Stereoselective Promiscuous Reactions Catalyzed by Lipases

Int J Mol Sci. 2022 Feb 28;23(5):2675. doi: 10.3390/ijms23052675.

Abstract

The ability of lipases to display activity beyond their physiological reactions, so-called "catalytic promiscuity", has gained increasing interest in the last two decades as an important tool for expanding the application of these enzymes in organic synthesis. Some lipases have been shown to be effective in catalyzing a variety of C-C bond formation reactions and most of the investigations have been directed to the optimization of the products yield through a careful tuning of the experimental parameters. Despite the fact that new stereogenic carbons are formed in many of the tested reactions, the target products have been often obtained in racemic form and examples of an efficient asymmetric induction by the used lipases are quite limited. The aim of this review, mainly focused on those lipase-catalyzed promiscuous reactions in which optically active products have been obtained, is to offer a current state of art together with a perspective in this field of asymmetric synthesis.

Keywords: C-C bond forming reactions; lipases; promiscuous activity; stereoselectivity.

Publication types

  • Review

MeSH terms

  • Catalysis
  • Lipase* / chemistry

Substances

  • Lipase