Literature DB >> 3580530

Racemization and the origin of optically active organic compounds in living organisms.

J L Bada, S L Miller.   

Abstract

The organic compounds synthesized in prebiotic experiments are racemic mixtures. A number of proposals have been offered to explain how asymmetric organic compounds formed on the Earth before life arose, with the influence of chiral weak nuclear interactions being the most frequent proposal. This and other proposed asymmetric syntheses give only slight enantiomeric excess and any slight excess will be degraded by racemization. This applies particularly to amino acids where half-lives of 10(5)-10(6) years are to be expected at temperatures characteristic of the Earth's surface. Since the generation of chiral molecules could not have been a significant process under geological conditions, the origins of this asymmetry must have occurred at the time of the origin of life or shortly thereafter. It is possible that the compounds in the first living organisms were prochiral rather than chiral; this is unlikely for amino acids, but it is possible for the monomers of RNA-like molecules.

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Year:  1987        PMID: 3580530

Source DB:  PubMed          Journal:  Biosystems        ISSN: 0303-2647            Impact factor:   1.973


  14 in total

1.  Astronomical sources of circularly polarized light and the origin of homochirality.

Authors:  J Bailey
Journal:  Orig Life Evol Biosph       Date:  2001 Feb-Apr       Impact factor: 1.950

2.  Chirality and life.

Authors:  W A Bonner
Journal:  Orig Life Evol Biosph       Date:  1995-06       Impact factor: 1.950

3.  A toy model for the generation of homochirality during polymerization.

Authors:  P G H Sandars
Journal:  Orig Life Evol Biosph       Date:  2003-12       Impact factor: 1.950

4.  Chemical evolution and meteorites: an update.

Authors:  Sandra Pizzarello
Journal:  Orig Life Evol Biosph       Date:  2004-02       Impact factor: 1.950

5.  Recycling Frank: Spontaneous emergence of homochirality in noncatalytic systems.

Authors:  Raphaël Plasson; Hugues Bersini; Auguste Commeyras
Journal:  Proc Natl Acad Sci U S A       Date:  2004-11-17       Impact factor: 11.205

Review 6.  The origin and amplification of biomolecular chirality.

Authors:  W A Bonner
Journal:  Orig Life Evol Biosph       Date:  1991       Impact factor: 1.950

7.  Perspectives on the Origin of Biological Homochirality on Earth.

Authors:  Koji Tamura
Journal:  J Mol Evol       Date:  2019-06-28       Impact factor: 2.395

8.  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

9.  Chiral Monomers Ensure Orientational Specificity of Monomer Binding During Polymer Self-Replication.

Authors:  Hemachander Subramanian; Robert A Gatenby
Journal:  J Mol Evol       Date:  2018-05-03       Impact factor: 2.395

10.  Tryptophanase-catalyzed L-tryptophan synthesis from D-serine in the presence of diammonium hydrogen phosphate.

Authors:  Akihiko Shimada; Haruka Ozaki; Takeshi Saito; Fujii Noriko
Journal:  Int J Mol Sci       Date:  2009-06-03       Impact factor: 6.208

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