The Microbial Degradation of Aromatic Petroleum Products.

Abstract

The biodegradation of ortho-xylene by a species of Nocardia is initiated by nuclear oxidation to form 3,4-dimethylcatechol. The latter compound is apparently formed from cis-3,4-dimethyl-3,5-cyclohexadien-1,2-diol (cis-o-xylene dihydrodiol). Enzymatic fission of 3,4-dimethylcatechol produces an acid, 2-hydroxy-5-methyl-6-oxohepta-2,4-dienoic acid, that undergoes spectral changes at acid and alkaline pH. Further metabolism of the ring-fission product occurs by a hydrolytic reaction that forms acetic and 2-oxohex-4-enoic acids. Enzymatic hydration of the latter compound to give 4-hydroxy-2-oxohexanoate is followed by an aldolase reaction that produce pyruvate and propionaldehyde. The pathway proposed for the biodegradation of o-xylene is analogous to those reported for the degradation of a number of aromatic compounds. Commercial samples of 2-, 3- and 4-chlorobiphenyl contain impurities that cause lag periods in the growth of Beijerinckia on succinate. Purified preparations of these compounds also inhibited the initiation of growth of this organism but not to the same extent. Preliminary observations suggest that inhibition may be associated with the ease of oxidation of the monochlorinated biphenyl isomers.

Document Details

Document Type
Technical Report
Publication Date
Jun 30, 1976
Accession Number
ADA026128

Entities

People

  • David T. Gibson

Organizations

  • University of Texas at Austin

Tags

DTIC Thesaurus Topics

  • Aromatic Compounds
  • Biodegradation
  • Biphenyl
  • Chemical Compounds
  • Degradation
  • Eukaryotes
  • Fission Products
  • Hydration
  • Impurities
  • Inhibition
  • Metabolism
  • Observation
  • Organic Compounds
  • Oxidation
  • Petroleum
  • Pyruvates

Readers

  • Analytical Chemistry
  • Organic Chemistry

Technology Areas

  • Biotechnology
  • Biotechnology - Bioremediation