Selective enantiomer purification using magnetic oriented interacting microparticles

Metzger, Tzuriel S.; Tokatly, Yair; Avigad, Eytan; Yochelis, Shira; Paltiel, Yossi

doi:10.1016/j.seppur.2020.116501

Cited by 6 publications

(7 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Since its discovery in 1999, [1] the Chiral Induced Spin Selectivity (CISS) effect has shown remarkable potential for applications in enantioseparations, [2][3][4][5][6][7] photovoltaics, [8] spintronics, [9][10][11][12][13][14][15] and catalysis, [16][17][18][19][20][21][22][23] among others. [24,25] The phenomenon of electron spin filtering through chiral molecules, assemblies, and materials has been shown for both organic [26][27][28][29][30][31][32][33] and inorganic substances.…”

Section: Introductionmentioning

confidence: 99%

Benchmarking Chiral Induced Spin Selectivity Measurements ‐ Towards Meaningful Comparisons of Chiral Biomolecule Spin Polarizations

Clever

Wierzbiński

Bloom

et al. 2022

Israel Journal of Chemistry

View full text Add to dashboard Cite

This work presents new results and summarizes literature results on the chiral induced spin selectivity (CISS) effect observed for amino acids, peptides, and DNA. To facilitate robust comparisons between measurements of different types and by different groups, we propose a convention for describing the spin-dependent properties of chiral materials and apply it in the discussion. Different phenomena known to affect the sign and magnitude of the spin polarization are described and critically analyzed, including: the molecule's orientation, the molecule's dipole moment direction with respect to the electron propagation direction, the molecular length, the molecule/substrate interface, and the role of the molecule's secondary structure. Lastly, we identify open key questions about spin-filtering by biomolecules at interfaces.

show abstract

Section: Introductionmentioning

confidence: 99%

Benchmarking Chiral Induced Spin Selectivity Measurements ‐ Towards Meaningful Comparisons of Chiral Biomolecule Spin Polarizations

Clever

Wierzbiński

Bloom

et al. 2022

Israel Journal of Chemistry

View full text Add to dashboard Cite

show abstract

“…The chiral inducted spin selectivity (CISS) effect, discovered over two decades ago, − dictates a preferential electron spin orientation through chiral species and hence also enantioselectivity in various processes. − For instance, attachment of helical molecules on ferromagnetic surfaces induced magnetism with a direction defined by the handedness of these chiral molecules. − The effect is due to the induction of charge reorganization and of spin dipole in the chiral molecules − and is due to spin exchange interactions which, as for the Pauli principle, favor the interaction of two opposite spins. The CISS effect was demonstrated in separations of racemic mixtures, , noncovalent adsorption interactions with a ferromagnetic surface, enantioselective crystallization of amino acids, helical directed polymerization, and the formation of a third chiral center in chiral camphorsulfonic acid . Common to all is the fact that a magnetic surface attracts a specific enantiomer faster compared with its counter mirror image molecule …”

mentioning

confidence: 99%

Dynamic Spin-Controlled Enantioselective Catalytic Chiral Reactions

Metzger

Siam

Kolodny

et al. 2021

J. Phys. Chem. Lett.

Self Cite

View full text Add to dashboard Cite

Enantioselective catalytic chiral reactions are important to all aspects of life sciences. Here we present the first utilization of the chiral induced spin selectivity (CISS) effect to form, enantioselectively, sp 3 chiral centers in catalytic reactions, starting from achiral reagents. The enantiomeric symmetry is broken by affecting spin-controlled different reaction dynamics toward each of the enantiomers, using magnetic substrates. Two catalytic reactions are used for this purpose: a sulfide to sulfoxide oxidation and a Diels−Alder cycloaddition reaction, both catalyzed by hematite (Fe 2 O 3 ). The proof of concept was evaluated by circular dichroism measurements and by chiral high-performance liquid chromatography techniques. These results provide direct evidence that the directionality of the electron spin can break enantiomeric symmetry, enabling asymmetric catalysis without using chiral reagents, solvents, or catalysts.

show abstract

“…Tassinari et al reported ferromagnetic (FM) substrates induced enantiospecific crystallization of three amino acids asparagine (Asn), glutamic acid hydrochloride (Glu) and threonine (Thr) 157 . Metzger et al attempted to develop a large surface area magnetic separation technique for the generalization of enantio‐purification 158 . It took use of partly covered janus like Magnetic Oriente interacting Micro Particles (MOIMP) as purifier and successfully resolved proline enantiomer molecules.…”

Section: Methods For Preparative Scale Separation Of Enantiomersmentioning

confidence: 99%

“…157 Metzger et al attempted to develop a large surface area magnetic separation technique for the generalization of enantio-purification. 158 It took use of partly covered janus like Magnetic Oriente interacting Micro Particles (MOIMP) as purifier and successfully resolved proline enantiomer molecules. Additionally, they have done another interesting work which proved that the electron spin itself might induce enantioselective chemical transformation.…”

Section: Separation Based On Chiralityinduced Spin Selectivitymentioning

confidence: 99%

Advances and applications of chiral resolution in pharmaceutical field

Teng

Chen

et al. 2022

Chirality

View full text Add to dashboard Cite

The attention to chiral drugs has been raised to an unprecedented level as drug discovery and development strategies grow rapidly. However, separation of enantiomers is still a huge task, which leads to an increasing significance to equip a wider range of expertise in chiral separation science to meet the current and future challenges. In the last few decades, remarkable progress of chiral resolution has been achieved. This review summarizes and classifies chiral resolution methods in analytical scale and preparative scale systematically and comprehensively, including crystallization‐based method, inclusion complexation, chromatographic separation, capillary electrophoresis, kinetic resolution, liquid–liquid extraction, membrane‐based separation, and especially one bold new progress based on chiral‐induced spin selectivity theory. The advances and recent applications will be presented in detail, in which the contents may bring more thinking to wide‐ranging readers in various professional fields, from analytical chemistry, pharmaceutical chemistry, natural medicinal chemistry, to manufacturing of drug production.

show abstract

Selective enantiomer purification using magnetic oriented interacting microparticles

Cited by 6 publications

References 40 publications

Benchmarking Chiral Induced Spin Selectivity Measurements ‐ Towards Meaningful Comparisons of Chiral Biomolecule Spin Polarizations

Benchmarking Chiral Induced Spin Selectivity Measurements ‐ Towards Meaningful Comparisons of Chiral Biomolecule Spin Polarizations

Dynamic Spin-Controlled Enantioselective Catalytic Chiral Reactions

Advances and applications of chiral resolution in pharmaceutical field

Contact Info

Product

Resources

About