DISACCHARIDES
- When the alcohol component of a glycoside is provided by a hydroxyl function on another monosaccharide, the compound is called a Dissacharide.
- Ex. Cellulose : 4-O-β-D-Glucopyranosyl-D-Glucose(the beta-anomer is drawn)
- Maltose : 4-O- α-D-Glucopyranosyl-D-Glucose (the beta-anomer is drawn)
- Gentiobiose : 6-O-β-D-Glucopyranosyl-D-Glucose (the alpha-anomer is drawn)
- Trehalose : α-D-Glucopyranosyl-α-D-Glucopyranoside
- Although all the disaccharides shown here are made up of two glucopyranose rings, their properties differ in interesting ways.
- Maltose, sometimes called malt sugar, comes from the hydrolysis of starch. It is about one third as sweet as cane sugar(Sucrose),is easily digested by humans, and is fermented by yeast.
- Cellobiose is obtained by the hydrolysis of cellulose.
- It has virtually no taste, is indigestible by humans, and is not fermented by yeast.
- Some bacteria have beta-glucosidase enzymes that hydrolyse the glycosidic bonds in cellobiose and cellulose.
- The presence of such bacteria in the digestive tracts of cows and termites permits these animals to use cellulose as a Food.
- Finally, it may be noted that trehalose has a distinctly sweet taste, but gentiobiose is bitter.
- Disaccharides made up of other sugars are known, but glucose is often one of the components.
- Two important examples of such mixed disaccharides will be displayed above by clicking on the diagram.
- Lactose, also known as milk sugar, is a galactose-glucose compound joined as a beta-glycoside.
- It is a reducing sugar because of the hemiacetal function remaining in the glucose moiety. Many adults, particularly those from regions where milk is not a dietary staple, have a metabolic intolerance for lactose.
- Infacts have a digestive enzyme which cleaves the beta-glycoside bond in lactose, but production of this enzyme stops with weaning.
- Cheese is less subject to the lactose intolerance problem, since most of the lactose is removed with the whey.
- Sucrose, or cane sugar, is our most commonly used sweetening agent. It is a non-reducing disaccharide composed of glucose and fructose joined at the anomeric carbon of each by glycoside bonds(one alpha and one beta).
- In the formula shown here the fructose ring has been rotated 180° from its conventional perspective.
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