Biosynthesis of phytosiderophores, mugineic acids, associated with methionine cycling

Jian Feng Ma, T. Shinada, C. Matsuda, K. Nomoto

Research output: Contribution to journalArticle

104 Citations (Scopus)

Abstract

The biosynthesis of 2'-deoxymugineic acid, a key phytosiderophore, was examined in association with the putative methionine recycling pathway in the roots of wheat using labeling experiments and structural analysis. Feeding with D-[1-13C]ribose did not result in 13C enrichment of 2'-deoxymugineic acid, while D-[2-13C]ribose resulted in 13C enrichment at the C-4'', -1, -4' positions, and D-[5-13C]ribose did in C-1', -4, and -1'' positions of 2'-deoxymugineic acid, respectively. Furthermore, two isotope-labeled intermediates of the methionine recycling pathway, 5-[5- 2H2]methylthioribose and 2-[1-13C] keto-4-methylthiobutyric acid, were synthesized, and their incorporation into 2'-deoxymugineic acids was investigated. Six deuterium atoms at the C-4, -1', and -1'' positions of 2'- deoxymugineic acid were observed after feeding with 5-[5- 2H2]methylthioribose. Feeding with 2-[1-13C]keto-4-methylthiobutyric acid yielded 2'-deoxymugineic acid enriched with 13C at the C-4', -1, and -4'' positions. These results demonstrated for the first time that the biosynthesis of 2'-deoxymugineic acid is associated with the methionine recycling pathway. This association system functions to recycle methionine required for continued synthesis of mugineic acids in the roots of gramineous plants.

Original languageEnglish
Pages (from-to)16549-16554
Number of pages6
JournalJournal of Biological Chemistry
Volume270
Issue number28
DOIs
Publication statusPublished - 1995

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Biosynthesis
Methionine
Ribose
Recycling
Association reactions
Plant Roots
Deuterium
mugineic acid
2'-deoxymugineic acid
Structural analysis
Isotopes
Labeling
Triticum
Atoms

ASJC Scopus subject areas

  • Biochemistry

Cite this

Biosynthesis of phytosiderophores, mugineic acids, associated with methionine cycling. / Ma, Jian Feng; Shinada, T.; Matsuda, C.; Nomoto, K.

In: Journal of Biological Chemistry, Vol. 270, No. 28, 1995, p. 16549-16554.

Research output: Contribution to journalArticle

Ma, Jian Feng ; Shinada, T. ; Matsuda, C. ; Nomoto, K. / Biosynthesis of phytosiderophores, mugineic acids, associated with methionine cycling. In: Journal of Biological Chemistry. 1995 ; Vol. 270, No. 28. pp. 16549-16554.
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