Studies on the exchange of valine-oxygen during the biosynthesis of δ-(L-α-Aminoadipoyl)-L-cysteinyl-D-valine

Jack E. Baldwin, Robert M. Adlington, Juliette W. Bird, Robert A. Field, Niamh M. O'Callaghan, Christopher J. Schofield

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Abstract

Incorporation of [4-2H6,18O2]-valine into δ-(L)-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), by intact cells of Cephalosporium acremonium, demonstrated the intracellular exchange of one and both valine oxygen atoms. Incubation of [18O2]-valine with the purified ACV synthetase from C. acremonium gave exclusive incorporation of a single 18O label into ACV, consistent witheffectively non-reversible formation of a covalent valinoyl-ACV synthetase intermediate under in vitro conditions.

Original languageEnglish
Pages (from-to)1099-1108
Number of pages10
JournalTetrahedron
Volume48
Issue number6
DOIs
Publication statusPublished - 1992

Keywords

  • biosynthesis
  • Cephalosporium acremonium
  • penicillin.
  • [O]-valine incorporation
  • δ-(L-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV)

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