A Single-Transaminase-Catalyzed Biocatalytic Cascade for Efficient Asymmetric Synthesis of l-Phosphinothricin

Chembiochem. 2021 Jan 15;22(2):345-348. doi: 10.1002/cbic.202000488. Epub 2020 Sep 28.

Abstract

A single-transaminase-catalyzed biocatalytic cascade was developed by employing the desired biocatalyst, ATA-117-Rd11, that showed high activity toward 2-oxo-4-[(hydroxy)(methyl)phosphinoyl] butyric acid (PPO) and α-ketoglutarate, and low activity against pyruvate. The cascade successfully promotes a highly asymmetric amination reaction for the synthesis of l-phosphinothricin (l-PPT) with high conversion (>95 %) and>99 % ee. In a scale-up experiment, using 10 kg pre-frozen E. coli cells harboring ATA-117-Rd11 as catalyst, 80 kg PPO was converted to ≈70 kg l-PPT after 24 hours with a high ee value (>99 %).

Keywords: L-phosphinothricin; biocatalysis; enzyme cascades; transaminase; virtual screening.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminobutyrates / chemistry
  • Aminobutyrates / metabolism*
  • Biocatalysis
  • Molecular Structure
  • Transaminases / metabolism*

Substances

  • Aminobutyrates
  • phosphinothricin
  • Transaminases