Enzymatic liberation of lycotetraose from the Solanum glycoalkaloid alpha-tomatine.
The branched tetrasaccharide, O-beta-d-glucopyranosyl-(1-->2)-O-[beta-d-xylopyranosyl-(1-->3)]-O-beta-d-glucopyranosyl-(1-->4)-d-galactose (lycotetraose) is a key constituent of many biologically interesting natural products. Described herein is a convenient enzymatic preparation of lycotetraose from the readily available Solanum glycoalkaloid alpha-tomatine. The preparation makes use of the recombinant endo-glycosidase, tomatinase, from the plant pathogen Fusarium oxysporum f. sp. lycopersici.
Woods
Katherine
K
Centre for Carbohydrate Chemistry, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK.
Hamilton
Chris J
CJ
Field
Robert A
RA
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004926:Escherichia coli / Q000201:enzymology; D006026:Glycoside Hydrolases / Q000378:metabolism; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry* / Q000302:isolation & purification; D011994:Recombinant Proteins / Q000378:metabolism; D012991:Solanaceous Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D032322:Solanum / Q000737:chemistry*; D014053:Tomatine / Q000031:analogs & derivatives* / Q000737:chemistry*
D009844:Oligosaccharides; D011994:Recombinant Proteins; D012991:Solanaceous Alkaloids; C484751:alpha-tomatine; C488960:lycotetraose; D014053:Tomatine; D006026:Glycoside Hydrolases; C099475:tomatinase