Literature DB >> 35960427

Asymmetric Autocatalysis as an Efficient Link Between the Origin of Homochirality and Highly Enantioenriched Compounds.

Kenso Soai1,2, Tsuneomi Kawasaki3, Arimasa Matsumoto4.   

Abstract

Biological homochirality of essential components such as L-amino acids and D-sugars is prerequisite for the emergence, evolution and the maintenance of life. Implication of biological homochirality is described. Considerable interest has been focused on the origin and the process leading to the homochirality. Asymmetric autocatalysis with amplification of enantiomeric excess (ee), i.e., the Soai reaction, is capable to link the low ee induced by the proposed origins of chirality such as circularly polarized light and high ee of the organic compound. Absolute asymmetric synthesis without the intervention of any chiral factor was achieved in the Soai reaction.
© 2022. The Author(s), under exclusive licence to Springer Nature B.V.

Entities:  

Keywords:  Amplification of enantiomeric excess; Asymmetric autocatalysis; Origin of homochirality; Self-replication; Soai reaction; Symmetry breaking

Mesh:

Substances:

Year:  2022        PMID: 35960427     DOI: 10.1007/s11084-022-09626-7

Source DB:  PubMed          Journal:  Orig Life Evol Biosph        ISSN: 0169-6149            Impact factor:   1.120


  34 in total

1.  Origins of asymmetric amplification in autocatalytic alkylzinc additions.

Authors:  D G Blackmond; C R McMillan; S Ramdeehul; A Schorm; J M Brown
Journal:  J Am Chem Soc       Date:  2001-10-17       Impact factor: 15.419

2.  On spontaneous asymmetric synthesis.

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

3.  Mechanism-based chemical understanding of chiral symmetry breaking in the Soai reaction. A combined probabilistic and deterministic description of chemical reactions.

Authors:  Éva Dóka; Gábor Lente
Journal:  J Am Chem Soc       Date:  2011-10-14       Impact factor: 15.419

4.  Frank model and spontaneous emergence of chirality in closed systems.

Authors:  Joaquim Crusats; David Hochberg; Albert Moyano; Josep M Ribó
Journal:  Chemphyschem       Date:  2009-08-24       Impact factor: 3.102

5.  Isotope chirality and asymmetric autocatalysis: a possible entry to biological chirality.

Authors:  Béla Barabás; Luciano Caglioti; Károly Micskei; Claudia Zucchi; Gyula Pályi
Journal:  Orig Life Evol Biosph       Date:  2008-06-03       Impact factor: 1.950

6.  Circular polarization in star- formation regions: implications for biomolecular homochirality

Authors: 
Journal:  Science       Date:  1998-07-31       Impact factor: 47.728

Review 7.  Autocatalytic Models for the Origin of Biological Homochirality.

Authors:  Donna G Blackmond
Journal:  Chem Rev       Date:  2019-12-04       Impact factor: 60.622

8.  Spontaneous Deracemizations.

Authors:  Thomas Buhse; José-Manuel Cruz; María E Noble-Terán; David Hochberg; Josep M Ribó; Joaquim Crusats; Jean-Claude Micheau
Journal:  Chem Rev       Date:  2021-01-19       Impact factor: 60.622

Review 9.  The self-disproportionation of enantiomers (SDE): a menace or an opportunity?

Authors:  Jianlin Han; Osamu Kitagawa; Alicja Wzorek; Karel D Klika; Vadim A Soloshonok
Journal:  Chem Sci       Date:  2018-01-15       Impact factor: 9.825

10.  Demystifying the asymmetry-amplifying, autocatalytic behaviour of the Soai reaction through structural, mechanistic and computational studies.

Authors:  Soumitra V Athavale; Adam Simon; Kendall N Houk; Scott E Denmark
Journal:  Nat Chem       Date:  2020-03-23       Impact factor: 24.427

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.