Structural characterization of novel L-galactose-containing oligosaccharide subunits of jojoba seed xyloglucans.
Jojoba seed xyloglucan was shown to be a convenient source of biologically active xyloglucan oligosaccharides that contain both L- and D-galactosyl residues [E. Zablackis et al., Science, 272 (1996) 1808-1810]. Oligosaccharides were isolated by liquid chromatography of the mixture of oligosaccharides generated by treating jojoba seed xyloglucan with a beta-(1-->4)-endoglucanase. The purified oligosaccharides were reduced with NaBH4, converting them to oligoglycosyl alditol derivatives that were structurally characterized by a combination of mass spectrometry and 2-dimensional NMR spectroscopy. This analysis established that jojoba xyloglucan oligosaccharides contain the novel side-chain [alpha-L-Gal p-(1-->2)-beta-D-Galp-(1-->2)-alpha-D-Xyl p-(1-->6)-], which is structurally homologous to the fucose-containing side-chain [alpha-L-Fucp-(1-->2)-beta-D-Galp-(1-->2)-alpha-D-Xyl p-(1-->6)-] found in other biologically active xyloglucan oligosaccharides.
Hantus
S
S
Complex Carbohydrate Research Center, University of Georgia, Athens 30602-4712, USA.
Pauly
M
M
Darvill
A G
AG
Albersheim
P
P
York
W S
WS
D001894:Borohydrides; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002480:Cellulase / Q000378:metabolism; D002850:Chromatography, Gel; D005643:Fucose / Q000032:analysis; D005690:Galactose / Q000032:analysis*; D005936:Glucans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry*; D011134:Polysaccharides / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D013402:Sugar Alcohols / Q000032:analysis; D014990:Xylans; D014994:Xylose / Q000032:analysis
D001894:Borohydrides; D005936:Glucans; D009844:Oligosaccharides; D011134:Polysaccharides; D013402:Sugar Alcohols; D014990:Xylans; D005643:Fucose; C029353:xyloglucan; C025364:sodium borohydride; D014994:Xylose; D002480:Cellulase; D005690:Galactose