Biosynthesis of pyrrolnitrin. Incorporation of 13C, 15N double-labelled D- and L-tryptophan

J Basic Microbiol. 1992;32(3):209-14. doi: 10.1002/jobm.3620320312.

Abstract

Experiments on the incorporation of D- and L-[alanine-3-13C,2-15N]tryptophan into the antibiotic pyrrolnitrin in Pseudomonas aureofaciens confirmed earlier conclusions about the conversion of L-tryptophan into pyrrolnitrin. They also demonstrated that a fraction of the D isomer is incorporated without breakage of the 15N-carbon bond, consistent with the operation of a second pathway from D-tryptophan to pyrrolnitrin. Cell-free experiments confirmed the conversion of 3-(o-aminophenyl)pyrrole into aminopyrrolnitrin but failed to detect enzymatic oxidation of the latter to pyrrolnitrin.

Publication types

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

MeSH terms

  • Alanine / metabolism
  • Carbon Isotopes
  • Dipeptides / metabolism
  • Nitrogen Isotopes
  • Pseudomonas / chemistry
  • Pseudomonas / metabolism*
  • Pyrrolnitrin / biosynthesis*
  • Stereoisomerism
  • Tryptophan / chemistry
  • Tryptophan / metabolism*

Substances

  • Carbon Isotopes
  • Dipeptides
  • Nitrogen Isotopes
  • Tryptophan
  • Pyrrolnitrin
  • Alanine