Animated Solution for Chemistry - Organic Chemistry: Compound A gives D-galactose and D-glucose on hydrolysis. The compound A is
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Visualized Solution
Concept of Hydrolysis
Hydrolysis breaks glycosidic linkages using H2O and an acid catalyst.
Hydrolysis of Amylose
Amylose+H2OH+n D-glucose
Hydrolysis of Sucrose
Sucrose+H2OH+D-glucose+D-fructose
Hydrolysis of Maltose
Maltose+H2OH+D-glucose+D-glucose
Hydrolysis of Lactose
Lactose+H2OH+D-galactose+D-glucose
Final Conclusion
Compound A is Lactose.
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The Sigma Insight: Biomolecules
Solution Diagram
Analyzing the Setup
Imagine you are a molecular detective, and your job is to identify a mystery compound, let's call it Compound A. The only clue you have is that when you break it down using water—a process known as hydrolysis—it splits into two specific building blocks: D-galactose and D-glucose.
Hydrolysis is essentially the chemical equivalent of taking a pair of scissors to the bonds that hold complex sugars together. These bonds are called glycosidic linkages. By adding water and a little bit of acid as a catalyst, we can snap these linkages and reveal the fundamental monosaccharides that make up the larger molecule.
Investigating the Suspects
Let's interrogate our four suspects one by one to see which one matches our clue.
First up is amylose. Amylose is a long, linear polymer, like a long chain of identical beads. Every single bead in this chain is a D-glucose molecule. So, if we hydrolyze amylose, we will only get a massive pile of D-glucose. Since there is no D-galactose to be found here, amylose is innocent.
Amylose+H2OH+n D-glucose
Next, we have sucrose, which is the common table sugar you might put in your tea. Sucrose is a disaccharide, meaning it's made of exactly two beads. These beads are D-glucose and D-fructose. When we hydrolyze sucrose, we get one of each. Still no D-galactose! So, sucrose is also off the hook.
Sucrose+H2OH+D-glucose+D-fructose
Our third suspect is maltose. Maltose is another disaccharide, often found in germinating grains. It is formed by linking two D-glucose units together. Naturally, breaking it apart will just give us two molecules of D-glucose. Again, this doesn't match our clue.
Maltose+H2OH+D-glucose+D-glucose
The Final Reveal
Finally, we arrive at lactose. Lactose is the primary sugar found in milk. It is a disaccharide composed of one molecule of β-D-galactose and one molecule of β-D-glucose, connected by a β-1,4-glycosidic linkage.
When we subject lactose to hydrolysis, the water molecule perfectly cleaves that specific linkage, releasing exactly what we've been looking for:
Lactose+H2OH+D-galactose+D-glucose
Compound A is undeniably lactose! This is a classic example of why knowing the monosaccharide composition of common disaccharides is so crucial in biochemistry.