Accelerating Biphasic Biocatalysis through New Process Windows

Angew Chem Int Ed Engl. 2020 Sep 14;59(38):16490-16495. doi: 10.1002/anie.202005183. Epub 2020 Jul 14.

Abstract

Process intensification through continuous flow reactions has increased the production rates of fine chemicals and pharmaceuticals. Catalytic reactions are accelerated through an unconventional and unprecedented use of a high-performance liquid/liquid counter current chromatography system. Product generation is significantly faster than in traditional batch reactors or in segmented flow systems, which is exemplified through stereoselective phase-transfer catalyzed reactions. This methodology also enables the intensification of biocatalysis as demonstrated in high yield esterifications and in the sesquiterpene cyclase-catalyzed synthesis of sesquiterpenes from farnesyl diphosphate as high-value natural products with applications in medicine, agriculture and the fragrance industry. Product release in sesquiterpene synthases is rate limiting due to the hydrophobic nature of sesquiterpenes, but a biphasic system exposed to centrifugal forces allows for highly efficient reactions.

Keywords: HPCCC; biocatalysis; biphasic reaction; phase-transfer catalysis; terpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biocatalysis
  • Carbon-Carbon Lyases / chemistry
  • Carbon-Carbon Lyases / metabolism*
  • Molecular Structure
  • Polyisoprenyl Phosphates / chemistry
  • Polyisoprenyl Phosphates / metabolism*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / metabolism*
  • Stereoisomerism

Substances

  • Polyisoprenyl Phosphates
  • Sesquiterpenes
  • farnesyl pyrophosphate
  • Carbon-Carbon Lyases
  • trichodiene synthetase