Abstract
The unicellular alga Euglena gracilis Klebs `Z' converted exogenous indole-3-ethanol (trytophol) to two major metabolites: tryptophol galactoside and an unknown compound, and to minor amounts of indole-3-acetic acid, tryptophol acetate, and tryptophol glucoside. The unknown was hydrolyzed to tryptophol by methanolic ammonia and should therefore be a tryptophol ester. The galactoside was identified as 2-(indol-3-yl)ethyl-β-d-galactopyranoside. This structure was established by comparison with an authentic standard involving chromatographic methods, ultraviolet and mass spectroscopy, enzymic and acid hydrolysis, and identification of the galactose in the hydrolysate. By forming tryptophol galactoside, Euglena differs from the higher plants examined so far, for which the corresponding glucoside is the only sugar conjugate of tryptophol detected.
Full text
PDF




Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- BARUAH P., SWAIN T. Beta-Glycosidase of potato. Biochem J. 1957 Jun;66(2):321–323. doi: 10.1042/bj0660321. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Brown H. M., Purves W. K. Isolation and characterization of indole-3-acetaldehyde reductases from Cucumis sativus. J Biol Chem. 1976 Feb 25;251(4):907–913. [PubMed] [Google Scholar]
- Glombitza K. W. Uber die Bildung des Acetylesters von beta-(Indolyl-3) äthanol bei Hefen. Arch Mikrobiol. 1967 May 17;57(1):39–42. [PubMed] [Google Scholar]
- Magnus V., Simaga S., Iskrić S., Kveder S. Metabolism of Tryptophan, Indole-3-acetic Acid, and Related Compounds in Parasitic Plants from the Genus Orobanche. Plant Physiol. 1982 Apr;69(4):853–858. doi: 10.1104/pp.69.4.853. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Magnus V., Soskić M., Iskrić S., Kveder S. The separation of indole-3-acetic acid and related compounds in plant extracts by Sephadex chromatography. Anal Biochem. 1980 Apr;103(2):419–425. doi: 10.1016/0003-2697(80)90633-8. [DOI] [PubMed] [Google Scholar]
- Percival F. W., Purves W. K., Vickery L. E. Indole-3-ethanol Oxidase: Kinetics, Inhibition, and Regulation by Auxins. Plant Physiol. 1973 Apr;51(4):739–743. doi: 10.1104/pp.51.4.739. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Rayle D. L., Purves W. K. Conversion of indole-3-ethanol to indole-3-acetic Acid in cucumber seedling shoots. Plant Physiol. 1967 Aug;42(8):1091–1093. doi: 10.1104/pp.42.8.1091. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Sherwin J. E., Purves W. K. Tryptophan as an auxin precursor in cucumber seedlings. Plant Physiol. 1969 Sep;44(9):1303–1309. doi: 10.1104/pp.44.9.1303. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Wardell W. L. Floral activity in solutions of deoxyribonucleic Acid extracted from tobacco stems. Plant Physiol. 1976 Jun;57(6):855–861. doi: 10.1104/pp.57.6.855. [DOI] [PMC free article] [PubMed] [Google Scholar]