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Prochirality

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The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...

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Related Experiment Video

Updated: Oct 17, 2025

Electrophoretic Crystallization of Ultrathin High-performance Metal-organic Framework Membranes

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Published on: August 16, 2018

l-Cysteine-Modified Graphene Oxide-Based Membrane for Chiral Selective Separation.

Jinglei Liu¹, Wenbo Yuan¹, Caifeng Li¹

¹School of Chemistry and Chemical Engineering, Shandong University, 27 Shanda Nanlu, Jinan 250100, PR China.

ACS Applied Materials & Interfaces

|October 11, 2021

Summary

A new graphene oxide membrane modified with l-cysteine (l-Cys) enables efficient chiral separation. This membrane shows promise for separating complex enantiomer mixtures, offering high permeability and practical value in chemical separations.

Keywords:

chiral recognition chiral separation graphene oxide membrane interlayer spacing l-cysteine

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Area of Science:

Materials Science
Chemical Engineering
Separation Science

Background:

Chiral separation is crucial in pharmaceuticals and chemical industries.
Developing efficient and permeable membranes for enantiomer separation remains a challenge.

Purpose of the Study:

To fabricate and evaluate a novel chiral separation membrane using l-cysteine-modified graphene oxide.
To investigate the membrane's performance in separating various racemic mixtures under different pressure conditions.

Main Methods:

Fabrication of a chiral separation membrane by assembling l-cysteine (l-Cys)-modified graphene oxide sheets.
Testing the membrane's enantiomer separation capabilities using racemic alanine, threonine, tyrosine, and penicillamine under isobaric and negative pressure conditions.

Main Results:

The l-Cys-modified graphene oxide membrane exhibited an interlayer spacing of 8 Å, facilitating high solvent permeability.
Under isobaric conditions, enantiomeric excess (ee) values ranged from 27.43% to 46.44% for tested racemates.
Under negative pressure, separation performance was maintained, with ee values reaching up to 56.80% for alanine.

Conclusions:

The developed graphene oxide-l-cysteine membrane demonstrates significant potential for practical enantiomer separation.
The membrane's high permeability and effectiveness under varying pressures highlight its utility in chiral separations.