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. 1988 Dec;88(4):1481–1485. doi: 10.1104/pp.88.4.1481

Enzymic Synthesis of Indole-3-Acetyl-1-O-β-d-Glucose 1

II. Metabolic Characteristics of the Enzyme

Antoni J Leznicki 1,2, Robert S Bandurski 1
PMCID: PMC1055783  PMID: 11537439

Abstract

The synthesis of indole-3-acetyl-1-O-β-d-glucose from indole-3-acetic acid (IAA) and uridine diphosphoglucose (UDPG) has been shown to be a reversible reaction with the equilibrium away from ester formation and toward formation of IAA. The enzyme occurs primarily in the liquid endosperm of the corn kernel but some activity occurs in the embryo. It is relatively specific showing no glucose ester formation with oxindole-3-acetic acid or 7-hydroxy-oxindole-3-acetic acid, and low activity with phenylpropene acids, such as ρ-coumaric acid. The enzyme is also specific for the nucleotide sugar showing no activity with UDPGalactose or UDPXylose. The enzyme is inhibited by inorganic pyrophosphate, by phosphate esters and by phospholipids, particularly phosphatidyl ethanolamine. The enzyme is inhibited by zeatin, by 2,4-dichlorophenoxy-acetic acid, by IAA-myo-inositol and IAA-glucan, but not by zeatin riboside, and only weakly by gibberellic acid, abscisic acid, and kinetin. The reaction is slightly stimulated by both calcium and calmodulin and, in some cases, by thiol compounds. The role of this enzyme in the homeostatic control of indole-3-acetic acid levels in Zea mays is discussed.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Bandurski R. S., Schulze A. Concentrations of Indole-3-acetic Acid and Its Esters in Avena and Zea. Plant Physiol. 1974 Sep;54(3):257–262. doi: 10.1104/pp.54.3.257. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Ehmann A. Identification of 2-O (indole-3-acetyl)-D-glucopyranose, 4-O-(indole-3-acetyl)-D-glucopyranose and 6-O-(indole-3-acetyl)-D-glucopyranose from kernels of Zea mays by gas-liquid chromatography-mass spectrometry. Carbohydr Res. 1974 May;34(1):99–114. doi: 10.1016/s0008-6215(00)80374-2. [DOI] [PubMed] [Google Scholar]
  3. JENCKS W. P. Non-enzymic reactions of acyl adenylate and imidazole. Biochim Biophys Acta. 1957 Apr;24(1):227–228. doi: 10.1016/0006-3002(57)90185-3. [DOI] [PubMed] [Google Scholar]
  4. Keglević D., Pokorny M. The chemical synthesis of 1-O-(indol-3'-ylacetyl)-beta-D-glucopyranose. The higher activity of the glucoside in comparison with exogenous indol-3-ylacetic acid in plant-section elongation tests. Biochem J. 1969 Oct;114(4):827–832. doi: 10.1042/bj1140827. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Lewer P. Preparation of 7-hydroxy-2-oxoindolin-3-ylacetic acid and its [13C2], [5-n-3H], and [5-n-3H]-7-O-glucosyl analogues for use in the study of indol-3-ylacetic acid catabolism. J Chem Soc Perkin 1. 1987 Apr;1987(4):753–757. doi: 10.1039/p19870000753. [DOI] [PubMed] [Google Scholar]
  6. Leznicki A. J., Bandurski R. S. Enzymic synthesis of indole-3-acetyl-1-O-beta-d-glucose. I. Partial purification and characterization of the enzyme from Zea mays. Plant Physiol. 1988;88:1474–1480. doi: 10.1104/pp.88.4.1474. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Michalczuk L., Bandurski R. S. Enzymic synthesis of 1-O-indol-3-ylacetyl-beta-D-glucose and indol-3-ylacetyl-myo-inositol. Biochem J. 1982 Nov 1;207(2):273–281. doi: 10.1042/bj2070273. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Nonhebel H. M., Kruse L. I., Bandurski R. S. Indole-3-acetic acid catabolism in Zea mays seedlings. Metabolic conversion of oxindole-3-acetic acid to 7-hydroxy-2-oxindole-3-acetic acid 7'-O-beta-D-glucopyranoside. J Biol Chem. 1985 Oct 15;260(23):12685–12689. [PubMed] [Google Scholar]
  9. Piskornik Z., Bandurski R. S. Purification and Partial Characterization of a Glucan Containing Indole-3-acetic Acid. Plant Physiol. 1972 Jul;50(1):176–182. doi: 10.1104/pp.50.1.176. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Reinecke D. M., Bandurski R. S. Metabolic conversion of 14C-indole-3-acetic acid to 14C-oxindole-3-acetic acid. Biochem Biophys Res Commun. 1981 Nov 30;103(2):429–433. doi: 10.1016/0006-291x(81)90470-8. [DOI] [PubMed] [Google Scholar]
  11. Ueda M., Bandurski R. S. A Quantitative Estimation of Alkali-labile Indole-3-Acetic Acid Compounds in Dormant and Germinating Maize Kernels. Plant Physiol. 1969 Aug;44(8):1175–1181. doi: 10.1104/pp.44.8.1175. [DOI] [PMC free article] [PubMed] [Google Scholar]

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