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Plant Physiology 76:979-983 (1984)
© 1984 American Society of Plant Biologists

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Articles

Oxidation of Indole-3-acetic Acid and Oxindole-3-acetic Acid to 2,3-Dihydro-7-hydroxy-2-oxo-1H Indole-3-acetic Acid-7'-O-{beta}-D-Glucopyranoside in Zea mays Seedlings 1

Heather M. Nonhebel2 and Robert S. Bandurski

Department of Botany and Plant Pathology, Michigan State University, East Lansing, Michigan 48824-1312

Radiolabeled oxindole-3-acetic acid was metabolized by roots, shoots, and caryopses of dark grown Zea mays seedlings to 2,3-dihydro-7-hydroxy-2-oxo-1H indole-3-acetic acid-7'-O-{beta}-D-glycopyranoside with the simpler name of 7-hydroxyoxindole-3-acetic acid-glucoside. This compound was also formed from labeled indole-3-acetic acid supplied to intact seedlings and root segments. The glucoside of 7-hydroxyoxindole-3-acetic acid was also isolated as an endogenous compound in the caryopses and shoots of 4-day-old seedlings. It accumulates to a level of 4.8 nanomoles per plant in the kernel, more than 10 times the amount of oxindole-3-acetic acid. In the shoot it is present at levels comparable to that of oxindole-3-acetic acid and indole-3-acetic acid (62 picomoles per shoot). We conclude that 7-hydroxyoxindole-3-acetic acid-glucoside is a natural metabolite of indole-3-acetic acid in Z. mays seedlings. From the data presented in this paper and in previous work, we propose the following route as the principal catabolic pathway for indole-3-acetic acid in Zea seedlings: Indole-3-acetic acid -> Oxindole-3-acetic acid -> 7-Hydroxyoxindole-3-acetic acid -> 7-Hydroxyoxindole-3-acetic acid-glucoside.

2 Present address: School of Biochemistry, University of New South Wales, Kensington, N.S.W., Australia 2033.

1 Supported by the Metabolic Biology Section of the National Science Foundation (PCM 8204017) and the Space Biology Program of the National Aeronautics and Space Administration (NAGW-97, ORD 33355).






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