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DISACCHARIDES

Carbohydrates which upon hydrolysis give two molecules of the same or different monosaccharides are called disaccharides. Their general formula is C12H22O11. The three most important disaccharides are sucrose, maltose, and lactose. Each one of these on hydrolysis with either an acid or an enzyme gives two molecules of the same  or different monosaccharides as shown below:

2446_disaccharide.JPG

Disaccharides may also be considered to be formed by a condensation reaction between two molecules of the same or different monosaccharides with the eliminatioin of a molecule of water. This reaction involves the formation of an acetal from a hemiacetal and an alcohol – in which one of the monosaccharides acts as the hemiacetal while the other acts as the alcohol.
Sucrose 
It is formed by condensation of one molecule of glucose and one molecule of fructose. Unlike maltose and lactose, it is non-reducing sugar since both glucose (C1 - α) and fructose (C2 -β) are connected to each other through their reducing centres. Its structure is shown below:
Hydrolysis: (Invert Sugar or Invertose). Hydrolysis of sucrose with hot dilute acid yields 
D-glucose and D-fructose.

 2418_disaccharide.JPG

Sucrose is dextrorotatory, its specific rotation being +66.5%, D-glucose is also dextrorotatory, [α]D = +53°, but D-fructose has a large negative rotation, [α]D = -92°. Since D-fructose has a greater specific rotation than D-glucose, the resulting  mixture  is  laevorotatory.   Because   of this the hydrolysis of sucrose is known as the inversion of sucrose, and the equimolecular mixture of glucose and fructose is known is invert sugar or invertose.

 1159_sucrose.JPG

Solved example. The correct haworth projection of sucrose is

 2175_carbo.JPG

Solution:        (B)     Sucrose is composed of α -D- glucose & β - D – fructose.

 2090_carbohydrates.JPG

Solved example.     When sucrose is heated with conc. HNO3 the product is 
            (A)    sucrosenitrate     (B)    oxalic acid 
            (C)    formic acid     (D)    citric acid 
Solution:        (A)

 

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