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Literature DB >> 16664470

Identification of 3-(O-beta-Glucosyl)-2-Indolone-3-Acetylaspartic Acid as a New Indole-3-Acetic Acid Metabolite in Vicia Seedlings.

Abstract

A new indole-3-acetic acid metabolite was isolated from broad bean (Vicia faba L. cv Chukyo) seedlings. It was a conjugate of dioxindole-3-acetic acid, aspartic acid, and glucose and was identified as 3-(O-beta-glucosyl)-2-indolone-3-acetylaspartic acid (molecular weight 484) from ultraviolet, infrared, nuclear magnetic resonance, and mass spectra. Its natural content in 4-day-old Vicia seedlings was estimated to be 8.6 nanomoles per gram fresh weight. It was suggested that oxidation of indole-3-acetic acid not accompanied by decarboxylation might regulate endogenous level of the hormone.

Entities: Chemical Species

Year: 1985 PMID： 16664470 PMCID： PMC1074949 DOI： 10.1104/pp.79.3.667

Source DB: PubMed Journal: Plant Physiol ISSN： 0032-0889 Impact factor: 8.340

9 in total

1. PEROXIDASE-CATALYZED OXIDATION OF INDOLE-3-ACETIC ACID.

Authors: R L HINMAN; J LANG
Journal: Biochemistry Date: 1965-01 Impact factor: 3.162

2. I-(Indole-3-acetyl)-beta-D-glucose, a new compound in the metabolism of indole-3-acetic acid in plants.

Authors: M H ZENK
Journal: Nature Date: 1961-07-29 Impact factor: 49.962

3. The destruction of indoleacetic acid. I. Action of an enzyme from Omphalia flavida.

Authors: P M RAY; K V THIMANN
Journal: Arch Biochem Biophys Date: 1956-09 Impact factor: 4.013

4. Studies on 3-Indoleacetic Acid Metabolism. VI. 3-Indoleacetic Acid Uptake and Metabolism by Pea Roots and Epicotyls.

Authors: W A Andreae; M W Van Ysselstein
Journal: Plant Physiol Date: 1960-03 Impact factor: 8.340

5. The Formation of Indoleacetylaspartic Acid in Pea Seedlings.

Authors: W A Andreae; N E Good
Journal: Plant Physiol Date: 1955-07 Impact factor: 8.340

6. Cellular patterns in developing roots.

Authors: J G Torrey
Journal: Symp Soc Exp Biol Date: 1963

7. Inhibitory oxidation products of indole-3-acetic Acid: 3-hydroxymethyloxindole and 3-methyleneoxindole as plant metabolites.

Authors: V Tuli; H S Moyed
Journal: Plant Physiol Date: 1967-03 Impact factor: 8.340

8. Metabolism of Indole-3-Acetic Acid: III. Identification of Metabolites Isolated from Crown Gall Callus Tissue.

Authors: C S Feung; R H Hamilton; R O Mumma
Journal: Plant Physiol Date: 1976-11 Impact factor: 8.340

9. Gas-Liquid Chromatographic Analysis of Indole-3-acetic Acid Myoinositol Esters in Maize Kernels.

Authors: M Ueda; A Ehmann; R S Bandurski
Journal: Plant Physiol Date: 1970-11 Impact factor: 8.340

9 in total

1. Biochemical and Genetic Bases of Indole-3-Acetic Acid (Auxin Phytohormone) Degradation by the Plant-Growth-Promoting Rhizobacterium Paraburkholderia phytofirmans PsJN.

Authors: Raúl Donoso; Pablo Leiva-Novoa; Ana Zúñiga; Tania Timmermann; Gonzalo Recabarren-Gajardo; Bernardo González
Journal: Appl Environ Microbiol Date: 2016-12-15 Impact factor: 4.792

Review 2. Plant hormone conjugation.

Authors: G Sembdner; R Atzorn; G Schneider
Journal: Plant Mol Biol Date: 1994-12 Impact factor: 4.076

8. Heterologous expression of IAP1, a seed protein from bean modified by indole-3-acetic acid, in Arabidopsis thaliana and Medicago truncatula.

Authors: Alexander Walz; Claudia Seidel; Gordana Rusak; Seijin Park; Jerry D Cohen; Jutta Ludwig-Müller
Journal: Planta Date: 2007-12-21 Impact factor: 4.116

9. Identification of oxindole-3-acetic acid, and metabolic conversion of indole-3-acetic acid to oxindole-3-acetic acid in Pinus sylvestris seeds.

Authors: A Ernstsen; G Sandberg; K Lundström
Journal: Planta Date: 1987-09 Impact factor: 4.116

9 in total

Identification of 3-(O-beta-Glucosyl)-2-Indolone-3-Acetylaspartic Acid as a New Indole-3-Acetic Acid Metabolite in Vicia Seedlings.

1. PEROXIDASE-CATALYZED OXIDATION OF INDOLE-3-ACETIC ACID.

2. I-(Indole-3-acetyl)-beta-D-glucose, a new compound in the metabolism of indole-3-acetic acid in plants.

3. The destruction of indoleacetic acid. I. Action of an enzyme from Omphalia flavida.

4. Studies on 3-Indoleacetic Acid Metabolism. VI. 3-Indoleacetic Acid Uptake and Metabolism by Pea Roots and Epicotyls.

5. The Formation of Indoleacetylaspartic Acid in Pea Seedlings.

6. Cellular patterns in developing roots.

7. Inhibitory oxidation products of indole-3-acetic Acid: 3-hydroxymethyloxindole and 3-methyleneoxindole as plant metabolites.

8. Metabolism of Indole-3-Acetic Acid: III. Identification of Metabolites Isolated from Crown Gall Callus Tissue.

9. Gas-Liquid Chromatographic Analysis of Indole-3-acetic Acid Myoinositol Esters in Maize Kernels.

1. Biochemical and Genetic Bases of Indole-3-Acetic Acid (Auxin Phytohormone) Degradation by the Plant-Growth-Promoting Rhizobacterium Paraburkholderia phytofirmans PsJN.

Review 2. Plant hormone conjugation.

3. Changes in Amide-Linked and Ester Indole-3-Acetic Acid in Cotton Fruiting Forms during Their Development.

4. Oxidation of indole-3-acetic acid to oxindole-3-acetic acid by an enzyme preparation from Zea mays.

5. Metabolism of Indole-3-Acetic Acid by Pericarp Discs from Immature and Mature Tomato (Lycopersicon esculentum Mill).

6. Catabolism of indole-3-acetic acid and 4- and 5-chloroindole-3-acetic acid in Bradyrhizobium japonicum.

7. Temperature-Sensitive Plant Cells with Shunted Indole-3-Acetic Acid Conjugation.

8. Heterologous expression of IAP1, a seed protein from bean modified by indole-3-acetic acid, in Arabidopsis thaliana and Medicago truncatula.

9. Identification of oxindole-3-acetic acid, and metabolic conversion of indole-3-acetic acid to oxindole-3-acetic acid in Pinus sylvestris seeds.