Literature DB >> 15548617

Recycling Frank: Spontaneous emergence of homochirality in noncatalytic systems.

Raphaël Plasson1, Hugues Bersini, Auguste Commeyras.   

Abstract

In this work, we introduce a prebiotically relevant protometabolic pattern corresponding to an engine of deracemization by using an external energy source. The spontaneous formation of a nonracemic mixture of chiral compounds can be observed in out-of-equilibrium systems via a symmetry-breaking phenomenon. This observation is possible thanks to chirally selective autocatalytic reactions (Frank's model) [Frank, F. C. (1953) Biochim. Biophys. Acta 11, 459-463]. We show that the use of a Frank-like model in a recycled system composed of reversible chemical reactions, rather than the classical irreversible system, allows for the emergence of a synergetic autoinduction from simple reactions, without any autocatalytic or even catalytic reaction. This model is described as a theoretical framework, based on the stereoselective reactivity of preexisting chiral monomeric building blocks (polymerization, epimerization, and depolymerization) maintained out of equilibrium by a continuous energy income, via an activation reaction. It permits the self-conversion of all monomeric subunits into a single chiral configuration. Real prebiotic systems of amino acid derivatives can be described on this basis. They are shown to be able to spontaneously reach a stable nonracemic state in a few centuries. In such systems, the presence of epimerization reactions is no more destructive, but in contrast is the central driving force of the unstabilization of the racemic state.

Year:  2004        PMID: 15548617      PMCID: PMC534711          DOI: 10.1073/pnas.0405293101

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  21 in total

Review 1.  Origin of organic molecules and biomolecular homochirality.

Authors:  J Podlech
Journal:  Cell Mol Life Sci       Date:  2001-01       Impact factor: 9.261

2.  Self-organizing biochemical cycles.

Authors:  L E Orgel
Journal:  Proc Natl Acad Sci U S A       Date:  2000-11-07       Impact factor: 11.205

Review 3.  Chiral autocatalysis, spontaneous symmetry breaking, and stochastic behavior.

Authors:  D K Kondepudi; K Asakura
Journal:  Acc Chem Res       Date:  2001-12       Impact factor: 22.384

4.  Chiral symmetry-breaking transition in growth front of crystal phase of 1,1'-binaphthyl in its supercooled melt.

Authors:  Kouichi Asakura; Yasushi Nagasaka; Masashi Hidaka; Masato Hayashi; Shuichi Osanai; Dilip K Kondepudi
Journal:  Chirality       Date:  2004-02       Impact factor: 2.437

Review 5.  Chirality of living systems: a helping hand from crystals and oligopeptides.

Authors:  Pedro Cintas
Journal:  Angew Chem Int Ed Engl       Date:  2002-04-02       Impact factor: 15.336

6.  On spontaneous asymmetric synthesis.

Authors:  F C FRANK
Journal:  Biochim Biophys Acta       Date:  1953-08

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

Authors:  J L Bada; S L Miller
Journal:  Biosystems       Date:  1987       Impact factor: 1.973

Review 8.  Asymmetric autocatalysis and the origin of chiral homogeneity in organic compounds.

Authors:  K Soai; I Sato; T Shibata
Journal:  Chem Rec       Date:  2001       Impact factor: 6.771

9.  A possible primordial peptide cycle.

Authors:  Claudia Huber; Wolfgang Eisenreich; Stefan Hecht; Gunter Wächtershäuser
Journal:  Science       Date:  2003-08-15       Impact factor: 47.728

10.  Kinetic study of the polymerization of alpha-amino acid N-carboxyanhydrides in aqueous solution using capillary electrophoresis.

Authors:  R Plasson; J Ph Biron; H Cottet; A Commeyras; J Taillades
Journal:  J Chromatogr A       Date:  2002-04-05       Impact factor: 4.759

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  12 in total

1.  Evolution of homochirality by epimerization of random peptide chains. A stochastic model.

Authors:  Peter Schmidt
Journal:  Orig Life Evol Biosph       Date:  2006-06-22       Impact factor: 1.950

2.  Toward homochiral protocells in noncatalytic peptide systems.

Authors:  Marcelo Gleiser; Sara Imari Walker
Journal:  Orig Life Evol Biosph       Date:  2009-04-16       Impact factor: 1.950

3.  Chiral polymerization in open systems from chiral-selective reaction rates.

Authors:  Marcelo Gleiser; Bradley J Nelson; Sara Imari Walker
Journal:  Orig Life Evol Biosph       Date:  2012-05-19       Impact factor: 1.950

4.  Homochirality and the need for energy.

Authors:  Raphaël Plasson; Axel Brandenburg
Journal:  Orig Life Evol Biosph       Date:  2009-11-13       Impact factor: 1.950

5.  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

6.  A possible path to the RNA world: enantioselective and diastereoselective purification of ribose.

Authors:  Roman Bielski; Michal Tencer
Journal:  Orig Life Evol Biosph       Date:  2006-11-29       Impact factor: 1.950

7.  Spontaneous chiral symmetry breaking in a random driven chemical system.

Authors:  William D Piñeros; Tsvi Tlusty
Journal:  Nat Commun       Date:  2022-04-26       Impact factor: 17.694

8.  Asymmetric spatiotemporal evolution of prebiotic homochirality.

Authors:  Marcelo Gleiser
Journal:  Orig Life Evol Biosph       Date:  2006-11-28       Impact factor: 1.120

9.  Emergence of native peptide sequences in prebiotic replication networks.

Authors:  Jayanta Nanda; Boris Rubinov; Denis Ivnitski; Rakesh Mukherjee; Elina Shtelman; Yair Motro; Yifat Miller; Nathaniel Wagner; Rivka Cohen-Luria; Gonen Ashkenasy
Journal:  Nat Commun       Date:  2017-09-05       Impact factor: 14.919

10.  Interactions of Amino Acids and Aminoxazole Derivatives: Cocrystal Formation and Prebiotic Implications Enabled by Computational Analysis.

Authors:  Nieves Lavado; Juan García de la Concepción; Reyes Babiano; Pedro Cintas; Mark E Light
Journal:  Orig Life Evol Biosph       Date:  2019-07-20       Impact factor: 1.950

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