Literature DB >> 15467844

Racemic D,L-asparagine causes enantiomeric excess of other coexisting racemic D,L-amino acids during recrystallization: a hypothesis accounting for the origin of L-amino acids in the biosphere.

Shosuke Kojo1, Hiromi Uchino, Mayu Yoshimura, Kyoko Tanaka.   

Abstract

When recrystallizations were performed using a mixture of 12 D,L-amino acids (alanine, aspartic acid, arginine, glutamic acid, glutamine, histidine, leucine, methionine, serine, valine, phenylalanine, and tyrosine) with excess D,L-asparagine, all amino acids with the same configuration as asparagine were preferentially co-crystallized, indicating that it is the nature of a mixture of racemic amino acids to produce a spontaneous high enantiomeric excess.

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Year:  2004        PMID: 15467844     DOI: 10.1039/b409941a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 in total

1.  Enantiodifferent proton exchange in alanine and asparagine in the presence of H(2)(17)O.

Authors:  Vily Marius Cimpoiaşu; Romulus Ion Scorei; Radu Popa
Journal:  J Mol Evol       Date:  2010-07-01       Impact factor: 2.395

2.  S-Isovaline Contained in Meteorites, Induces Enantiomeric Excess in D,L-glutamic Acid During Recrystallization.

Authors:  Shosuke Kojo
Journal:  Orig Life Evol Biosph       Date:  2015-03-11       Impact factor: 1.950

3.  Polycondensation of Asparagine-comprising Dipeptides in Aqueous Media-A Simulation of Polypeptide Formation in Primordial Earth Hydrosphere.

Authors:  Toratane Munegumi; Naoya Tanikawa
Journal:  Orig Life Evol Biosph       Date:  2017-07-26       Impact factor: 1.950

4.  Deracemization of amino acids by partial sublimation and via homochiral self-organization.

Authors:  Arkadii V Tarasevych; Alexander E Sorochinsky; Valery P Kukhar; Jean-Claude Guillemin
Journal:  Orig Life Evol Biosph       Date:  2013-05-21       Impact factor: 1.950

5.  Abiotic synthesis of amino acids and self-crystallization under prebiotic conditions.

Authors:  Liying Jiang; Pawel Dziedzic; Zdenek Spacil; Gui-Ling Zhao; Lennart Nilsson; Leopold L Ilag; Armando Córdova
Journal:  Sci Rep       Date:  2014-10-27       Impact factor: 4.379

6.  Vibrational Spectroscopy of Homo- and Heterochiral Amino Acid Dimers: Conformational Landscapes.

Authors:  Haolu Wang; Matthias Heger; Mohamad H Al-Jabiri; Yunjie Xu
Journal:  Molecules       Date:  2021-12-22       Impact factor: 4.411

Review 7.  Recent Achievements in Total Synthesis for Integral Structural Revisions of Marine Natural Products.

Authors:  Min Woo Ha; Jonghoon Kim; Seung-Mann Paek
Journal:  Mar Drugs       Date:  2022-02-25       Impact factor: 5.118

  7 in total

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