Abstract

2- O-(β- D-Glucopyranosyluronic acid)cellobiose, 6- O-(β- D-glucopyranosyluronic acid)cellobiose, and 6′-β- O-(β- D-glucopyranosyluronic acid)cellobiose have been synthesized and characterized, and kinetic data have been determined for the acid-catalyzed hydrolysis of the D-glucuronide and D-glucoside linkages in each compound. The D-glucosidic bonds are all hydrolyzed at a rate lower than that for cellobiose, the stabilizing effect of the D-glucuronic acid residue being most pronounced in the last two compounds. The results are discussed with reference to recent theories concerning the acid hydrolysis of acidic polysaccharides.

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