Pilot-scale production of (S)-styrene oxide from styrene by recombinant Escherichia coli synthesizing styrene monooxygenase

Biotechnol Bioeng. 2002 Oct 5;80(1):33-41. doi: 10.1002/bit.10346.

Abstract

Recombinant Escherichia coli JM101(pSPZ10) cells produce the styrene monooxygenase of Pseudomonas sp. strain VLB120, which catalyzes the oxidation of styrene to (S)-styrene oxide at an enantiomeric excess larger than 99%. This biocatalyst was used to produce 388 g of styrene oxide in a two-liquid phase 30-L fed-batch bioconversion. The average overall volumetric activity was 170 U per liter over a period of more than 10 h, equivalent to mass transfer rates of 10.2 mmoles per liter per hour at a phase ratio of 0.5. At this transfer rate, the biotransformation system appeared to be substrate mass-transfer limited. The reactor had an estimated power input in the order of 5 W. L(-1), which is close to values typically obtained with commercially operating units. The product could be easily purified by fractional distillation to a purity in excess of 97%. The process illustrates the feasibility of recombinant whole cell biotransformations in two-liquid phase systems with toxic substrates and products.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line
  • Epoxy Compounds / chemical synthesis*
  • Epoxy Compounds / metabolism
  • Escherichia coli / genetics*
  • Escherichia coli / metabolism*
  • Gene Expression Regulation, Bacterial
  • Oxygenases / genetics
  • Oxygenases / metabolism*
  • Pilot Projects
  • Pseudomonas / enzymology
  • Pseudomonas / genetics
  • Recombination, Genetic
  • Reproducibility of Results
  • Sensitivity and Specificity
  • Stereoisomerism
  • Styrene / metabolism*

Substances

  • Epoxy Compounds
  • Styrene
  • styrene oxide
  • Oxygenases
  • styrene monooxygenase