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Reduction of nitroolefin using microorganisms.

A Mori1, I Ishiyama, H Akita

  • 1Department of Forensic Medicine, Faculty of Medicine, University of Tokyo, Japan.

Chemical & Pharmaceutical Bulletin
|December 1, 1990
PubMed
Summary
This summary is machine-generated.

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Microbial reduction of 1-phenyl-2-nitro-1-propene was achieved by various microorganisms. Yeast strains demonstrated the highest efficiency in reducing the compound to 1-phenyl-2-nitropropane.

Area of Science:

  • Microbiology
  • Biocatalysis
  • Organic Chemistry

Background:

  • 1-phenyl-2-nitro-1-propene is a precursor that can be microbially reduced.
  • Understanding microbial reduction pathways is crucial for biocatalysis and synthesis.

Purpose of the Study:

  • To investigate the microbial reduction capabilities of various yeast and bacterial strains on 1-phenyl-2-nitro-1-propene.
  • To identify efficient microbial catalysts for the synthesis of reduced nitroalkene derivatives.

Main Methods:

  • Screening of 57 yeast strains, 40 aerobic/facultative anaerobic bacteria, and 40 strict anaerobic bacteria.
  • Incubation of 1-phenyl-2-nitro-1-propene with microbial cultures.
  • Analysis of reduction products using analytical techniques.

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Main Results:

  • Nine yeast strains, including Candida tropicalis, effectively reduced 1-phenyl-2-nitro-1-propene to 1-phenyl-2-nitropropane with yields ranging from 60.3% to 94.1%.
  • Aerobic and anaerobic bacteria showed lower reduction efficiencies (35.6%-14.0% and <5%, respectively).
  • Strict anaerobic bacteria, such as Clostridium innocuum, produced trace amounts of amphetamine, but with very poor efficiency.

Conclusions:

  • Yeast strains are highly effective biocatalysts for the reduction of 1-phenyl-2-nitro-1-propene to 1-phenyl-2-nitropropane.
  • Bacterial strains exhibit limited capabilities for this specific reduction, with some anaerobic strains showing potential for producing amphetamine precursors.