Cargando…
Emergence of single-molecular chirality from achiral reactants
The synthesis of enantiopure molecules from achiral precursors without the need for pre-existing chirality is a major challenge associated with the origin of life. We here show that an enantiopure product can be obtained from achiral starting materials in a single organic reaction. An essential char...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Pub. Group
2014
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4263183/ https://www.ncbi.nlm.nih.gov/pubmed/25412651 http://dx.doi.org/10.1038/ncomms6543 |
_version_ | 1782348527816409088 |
---|---|
author | Steendam, René R. E. Verkade, Jorge M. M. van Benthem, Tim J. B. Meekes, Hugo van Enckevort, Willem J. P. Raap, Jan Rutjes, Floris P. J. T. Vlieg, Elias |
author_facet | Steendam, René R. E. Verkade, Jorge M. M. van Benthem, Tim J. B. Meekes, Hugo van Enckevort, Willem J. P. Raap, Jan Rutjes, Floris P. J. T. Vlieg, Elias |
author_sort | Steendam, René R. E. |
collection | PubMed |
description | The synthesis of enantiopure molecules from achiral precursors without the need for pre-existing chirality is a major challenge associated with the origin of life. We here show that an enantiopure product can be obtained from achiral starting materials in a single organic reaction. An essential characteristic of this reaction is that the chiral product precipitates from the solution, introducing a crystal–solution interface which functions as an asymmetric autocatalytic system that provides sufficient chiral amplification to reach an enantiopure end state. This approach not only provides more insight into the origin of life but also offers a pathway to acquire enantiopure compounds for industrial applications. |
format | Online Article Text |
id | pubmed-4263183 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | Nature Pub. Group |
record_format | MEDLINE/PubMed |
spelling | pubmed-42631832014-12-16 Emergence of single-molecular chirality from achiral reactants Steendam, René R. E. Verkade, Jorge M. M. van Benthem, Tim J. B. Meekes, Hugo van Enckevort, Willem J. P. Raap, Jan Rutjes, Floris P. J. T. Vlieg, Elias Nat Commun Article The synthesis of enantiopure molecules from achiral precursors without the need for pre-existing chirality is a major challenge associated with the origin of life. We here show that an enantiopure product can be obtained from achiral starting materials in a single organic reaction. An essential characteristic of this reaction is that the chiral product precipitates from the solution, introducing a crystal–solution interface which functions as an asymmetric autocatalytic system that provides sufficient chiral amplification to reach an enantiopure end state. This approach not only provides more insight into the origin of life but also offers a pathway to acquire enantiopure compounds for industrial applications. Nature Pub. Group 2014-11-21 /pmc/articles/PMC4263183/ /pubmed/25412651 http://dx.doi.org/10.1038/ncomms6543 Text en Copyright © 2014, Nature Publishing Group, a division of Macmillan Publishers Limited. All Rights Reserved. http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Article Steendam, René R. E. Verkade, Jorge M. M. van Benthem, Tim J. B. Meekes, Hugo van Enckevort, Willem J. P. Raap, Jan Rutjes, Floris P. J. T. Vlieg, Elias Emergence of single-molecular chirality from achiral reactants |
title | Emergence of single-molecular chirality from achiral reactants |
title_full | Emergence of single-molecular chirality from achiral reactants |
title_fullStr | Emergence of single-molecular chirality from achiral reactants |
title_full_unstemmed | Emergence of single-molecular chirality from achiral reactants |
title_short | Emergence of single-molecular chirality from achiral reactants |
title_sort | emergence of single-molecular chirality from achiral reactants |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4263183/ https://www.ncbi.nlm.nih.gov/pubmed/25412651 http://dx.doi.org/10.1038/ncomms6543 |
work_keys_str_mv | AT steendamrenere emergenceofsinglemolecularchiralityfromachiralreactants AT verkadejorgemm emergenceofsinglemolecularchiralityfromachiralreactants AT vanbenthemtimjb emergenceofsinglemolecularchiralityfromachiralreactants AT meekeshugo emergenceofsinglemolecularchiralityfromachiralreactants AT vanenckevortwillemjp emergenceofsinglemolecularchiralityfromachiralreactants AT raapjan emergenceofsinglemolecularchiralityfromachiralreactants AT rutjesflorispjt emergenceofsinglemolecularchiralityfromachiralreactants AT vliegelias emergenceofsinglemolecularchiralityfromachiralreactants |