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Plant Physiology 89:883-887 (1989)
© 1989 American Society of Plant Biologists

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Development and Growth Regulation

Structure-Activity Relationships for Xyloglucan Oligosaccharides with Antiauxin Activity 1

Gordon J. McDougall and Stephen C. Fry

Department of Botany, University of Edinburgh, The King's Buildings, Mayfield Road, Edinburgh EH9 3JH, United Kingdom

This work was designed to investigate the structural features required for a branched xyloglucan nonasaccharide (XG9; composition: glucose4xylose3galactose1fucose1) to exhibit anti-auxin activity in the pea (Pisum sativum L.) stem segment straight-growth bioassay. Oligosaccharides were prepared by cellulase-catalyzed hydrolysis of Rosa xyloglucan, and tested for auxin antagonism. The quantitatively major hepta-, octa-, and decasaccharides (XG7, XG8, and XG10) showed no antiauxin activity at the concentrations tested and did not interfere with the antiauxin effect of 10–9 molar XG9 when coincubated at equimolar concentrations. The results indicate that the XG9-recognition system in pea stem segments is highly discriminating. A terminal {alpha}-L-fucose residue is essential for the antiauxin activity of XG9 and a neighboring terminal {beta}-D-galactose residue can abolish the activity; possible reasons for the effect of the galactose residue are discussed. A sample of XG9 extensively purified by gel-permeation chromatography followed by paper chromatography in two solvent systems still exhibited antiauxin activity with a concentration optimum around 10–9 molar. This diminishes the likelihood that the antiauxin activity reported for previous nonsaccharide preparations was due to a compound other than XG9.


1 Supported by the United Kingdom Agricultural and Food Research Council.




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