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Mechanisms of oxidative degradation of carbohydrates during oxygen delignification. II. Reaction of photochemically generated hydroxyl radicals with methyl-β-cellobioside

Authors

Barbara Cole Joe Genco Ray Fort

 

Abstract

Reactions involving methyl β-cellobioside and several oxygen species were used to investigate cleavage of glycosidic linkages in cellulose by reaction with photochemical hydroxyl radicals. The intent is not to reproduce delignification conditions, but rather to study the specific behavior of carbohydrate models toward hydroxyl radical. Experiments show that hydroxyl radicals are responsible for the degradation of glycosidic linkages in methyl β-cellobioside by substitution reactions displacing cellobiose, D-glucose, methyl β-D-glucoside, and methanol. Once the glycosidic linkages are broken, the reducing carbohydrates undergo a series of reactions forming aldonic acids and lower order aldoses in the same manner as described previously.

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NSF EPSCoR The University of Maine EPSCoR Department of Energy
This project is supported by the National Science Foundation under Grant No. EPS-0554545 This project is supported by the Department of Energy EPSCoR program under award number DE-FG02-07ER46373