Supported liquid membrane as a novel tool for driving the equilibrium of omega-transaminase catalyzed asymmetric synthesis

Gustav Rehn, Patrick Adlercreutz, Carl Grey

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

An attractive option to produce chiral amines of industrial importance is through asymmetric synthesis using omega-transaminase. However, reaching high yields often requires a strategy for shifting the equilibrium position. This paper describes a novel strategy for handling this problem. It involves the use of a supported liquid membrane (SLM) together with a packed bed reactor. The reactor contains Escherichia coli cells with omega-transaminase from Arthrobacter citreus, immobilized by flocculation with chitosan. The SLM consists of a hollow fibre membrane contactor in which the pores contain undecane. The system enables continuous extraction of the amine product and was used to successfully shift the equilibrium in asymmetric synthesis of (S)-alpha-methylbenzylamine (MBA). A conversion of 98% was reached, compared to 50% without product extraction. Moreover, a selective extraction of the produced MBA was realized. A high product concentration of 55g/l was reached after 80h, and the system showed promising potential for continuous operation. Copyright (C) 2014 Elsevier B.V. All rights reserved
Original languageEnglish
JournalJOURNAL OF BIOTECHNOLOGY
Volume179
Issue number1
Pages (from-to)50-55
ISSN0168-1656
DOIs
Publication statusPublished - 2014
Externally publishedYes

Keywords

  • Actinomycetes and Related Organisms Eubacteria Bacteria Microorganisms (Bacteria, Eubacteria, Microorganisms) - Irregular Nonsporing Gram-Positive Rods [08890] Arthrobacter citreus species
  • Facultatively Anaerobic Gram-Negative Rods Eubacteria Bacteria Microorganisms (Bacteria, Eubacteria, Microorganisms) - Enterobacteriaceae [06702] Escherichia coli species
  • chitosan 9012-76-4
  • omega-transaminase 61461-61-8
  • S-alpha-methylbenzylamine 2627-86-3 synthesis
  • 10068, Biochemistry studies - Carbohydrates
  • 10802, Enzymes - General and comparative studies: coenzymes
  • 31000, Physiology and biochemistry of bacteria
  • Biochemistry and Molecular Biophysics
  • Enzymology
  • BIOTECHNOLOGY
  • CHIRAL AMINES
  • KINETIC RESOLUTION
  • E. COLI
  • TECHNOLOGY
  • IMMOBILIZATION
  • EXTRACTION
  • REACTOR
  • Supported liquid membrane
  • omega-Transaminase
  • Asymmetric synthesis
  • Chiral amines
  • In situ product removal
  • ω-Transaminase
  • Amines
  • Escherichia coli
  • Extraction
  • Liquid membrane electrodes
  • Packed beds
  • Continuous extraction
  • Equilibrium positions
  • Escherichia coli cells
  • Hollow-fibre membrane
  • Situ product removal
  • Liquid membranes

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