The metabolic pathway of 4-aminophenol in Burkholderia sp. strain AK-5 differs from that of aniline and aniline with C-4 substituents

Appl Environ Microbiol. 2003 Sep;69(9):5410-3. doi: 10.1128/AEM.69.9.5410-5413.2003.

Abstract

Burkholderia sp. strain AK-5 utilized 4-aminophenol as the sole carbon, nitrogen, and energy source. A pathway for the metabolism of 4-aminophenol in strain AK-5 was proposed based on the identification of three key metabolites by gas chromatography-mass spectrometry analysis. Strain AK-5 converted 4-aminophenol to 1,2,4-trihydroxybenzene via 1,4-benzenediol. 1,2,4-Trihydroxybenzene 1,2-dioxygenase cleaved the benzene ring of 1,2,4-trihydroxybenzene to form maleylacetic acid. The enzyme showed a high dioxygenase activity only for 1,2,4-trihydroxybenzene, with K(m) and V(max) values of 9.6 micro M and 6.8 micro mol min(-1) mg of protein(-1), respectively.

Publication types

  • Comparative Study

MeSH terms

  • Aminophenols / metabolism*
  • Aniline Compounds / metabolism*
  • Burkholderia / enzymology*
  • Burkholderia / growth & development
  • Dioxygenases*
  • Kinetics
  • Mass Spectrometry
  • Oxygenases / isolation & purification
  • Oxygenases / metabolism*
  • Substrate Specificity

Substances

  • Aminophenols
  • Aniline Compounds
  • Oxygenases
  • Dioxygenases
  • hydroxyquinol 1,2-dioxygenase
  • 4-aminophenol
  • aniline