\text{Sucrose is a disaccharide composed of } \alpha\text{-D-glucose and } \beta\text{-D-fructose.}
\text{Optical Rotation}
\text{Naturally occurring glucose is dextrorotatory } (+).
\text{Naturally occurring fructose is levorotatory } (-).
\text{Final Isomers}
\text{Products: } \alpha\text{-D-(+)-glucose and } \beta\text{-D-(-)-fructose}
\text{Correct Option}
\text{Option (d) is correct.}
\text{Invert Sugar}
\text{The mixture is called invert sugar because the specific rotation changes from } +66.5^\circ \text{ to a net negative value.}
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The Sigma Insight: Carbohydrates
Solution Diagram
The Sweet Chemistry of Sucrose
Imagine stirring a spoonful of sugar into your morning tea. That common table sugar is scientifically known as sucrose, a fascinating disaccharide. But what happens when we break it down? The process of breaking down sucrose using water and an acid catalyst (or an enzyme like sucrase) is called hydrolysis.
When sucrose undergoes hydrolysis, it splits into its two fundamental building blocks—its constituent monosaccharides.
Sucrose+H2OH+Glucose+Fructose
Decoding the Monosaccharides
To answer this question correctly, we need to know the exact stereochemical identity of these monosaccharides. Sucrose is formed by a glycosidic linkage between the anomeric carbon of glucose and the anomeric carbon of fructose.
Specifically, the glucose unit is in the α form, and the fructose unit is in the β form. Furthermore, both of these naturally occurring sugars belong to the D-series of carbohydrates, meaning the hydroxyl group on their highest-numbered chiral center is on the right side in a Fischer projection.
The Tale of Optical Rotation
Now, let's talk about how these molecules interact with light. When plane-polarized light passes through a solution of these sugars, they rotate the plane of the light.
Naturally occurring D-glucose rotates the light to the right (clockwise). We call this property dextrorotatory, and it is denoted by a (+) sign.
On the other hand, naturally occurring D-fructose rotates the light to the left (anticlockwise). This makes it levorotatory, which is denoted by a (−) sign.
The Final Verdict
Combining all these intricate details, we can precisely name the products of sucrose hydrolysis:
1. α-D-(+)-glucose
2. β-D-(−)-fructose
If we look at the given options, examiners often try to trick students by swapping the (+) and (−) signs or the α and β designations. By staying sharp and remembering these facts, we can confidently conclude that Option (d) is the correct answer.
Bonus Concept
Invert Sugar
Here is a beautiful piece of trivia: Pure sucrose is dextrorotatory (specific rotation of +66.5∘). However, after hydrolysis, the resulting mixture becomes levorotatory. Why? Because the levorotation of fructose (−92.4∘) overpowers the dextrorotation of glucose (+52.5∘).
Since the sign of rotation inverts from positive to negative during the reaction, the hydrolysis of sucrose is often called the inversion of cane sugar, and the resulting equimolar mixture of glucose and fructose is famously known as invert sugar.