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Enzyme catalysed deracemisation and dynamic kinetic resolution reactions.
1School of Chemistry, University of Edinburgh, UK. n.j.turner@ed.ac.uk
Current Opinion in Chemical Biology
|April 6, 2004
Summary
New methods for dynamic kinetic resolution and deracemisation of chiral compounds have been developed. These approaches combine enzymes with chemical reagents to efficiently process chiral alcohols, amino acids, amines, and carboxylic acids.
Area of Science:
- Organic Chemistry
- Biocatalysis
- Asymmetric Synthesis
Background:
- Chiral compounds are crucial in pharmaceuticals and agrochemicals.
- Producing enantiomerically pure compounds often involves challenging separation or synthesis steps.
- Dynamic kinetic resolution (DKR) and deracemisation offer efficient routes to enantiopure compounds from racemic mixtures.
Purpose of the Study:
- To develop novel catalysts and reaction conditions for DKR and deracemisation.
- To expand the scope of DKR and deracemisation to various chiral functional groups.
- To establish efficient biocatalytic-chemical strategies for producing enantiopure compounds.
Main Methods:
- Development of new catalysts and optimized reaction conditions.
- Utilisation of enantioselective enzymes in combination with chemical reagents.
- Employing racemisation or recycling strategies for unreactive enantiomers or intermediates.
- In some cases, using a second enzyme (racemase) for substrate interconversion.
Main Results:
- Successful application of DKR and deracemisation to chiral secondary alcohols, alpha-amino acids, amines, and carboxylic acids.
- Demonstration of effective combination of enzymatic and chemical catalysis.
- Development of strategies for efficient racemisation or recycling of intermediates.
- Achieved high enantioselectivity and yields in the tested reactions.
Conclusions:
- The developed methods provide efficient and versatile tools for the deracemisation of various chiral compounds.
- The integration of enzymes with chemical reagents offers a powerful strategy for asymmetric synthesis.
- These advancements facilitate the production of enantiomerically pure compounds, important for various industries.