Question

Draw a possible reaction mechanism for the acid catalyzed hydrolysis of the glycosidic bonds of an oligosaccaride to give the component monosaccarides.

Answer 1

The acid-catalyzed hydrolysis of glycosidic bonds involves protonation of the glycosidic oxygen by an acid, followed by nucleophilic attack of water to cleave the bond and form monosaccharides.

Step-by-step explanation:

One possible reaction mechanism for the acid-catalyzed hydrolysis of glycosidic bonds involves protonation of the glycosidic oxygen by an acid, followed by nucleophilic attack of water. The protonation of the glycosidic oxygen makes it more susceptible to nucleophilic attack by a water molecule. The nucleophilic attack of water on the glycosidic carbon atom results in the cleavage of the glycosidic bond. This process is repeated for each glycosidic bond in the oligosaccharide, leading to the formation of monosaccharides.

Answer 2

The reaction mechanism for the acid catalyzed hydrolysis of the glycosidic bonds of an oligosaccaride to give the component monosaccarides is shown in the image attached.

The breaking of the glycosidic linkage by the addition of water in the presence of an acid catalyst is known as the acid-catalyzed hydrolysis of glycosidic bonds in an oligosaccharide. Carbohydrates known as oligosaccharides are made up of many monosaccharide units joined by glycosidic linkages.

The hydrolysis step is aided by acid catalysis, which breaks the glycosidic bonds and releases the individual monosaccharide components. Water can attack the glycosidic bond nucleophilically because the acid produces protons that protonate it. Single sugar units are released as a consequence of the process, which forms monosaccharides from the oligosaccharide framework.