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Enantioseparation by crystallization using magnetic substrates

Enantiospecific crystallization of the three amino acids asparagine (Asn), glutamic acid hydrochloride (Glu·HCl) and threonine (Thr), induced by ferromagnetic (FM) substrates, is reported. The FM substrates were prepared by evaporating nickel capped with a thin gold layer on standard silicon wafers....

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Autores principales: Tassinari, Francesco, Steidel, Jakob, Paltiel, Shahar, Fontanesi, Claudio, Lahav, Meir, Paltiel, Yossi, Naaman, Ron
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6540959/
https://www.ncbi.nlm.nih.gov/pubmed/31191879
http://dx.doi.org/10.1039/c9sc00663j
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author Tassinari, Francesco
Steidel, Jakob
Paltiel, Shahar
Fontanesi, Claudio
Lahav, Meir
Paltiel, Yossi
Naaman, Ron
author_facet Tassinari, Francesco
Steidel, Jakob
Paltiel, Shahar
Fontanesi, Claudio
Lahav, Meir
Paltiel, Yossi
Naaman, Ron
author_sort Tassinari, Francesco
collection PubMed
description Enantiospecific crystallization of the three amino acids asparagine (Asn), glutamic acid hydrochloride (Glu·HCl) and threonine (Thr), induced by ferromagnetic (FM) substrates, is reported. The FM substrates were prepared by evaporating nickel capped with a thin gold layer on standard silicon wafers. Magnets were positioned underneath the substrate with either their North (N) or South (S) poles pointing up. Asymmetric induction, controlled by the magnetic substrates, was demonstrated for the crystallization of the pure enantiomers and was then extended for the racemic mixtures of Asn and Glu·HCl. In the case of the solution of the pure enantiomers, the l enantiomer was crystallized preferentially at one pole of the magnet and the d enantiomer at the other. Consequently, the racemates of Asn and Glu·HCl undergo separation under the influence of the magnetic substrate. With Thr, however, despite the enantiospecific interactions of the pure enantiomers with the FM, no separation of the emerging crystals could be achieved with the racemates, although they crystallize as conglomerates, implying differences taking place in the crystallization step. The results reported here are not directly related to the magnetic field, but rather to the aligned spins within the ferromagnets. The findings provide a novel method for resolving enantiomers by crystallization and offer a new perspective for a possible role played by magnetic substrates regarding the origin of chirality in nature.
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spelling pubmed-65409592019-06-12 Enantioseparation by crystallization using magnetic substrates Tassinari, Francesco Steidel, Jakob Paltiel, Shahar Fontanesi, Claudio Lahav, Meir Paltiel, Yossi Naaman, Ron Chem Sci Chemistry Enantiospecific crystallization of the three amino acids asparagine (Asn), glutamic acid hydrochloride (Glu·HCl) and threonine (Thr), induced by ferromagnetic (FM) substrates, is reported. The FM substrates were prepared by evaporating nickel capped with a thin gold layer on standard silicon wafers. Magnets were positioned underneath the substrate with either their North (N) or South (S) poles pointing up. Asymmetric induction, controlled by the magnetic substrates, was demonstrated for the crystallization of the pure enantiomers and was then extended for the racemic mixtures of Asn and Glu·HCl. In the case of the solution of the pure enantiomers, the l enantiomer was crystallized preferentially at one pole of the magnet and the d enantiomer at the other. Consequently, the racemates of Asn and Glu·HCl undergo separation under the influence of the magnetic substrate. With Thr, however, despite the enantiospecific interactions of the pure enantiomers with the FM, no separation of the emerging crystals could be achieved with the racemates, although they crystallize as conglomerates, implying differences taking place in the crystallization step. The results reported here are not directly related to the magnetic field, but rather to the aligned spins within the ferromagnets. The findings provide a novel method for resolving enantiomers by crystallization and offer a new perspective for a possible role played by magnetic substrates regarding the origin of chirality in nature. Royal Society of Chemistry 2019-04-10 /pmc/articles/PMC6540959/ /pubmed/31191879 http://dx.doi.org/10.1039/c9sc00663j Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Tassinari, Francesco
Steidel, Jakob
Paltiel, Shahar
Fontanesi, Claudio
Lahav, Meir
Paltiel, Yossi
Naaman, Ron
Enantioseparation by crystallization using magnetic substrates
title Enantioseparation by crystallization using magnetic substrates
title_full Enantioseparation by crystallization using magnetic substrates
title_fullStr Enantioseparation by crystallization using magnetic substrates
title_full_unstemmed Enantioseparation by crystallization using magnetic substrates
title_short Enantioseparation by crystallization using magnetic substrates
title_sort enantioseparation by crystallization using magnetic substrates
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6540959/
https://www.ncbi.nlm.nih.gov/pubmed/31191879
http://dx.doi.org/10.1039/c9sc00663j
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