Biosynthesis of avenic acid a, a ferric chelating substance secreted from avena sativa l

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Abstract

The biosynthesis of avenic acid A was studied by feeding L-methionine-l-13C or D,L-methionine-3, 3, 4, 4-d4 to iron-deficient oat roots (Avena sativa L. cv Amuri II). Both avenic acid A and 2’-deoxymugineic acid labeled with 13C or 2H were isolated from root-washings of the same plants. The 13C-NMR elucidated that three molecules of L-methionine were incorporated into avenic acid A in the same way as 2’-deoxymugineic acid. The 2H-NMR spectra indicated that all deuteriums from the methionine were incorporated into 2’-deoxymugineic acid, but one of the deuteriums at C-4 was lost in avenic acid A. A possible biosynthetic pathway is L-methionine-> — 2’-deoxymugineic acid-»avenic acid A.

Original languageEnglish
Pages (from-to)2888-2890
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume40
Issue number10
DOIs
Publication statusPublished - Jan 1 1992
Externally publishedYes

Keywords

  • 2’
  • L-methionine 2H-NMR 13C-NMR
  • deoxymugineic acid avenic acid A biosynthesis Avena sativa’

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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