Cellobiose

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Cellobiose
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance White, hard powder
Odor Odorless
Density 1.768 g/mL
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Solubility Very slightly soluble in alcohol
insoluble in ether, chloroform
log P −5.03
Acidity (pKa) 12.39
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Cellobiose is a disaccharide with the formula (C6H7(OH)4O)2O. It is classified as a reducing sugar - any sugar that possesses the ability or function of a reducing agent. The chemical structure of cellobiose is derived from the condensation of a pair of glucose molecules forming a β(1→4) bond. It can be hydrolyzed to glucose enzymatically or with acid. Cellobiose has eight free alcohol (OH) groups, one acetal linkage, and one hemiacetal linkage, which give rise to strong inter- and intramolecular hydrogen bonds. It is a white solid.

It can be obtained by enzymatic or acidic hydrolysis of cellulose and cellulose-rich materials such as cotton, jute, or paper.[1] Cellobiose can be used as an indicator carbohydrate for Crohn's disease and malabsorption syndrome.[2]

Treatment of cellulose with acetic anhydride and sulfuric acid gives cellobiose octaacetate, of which there is no longer a hydrogen bond donor (though it is still a hydrogen bond acceptor) and possesses aspects of being soluble in nonpolar organic solvents.[3]

References

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