Dehydrogenases dynamic reductive kinetic resolution

Applegate, G.A., Cheloha, R.W., Nelson, D. L., and Berkowitz, D.B. (2011) A new dehydrogenase from Clostridium acetobutylicum for asymmetric synthesis dynamic reductive kinetic resolution entry into the Taxotere side chain. Chem. Common., 47 (8), 2420-2422. 

Blum, P., and Berkowitz, D.B. (2010) Use of a robust dehydrogenase from an archael hyperthermophile in asymmetric catalysis-dynamic reductive kinetic resolution entry into (S)-profens. J. Am. Chem. Soc., 132, 5930-5931. 

DEHYDROGENASES IN DKR PROCESSES DYNAMIC REDUCTIVE KINETIC RESOLUTION... 

For a long time, kinetic resolution of alcohols via enantioselective oxidation or via acyl transfer employing, for example, lipases along with dynamic kinetic resolution have been the biocatalytic methods of choice for the preparation of chiral alcohols. In recent years, however, impressive progress has been made in the use of alcohol dehydrogenases (ADHs) and ketor-eductases (KREDs) for the asymmetric synthesis of alcohols by stereoselective reduction of the corresponding ketones. Furthermore, recent remarkable multienzymatic systems have been successfully applied to the deracemisation of alcohols via stereoinversion based on an enantioselective oxidation followed by an asymmetric reduction. 

A., Gucciardo, G., and Paradisi, F. (2007) Highly efficient asymmetric reduction of arylpropionic aldehydes by horse liver alcohol dehydrogenase through dynamic kinetic resolution. Chem. Commun., 4038 040. 

Like amine oxidases, one can also combine amino add dehydrogenases with in situ chemical reduction, a transaminase, or an amino add dehydrogenase to effect dynamic kinetic resolutions of amino adds. Details of these more complex processes are desaibed in the appropriate later chapters. 

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