Literature DB >> 15067112

Asymmetric autocatalysis and its implications for the origin of homochirality.

Donna G Blackmond1.   

Abstract

An autocatalytic reaction in which the reaction product serves as a catalyst to produce more of itself and to suppress production of its enantiomer serves as a mechanistic model for the evolution of homochirality. The Soai reaction provided experimental confirmation of this concept, nearly 50 years after it was first proposed. This Perspective offers a rationalization of the Soai autocatalytic reaction; accounting for enantiomeric excess and rate observations, that is both simple as well as gratifying in its implications for the chemical origin of life.

Year:  2004        PMID: 15067112      PMCID: PMC395976          DOI: 10.1073/pnas.0308363101

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


  15 in total

1.  A chiroselective peptide replicator.

Authors:  A Saghatelian; Y Yokobayashi; K Soltani; M R Ghadiri
Journal:  Nature       Date:  2001-02-15       Impact factor: 49.962

2.  New Developments in the Origins of the Homochirality of Biologically Relevant Molecules The authors would like to thank the Fonds der Chemischen Industrie.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-11-17       Impact factor: 15.336

3.  Formation of highly enantioenriched microenvironments by stochastic sorting of conglomerate crystals: a plausible mechanism for generation of enantioenrichment on the prebiotic earth.

Authors:  C J Welch
Journal:  Chirality       Date:  2001-08       Impact factor: 2.437

4.  Chemistry: shattered mirrors.

Authors:  Jay S Siegel
Journal:  Nature       Date:  2002-09-26       Impact factor: 49.962

5.  On spontaneous asymmetric synthesis.

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

6.  Kinetic evidence for a tetrameric transition state in the asymmetric autocatalytic alkylation of pyrimidyl aldehydes.

Authors:  Frederic G Buono; Donna G Blackmond
Journal:  J Am Chem Soc       Date:  2003-07-30       Impact factor: 15.419

7.  Nonlinear effects in asymmetric synthesis. Examples in asymmetric oxidations and aldolization reactions.

Authors:  C Puchot; O Samuel; E Dunach; S Zhao; C Agami; H B Kagan
Journal:  J Am Chem Soc       Date:  1986-04-01       Impact factor: 15.419

8.  Chiral symmetry breaking in sodium chlorate crystallizaton.

Authors:  D K Kondepudi; R J Kaufman; N Singh
Journal:  Science       Date:  1990-11-16       Impact factor: 47.728

9.  Autocatalytic synthesis of a tetranucleotide analogue.

Authors:  W S Zielinski; L E Orgel
Journal:  Nature       Date:  1987 May 28-Jun 3       Impact factor: 49.962

10.  Reflections on spontaneous asymmetric synthesis by amplifying autocatalysis.

Authors:  Ilya D Gridnev; Joerg M Serafimov; Harry Quiney; John M Brown
Journal:  Org Biomol Chem       Date:  2003-11-07       Impact factor: 3.876

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  37 in total

1.  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

2.  The origin of biological homochirality.

Authors:  Donna G Blackmond
Journal:  Philos Trans R Soc Lond B Biol Sci       Date:  2011-10-27       Impact factor: 6.237

Review 3.  The origin of biological homochirality.

Authors:  Donna G Blackmond
Journal:  Cold Spring Harb Perspect Biol       Date:  2010-03-31       Impact factor: 10.005

4.  Self-replication: spelling it out in a chemical background.

Authors:  Wentao Ma; Chunwu Yu; Wentao Zhang; Ping Zhou; Jiming Hu
Journal:  Theory Biosci       Date:  2010-12-21       Impact factor: 1.919

5.  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

Review 6.  Molecular handedness of life: significance of RNA aminoacylation.

Authors:  Koji Tamura
Journal:  J Biosci       Date:  2009-12       Impact factor: 1.826

7.  Punctuated chirality.

Authors:  Marcelo Gleiser; Joel Thorarinson; Sara Imari Walker
Journal:  Orig Life Evol Biosph       Date:  2008-10-08       Impact factor: 1.950

8.  Amplification of chirality at solid surfaces.

Authors:  Karl-Heinz Ernst
Journal:  Orig Life Evol Biosph       Date:  2009-11-13       Impact factor: 1.950

9.  Asymmetric autocatalysis induced by meteoritic amino acids with hydrogen isotope chirality.

Authors:  Tsuneomi Kawasaki; Masako Shimizu; Daisuke Nishiyama; Masateru Ito; Hitomi Ozawa; Kenso Soai
Journal:  Chem Commun (Camb)       Date:  2009-06-24       Impact factor: 6.222

10.  Discrimination of cryptochirality in chiral isotactic polystyrene by asymmetric autocatalysis.

Authors:  Tsuneomi Kawasaki; Christiane Hohberger; Yuko Araki; Kunihiko Hatase; Klaus Beckerle; Jun Okuda; Kenso Soai
Journal:  Chem Commun (Camb)       Date:  2009-08-21       Impact factor: 6.222

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