Exploiting racemases

Appl Microbiol Biotechnol. 2016 Sep;100(17):7423-36. doi: 10.1007/s00253-016-7729-8. Epub 2016 Jul 22.

Abstract

Chiral resolutions of racemic mixtures are limited to a theoretical yield of 50 %. This yield can be doubled by integration of a step-wise or continuous racemization of the non-desired enantiomer. Many of the different routes along which the racemization step can be conducted require harsh treatments and are therefore often incompatible with the highly functionalized state of many compounds relevant for the life science industries. Employing enzymatic catalysis for racemization can therefore be highly beneficial. Racemases allow racemization in one reaction step. Most representatives from this group are found in the domain of amino acid or amino acid derivative racemization, with few other examples, notably the racemization of mandelic acid. Corresponding to the importance of enantiospecific conversion of amino acid precursor racemates for the production of enantiopure amino acids, the most important biotechnological use for racemases is the racemization of such precursors. However, alternative uses, in particular for mandelate and amino acid racemases, are emerging. Here, we summarize the natural roles of racemases and their occurrence, the applications, and the biochemistry and engineering of this promising class of biocatalysts.

Keywords: Amino acids; Dynamic kinetic resolution; Enantiomers; Integrated processes; Racemases.

Publication types

  • Review

MeSH terms

  • Amino Acid Isomerases / metabolism*
  • Amino Acids / metabolism*
  • Bacteria / enzymology*
  • Bacteria / metabolism*
  • Biocatalysis*
  • Biotechnology
  • Mandelic Acids / metabolism
  • Stereoisomerism

Substances

  • Amino Acids
  • Mandelic Acids
  • Amino Acid Isomerases
  • mandelic acid