TY - JOUR
T1 - Studies on uronic acid materials. Part XXI. Some structural features of Acacia arabica gum
AU - Anderson, D. M W
AU - Hirst, Edmund
AU - Stoddart, J. F.
PY - 1967
Y1 - 1967
N2 - The polysaccharide exuded by Acacia arabica trees has a high positive specific rotation and contains residues of D-galactose, L-arabinose, L-rhamnose, D-glucuronic acid, and 4-O-methyl-D-glucuronic acid. Linkage analysis affords 3-O-β-L-arabinopyranosyl-L-arabinose and 3-O-β-L-arabinofuranosyl-L- arabinose. An examination of the O-methyl derivative of the gum yields 2,3,5- and 2,3,4-tri, and 2,5-, 3,5-, and 3,4-di-O-methyl-L-arabinose, 2,4-di-O-methyl-D-galactose, and 2,3,4-tri-O-methyl-D-glucuronic acid together with small amounts of 2,3,4-tri-O-methyl-L-rhamnose, 4-O-methyl-L-arabinose, and 2,3,4,6-tetra-, 2,3,6-, 2,4,6-, and 2,3,4-tri-, and 2-O-methyl-D-galactose. The degraded gum obtained after controlled acid hydrolysis is examined by linkage and methylation analysis. Partial acid hydrolysis affords 3-O-β-D- galactopyranosyl-D-galactose and 6-O-β-D-galactopyranosyl-D-galactose. An examination of the O-methyl derivative of the degraded gum yields 2,3,4,6-tetra-, 2,3,6-, 2,4,6-, and 2,3,4-tri-, 2,6- and 2,4-di-, and 2-O-methyl-D-galactose, 2,3,4-tri-O-methyl-D-glucuronic acid, and trace amounts of 2,3,4-tri-O-methyl-L-arabinose. The degraded gum is submitted to a Smith degradation and the whole gum to four successive Smith degradations. The products are examined by linkage and methylation analysis. The structural evidence suggests that A. arabica gum molecules possess highly branched galactan frameworks to which are attached uronic acid residues and arabinose-containing side-chains. This conclusion is supported by the results of viscosity and light-scattering measurements carried out on aqueous solutions of the gum.
AB - The polysaccharide exuded by Acacia arabica trees has a high positive specific rotation and contains residues of D-galactose, L-arabinose, L-rhamnose, D-glucuronic acid, and 4-O-methyl-D-glucuronic acid. Linkage analysis affords 3-O-β-L-arabinopyranosyl-L-arabinose and 3-O-β-L-arabinofuranosyl-L- arabinose. An examination of the O-methyl derivative of the gum yields 2,3,5- and 2,3,4-tri, and 2,5-, 3,5-, and 3,4-di-O-methyl-L-arabinose, 2,4-di-O-methyl-D-galactose, and 2,3,4-tri-O-methyl-D-glucuronic acid together with small amounts of 2,3,4-tri-O-methyl-L-rhamnose, 4-O-methyl-L-arabinose, and 2,3,4,6-tetra-, 2,3,6-, 2,4,6-, and 2,3,4-tri-, and 2-O-methyl-D-galactose. The degraded gum obtained after controlled acid hydrolysis is examined by linkage and methylation analysis. Partial acid hydrolysis affords 3-O-β-D- galactopyranosyl-D-galactose and 6-O-β-D-galactopyranosyl-D-galactose. An examination of the O-methyl derivative of the degraded gum yields 2,3,4,6-tetra-, 2,3,6-, 2,4,6-, and 2,3,4-tri-, 2,6- and 2,4-di-, and 2-O-methyl-D-galactose, 2,3,4-tri-O-methyl-D-glucuronic acid, and trace amounts of 2,3,4-tri-O-methyl-L-arabinose. The degraded gum is submitted to a Smith degradation and the whole gum to four successive Smith degradations. The products are examined by linkage and methylation analysis. The structural evidence suggests that A. arabica gum molecules possess highly branched galactan frameworks to which are attached uronic acid residues and arabinose-containing side-chains. This conclusion is supported by the results of viscosity and light-scattering measurements carried out on aqueous solutions of the gum.
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U2 - 10.1039/J39670001476
DO - 10.1039/J39670001476
M3 - Article
AN - SCOPUS:37049133794
SN - 0022-4952
SP - 1476
EP - 1486
JO - Journal of the Chemical Society C: Organic Chemistry
JF - Journal of the Chemical Society C: Organic Chemistry
ER -