Microbial Conversion of Phenylacetylene to Meta-Hydroxyphenylacetylene.

Abstract

Enrichment techniques have allowed isolation of numerous bacteria capable of growth on a variety of aromatic hydrocarbons. Several of these isolates are capable of partially degrading phenylacetylene to the ring fission product 2-hydroxy-6-oxo-2, 4-octadiene-7-yneoic acid, denoted as Compound I. Analysis of mutants blocked at different points in the metabolism of phenylacetylene and isolation of pathway intermediates allowed delineation of the pathway for degradation of this compound. Mutants lacking a functional cis-diol dehydrogenase converted phenylacetylene to the cis-dol. This compound was isolated in crystalline form and its properties determined. It was found that in-situ chemical dehydration of the diol could be directed either to the ortho or meta isomer as desired. Other aromatic hydrocarbons were converted to the corresponding diol intermediate. Mutants with altered regulation of the enzymes involved in oxidation of phenylacetylene were isolated and characterized. Phenylacetylene diol was produced at concentrations up to 5 grams/liter in a two-phase bioreactor system.

Document Details

Document Type
Technical Report
Publication Date
Sep 01, 1991
Accession Number
ADB160491

Entities

People

  • Alan D. Grund
  • Ronald J. Huss

Tags

DTIC Thesaurus Topics

  • Alkynes
  • Aromatic Hydrocarbons
  • Bacteria
  • Bioreactors
  • Chemical Compounds
  • Conversion
  • Cyclic Hydrocarbons
  • Degradation
  • Dehydration
  • Fission Products
  • Hydrocarbons
  • Metabolism
  • Organic Compounds
  • Oxidation

Fields of Study

  • Biology
  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Organic Chemistry
  • Systems Analysis and Design

Technology Areas

  • Biotechnology
  • Biotechnology - Bioremediation