beta-Ketoadipate pathway in Trichosporon cutaneum modified for methyl-substituted metabolites

J Bacteriol. 1985 Sep;163(3):1126-35. doi: 10.1128/jb.163.3.1126-1135.1985.

Abstract

Trichosporon cutaneum, when grown with p-cresol, catalyzed intradiol fission of the benzene nucleus of 4-methylcatechol before the complete catabolism of these two substrates. Steps in their conversion to pyruvate and acetyl coenzyme A were investigated by using cell extracts, and some properties of various new microbial catabolites are also described. These included (-)-2,5-dihydro-3-methyl-5-oxofuran-2-acetic acid (beta-methylmuconolactone) and (-)-3-keto-4-methyladipic acid and its coenzyme A ester; the latter was degraded by an enzymatic reaction sequence that included the coenzyme A esters of methylsuccinic, itaconic, and citramalic acids. A notable feature of this sequence is the formation of beta-methylmuconolactone which can be readily metabolized, in contrast to the analogous reaction in bacteria that gives the "dead-end" compound gamma-methylmuconolactone; this compound cannot be enzymatically degraded and so renders the beta-ketoadipate pathway unavailable for methyl-substituted bacterial sources of carbon that are catabolized by way of 4-methylcatechol.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Adenosine Triphosphate / metabolism
  • Adipates / chemical synthesis
  • Adipates / metabolism*
  • Kinetics
  • Mitosporic Fungi / metabolism*
  • Mixed Function Oxygenases / metabolism
  • Oxidation-Reduction
  • Spectrophotometry, Ultraviolet
  • Structure-Activity Relationship
  • Thiolester Hydrolases / metabolism

Substances

  • Adipates
  • 3-oxoadipic acid
  • Adenosine Triphosphate
  • Mixed Function Oxygenases
  • Thiolester Hydrolases
  • succinyl-CoA hydrolase