Cell wall-derived oligosaccharides

L. Briill, M. Huisman, H.A. Schols, A.G.J Voragen, G. Critchley, J.E. Thomas-Oates, J. Haverkamp, Rapid molecular mass and structural determination of plant cell wall-derived oligosaccharides using HPAEC and MS, J. Mass Spectrom., 33 (1998) 713. 

Van Laere, K. M. J., Hartemink, R., Bosveld, M., Schols, H. A. Voragen, A. G. J. (2000). Fermentation of plant cell wall derived polysaccharides and their corresponding oligosaccharides by intestinal bacteria. Journal of Agriculture and Food Chemistry, 48, 1644-1652. 

For monitoring the extent of polysaccharide hydrolysis, l.c. methods that sepeu ate and analyze the non-fermentable oligosaccharides (d.p. 3-30) derived from cellulose, hemicellulose, and pectins are useful, and have already been described (see Section III,l,c). For determination of the monosaccharide composition of completely hydrolyzed, plant polysaccharides, l.c. is especially useful and has been applied to the compositional analysis of hydrolyzed plant fiber,wood pulps,plant cell-walls,and cotton fibers.In these representative examples, the major sugars of interest, namely, glucose, xylose, galactose, arabinose, and mannose, have traditionally been difficult to resolve by l.c. The separa-... 

Fig. 3. —Proposed Structure of a Portion of theHemieellulosicXyloglucan of the Primary Cell-Wall of Dicots (After Albersheim5-64). [Heptasac-charide A and nonasaccharide B are derived from oligosaccharide C by the action of endo-(l—>4)-/ -D-glucanase at the bonds indicated by arrows. Pentasaccharide D is derived from "B by the combined action of a-L-fucosidase, a-D-xylosidase, and /J-D-glucosidase. A = L-arabinopyranose F = L-fucose G = D-glucose Gal = D-galactose X = D-xylose.]...

UDP-A-MurNAc-depsipentapeptide) derivatives including fluorescent-labeled derivatives. Shin-ichiro Nishimura et al. reported the synthesis of UDP-MurNAc-pentapeptide derivatives possessing a levulinyl (Lev) group on the side chain of the Lys residue [82, 83] for subsequent introduction of fluorescent label or oligosaccharide moieties by oxime formation after their incorporation through cell-wall biosynthesis. The 4-fluorinated UDP-MurNAc-pentapeptide was also synthesized as a stable biosynthesis inhibitor [84],... 

Recently we found that methylated oligosaccharide-alditol methyl esters can he resolved by reverse-phase HPLC (O Neill et al., 1986a, b, c). The technique has been applied to the separation and characterization of acidic tri-, tetra-, and pentasaccharide derivatives from a number of bacterial polysaccharides (O Neill et al., 1986a, b, c). A similar procedure can be used to establish the structural features of cell wall polysaccharides... 

The methods of Valent et al. (1980) and McNeil et al. (1982b) have been applied to the rigorous characterization of a nonasaccharide derived from the enzymic degradation of sycamore cell wall xyloglucan. Following partial acid hydrolysis and workup, 16 alkylated oligosaccharide-alditols were isolated by reverse-phase HPLC, but only 12 were sufficiently pure to be unambiguously characterized. 

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