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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-
Volume 270,
Number 28,
Issue of July 14, pp. 16549-16554, 1995
©1995 by The American Society for Biochemistry and Molecular Biology, Inc.
C]ribose did not result in
C enrichment of 2`-deoxymugineic acid, while D-[2-
C]ribose resulted in
C enrichment at the C-4", -1, -4` positions, and D-[5-
C]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-
H]methylthioribose and
2-[1-C]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-
H]methylthioribose. Feeding with
2-[1-C]keto-4-methylthiobutyric acid yielded
2`-deoxymugineic acid enriched with
C 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.
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