Biodegradation of a high molecular weight aliphatic ether--indications of an unusual biodegradation pathway

Biodegradation. 1999;10(6):383-92. doi: 10.1023/a:1008375300828.

Abstract

An aliphatic ether (1-phytanyl-1-octadecanyl-ether) of high molecular weight was used as a sole carbon source in degradation experiments with different aerobic bacteria. The enriched culture B5, obtained from fuel contaminated soils, was able to degrade the substance for more than 90%. A culture of Rhodococcus ruber was similarly effective. Detailed investigation of the metabolites allowed us to characterize an unusual degradation pathway via a mid-chain oxidation mechanism ('internal oxidative pathway'). Obviously, formation of intermediate alkenes mainly at the unbranched side chain was a prerequisite for bacterial degradation of the added substrate. Degradation proceeded - in spite of the usually preferred terminal oxidation - via oxidation of the internal double bond and was followed by an ester cleavage. In turn, a series of alcohols was formed which were subsequently oxidized to the respective carboxylic acids and were further metabolized via the normal beta-oxidation pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / metabolism
  • Bacteria, Aerobic / metabolism
  • Biodegradation, Environmental
  • Ethers / chemistry*
  • Ethers / metabolism*
  • Models, Chemical
  • Molecular Weight
  • Oxidation-Reduction
  • Pseudomonas putida / metabolism
  • Rhodococcus / metabolism
  • Soil Microbiology

Substances

  • Alcohols
  • Ethers