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. 1982 Nov 1;207(2):283–290. doi: 10.1042/bj2070283

Enzymic synthesis of indol-3-ylacetyl-myo-inositol galactoside.

L J Corcuera, L Michalczuk, R S Bandurski
PMCID: PMC1153858  PMID: 7159382

Abstract

Extracts of immature kernels of Zea mays catalysed the synthesis of indol-3-ylacetyl-myo-inositol galactoside from indol-3-ylacetyl-myo-inositol and UDP-galactose. Addition of 2-mercaptoethanol was required for stability of the catalytic activity during dialysis. The enzyme could be fractionated with (NH4)2SO4, and 55% of the activity was recovered in the 30-60%-saturation fraction. The product of the reaction contained radioactivity from UDP-[U-14C]galactose and was identified as indol-3-ylacetyl-myo-inositol galactoside by gas chromatography-mass spectrometry. Therefore a UDP-galactose:indol-3-ylacetyl-myo-inositol galactosyltransferase (indol-3-ylacetyl-myo-inositol galactoside synthase) is present in developing kernels of Zea mays. The description of this enzyme, together with the enzymes described in the accompanying paper [Michalczuk & Bandurski (1982) Biochem. J. 207, 273-281] for the synthesis of indol-3-ylacetylglucose and indol-3-ylacetyl-myo-inositol, now provides mechanisms for the biosynthesis of one-half of the low-molecular-weight esters of indol-3-ylacetic acid in Zea mays.

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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., Cohen J. D. Photo-regulation of the ratio of ester to free indole-3-acetic acid. Biochem Biophys Res Commun. 1977 Dec 21;79(4):1219–1223. doi: 10.1016/0006-291x(77)91136-6. [DOI] [PubMed] [Google Scholar]
  2. Bradford M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem. 1976 May 7;72:248–254. doi: 10.1006/abio.1976.9999. [DOI] [PubMed] [Google Scholar]
  3. 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]
  4. Ehmann A. The van urk-Salkowski reagent--a sensitive and specific chromogenic reagent for silica gel thin-layer chromatographic detection and identification of indole derivatives. J Chromatogr. 1977 Feb 11;132(2):267–276. doi: 10.1016/s0021-9673(00)89300-0. [DOI] [PubMed] [Google Scholar]
  5. Epstein E., Cohen J. D., Bandurski R. S. Concentration and Metabolic Turnover of Indoles in Germinating Kernels of Zea mays L. Plant Physiol. 1980 Mar;65(3):415–421. doi: 10.1104/pp.65.3.415. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. FRYDMAN R. B., NEUFELD E. F. Synthesis of galactosylinositol by extracts from peas. Biochem Biophys Res Commun. 1963 Jul 18;12:121–125. doi: 10.1016/0006-291x(63)90246-8. [DOI] [PubMed] [Google Scholar]
  7. Kuo C. H., Wells W. W. beta-Galactosidase from rat mammary gland. Its purification, properties, and role in the biosynthesis of 6beta-O-D-galactopyranosyl myo-inositol. J Biol Chem. 1978 May 25;253(10):3550–3556. [PubMed] [Google Scholar]
  8. Labarca C., Nicholls P. B., Bandurski R. S. A partial characterization of indoleacetylinositols from ZEA mays. Biochem Biophys Res Commun. 1965 Sep 8;20(5):641–646. doi: 10.1016/0006-291x(65)90448-1. [DOI] [PubMed] [Google Scholar]
  9. 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]
  10. Michalczuk L., Bandurski R. S. UDP-glucose: indoleacetic acid glucosyl transferase and indoleacetyl-glucose: myo-inositol indoleacetyl transferase. Biochem Biophys Res Commun. 1980 Mar 28;93(2):588–592. doi: 10.1016/0006-291x(80)91118-3. [DOI] [PubMed] [Google Scholar]
  11. Naccarato W. F., Ray R. E., Wells W. W. Characterization and tissue distribution of 6-O-beta-D-galactopyranosyl myo-inositol in the rat. J Biol Chem. 1975 Mar 10;250(5):1872–1876. [PubMed] [Google Scholar]
  12. Nowacki J., Bandurski R. S. Myo-Inositol Esters of Indole-3-acetic Acid as Seed Auxin Precursors of Zea mays L. Plant Physiol. 1980 Mar;65(3):422–427. doi: 10.1104/pp.65.3.422. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. 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]
  14. 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]
  15. Tanner W., Kandler O. Biosynthesis of Stachyose in Phaseolus vulgaris. Plant Physiol. 1966 Nov;41(9):1540–1542. doi: 10.1104/pp.41.9.1540. [DOI] [PMC free article] [PubMed] [Google Scholar]
  16. Ueda M., Ehmann A., Bandurski R. S. Gas-Liquid Chromatographic Analysis of Indole-3-acetic Acid Myoinositol Esters in Maize Kernels. Plant Physiol. 1970 Nov;46(5):715–719. doi: 10.1104/pp.46.5.715. [DOI] [PMC free article] [PubMed] [Google Scholar]

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