1,2-Octanediol deracemization by stereoinversion using whole cells

Novel Developments Employing Redox Enzymes: Old Enzymes in New Clothes

“…Another application of bio-stereoinversion is the inversion of a hydroxy group to the other isomer when only one isomer is available from nature. Although a number of examples for the deracemization of sec-alcohols via stereoinversion employing (fermenting) cells [133][134][135][136][137][138] have been published recently [131], in none of the cases could the enzymes involved be characterized and applied to the deracemization in isolated form. However, we quickly noticed that it is more efficient to try to set up a "defined" system than to investigate which enzymes are involved.…”

Demonstration of Redox Potential ofMetschnikowia koreensisfor Stereoinversion of Secondary Alcohols/1,2-Diols

“…Comparing with the above-mentioned approaches, the application of the whole cell biocatalysts for stereoinversion seems to be the more favorable approach in the context of reaction conditions, enzyme stability, and cofactor regeneration. There are only limited reports on the stereoinversion of secondary alcohols using whole cell biocatalysts, such as sec-alcohols and 1,2-diols [ 30 , 36 , 39 – 41 ]. Obtaining an enantiomerically pure isomer in a one-pot process is currently a hot topic and of great industrial demand [ 42 , 43 ].…”

Recent biocatalytic oxidation–reduction cascades

“…A related approach is to use intact cells for both the oxidation and the reduction [ 24 ]. In other reports a whole organism was used, whereby the cell was considered as a black box without knowing details about cofactor recycling or the involved enzymes [ 25–28 ]. Recent reports on the deracemisation of amino acids deal, for instance, with the transformation of racemic naphthylalanine into the l -enantiomer by formal stereoinversion of the d -amino acid ( Figure 3 , b) [ 29 • ].…”

“…A related approach is to use intact cells for both the oxidation and the reduction [ 24 ]. In other reports a whole organism was used, whereby the cell was considered as a black box without knowing details about cofactor recycling or the involved enzymes [ 25–28 ].…”