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A new metabolite of the plant growth substance indole-3-acetic acid has been extracted from Zea mays seedlings and characterized as the 7'-O-beta-D-glucopyranoside of 7-hydroxy-2-oxindole-3-acetic acid. This compound was the major product formed from [5-3H] 2-oxindole-3-acetic acid, incubated with intact plants or root and coleoptile sections. Identification was by gas chromatography-mass spectrometry of the trimethylsilyl derivative and by analysis of the hydrolysis products. A synthesis is reported for 7-hydroxy-2-oxindole-3-acetic acid. These results and prior work demonstrate the following catabolic route for indole-3-acetic acid in Zea: indole-3-acetic acid----2-oxindole-3-acetic acid----7-hydroxy-2-oxindole-3-acetic acid----7-hydroxy-2-oxindole-3-acetic acid glucoside.
H M Nonhebel, and
L I Kruse, and
R S Bandurski
January 1984,
Plant physiology,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
January 1983,
Plant physiology,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
November 1986,
Journal of experimental botany,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
November 1981,
Biochemical and biophysical research communications,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
January 1988,
Plant physiology,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
September 1987,
Planta,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
January 1987,
Phytochemistry,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
May 1984,
Plant physiology,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
June 1983,
Plant physiology,
H M Nonhebel, and
L I Kruse, and
R S Bandurski
January 1992,
Plant physiology,
