon
Journal:  J Am Chem Soc       Date:  1970-08-12       Impact factor: 15.419

Review 6.  The organic composition of carbonaceous meteorites: the evolutionary story ahead of biochemistry.

Authors:  Sandra Pizzarello; Everett Shock
Journal:  Cold Spring Harb Perspect Biol       Date:  2010-03       Impact factor: 10.005

7.  Aldolase as a chirality intersection of L-amino acids and D-sugars.

Authors:  Toratane Munegumi
Journal:  Orig Life Evol Biosph       Date:  2015-02-26       Impact factor: 1.950

8.  Development of homochiral peptides in the chemical evolutionary process: Separation of homochiral and heterochiral oligopeptides.

Authors:  Toratane Munegumi; Akira Shimoyama
Journal:  Chirality       Date:  2003       Impact factor: 2.437

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

Authors:  Akira Shimoyama; Ryo Ogasawara
Journal:  Orig Life Evol Biosph       Date:  2002-04       Impact factor: 1.950

10.  Imitating prebiotic homochirality on Earth.

Authors:  Ronald Breslow; Mindy Levine; Zhan-Ling Cheng
Journal:  Orig Life Evol Biosph       Date:  2009-11-13       Impact factor: 1.950

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