Phenylacetic acid transport system in Penicillium chrysogenum Wis 54-1255: molecular specificity of its induction

J Antibiot (Tokyo). 1989 Sep;42(9):1410-5. doi: 10.7164/antibiotics.42.1410.

Abstract

The phenylacetic acid (PA) transport system of Penicillium chrysogenum is induced by PA, 2-hydroxyphenylacetic and 4-phenylbutyric acids but not by benzoic, phenoxyacetic acid and phenylpropionic acids. Substitution in the aromatic moiety (3-hydroxyphenylacetic, 4-hydroxyphenylacetic acids), replacement of the aromatic moiety by other rings (thiophene-2-acetic acid, indole-3-acetic or indole-3-butyric acids) or the presence of an amino group in the alpha-position (2-aminophenylacetic acid) eliminates inducing activity. 2-Phenylbutyric acid dose not induce the PA transport system indicating that fatty acid-beta-oxidation is needed to generate the authentic regulatory molecule (phenylacetyl-CoA) from 4-phenylbutyric acid. Furthermore, the uptake system synthesized in presence of PA, 2-hydroxyphenylacetic or 4-phenylbutyric acids is under carbon catabolic repression control and is also repressed by L-lysine suggesting that the three molecules induce in P. chrysogenum a single mechanism of transport.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoates / pharmacology
  • Biological Transport / drug effects
  • Penicillin G / analysis
  • Penicillin G / metabolism
  • Penicillium / metabolism*
  • Penicillium chrysogenum / metabolism*
  • Phenylacetates / metabolism*
  • Phenylbutyrates / pharmacology
  • Phenylpropionates / pharmacology
  • Structure-Activity Relationship

Substances

  • Benzoates
  • Phenylacetates
  • Phenylbutyrates
  • Phenylpropionates
  • phenylacetic acid
  • Penicillin G