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Exercises · 10.2

Q.What are reducing sugars?

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Reducing sugars are carbohydrates that can act as reducing agents because they have a free aldehyde group or a free ketone group that can tautomerize to an aldehyde. The key test is their ability to reduce Cu²⁺ (in Benedict’s or Fehling’s solution) to Cu⁺, forming a brick-red precipitate of Cu₂O.

The Core Idea: Why “Reducing”?

The term “reducing sugar” comes from a simple chemical property: the sugar itself gets oxidized while it reduces another substance (usually a metal ion like Cu²⁺ or Ag⁺). For a sugar to do this, it must have a free or potentially free aldehyde group (−CHO-CHO) or an α\alpha-hydroxy ketone group that can isomerize into an aldehyde under basic conditions.

Think of it this way: the aldehyde group is like a chemical “handle” that can easily lose electrons (get oxidized to a carboxylic acid). If that handle is tied up — for example, in a glycosidic bond — the sugar can’t act as a reducing agent anymore.

Step-by-Step Breakdown

1. The Structural Requirement

A reducing sugar must contain either:

  • A free aldehyde group (−CHO-CHO), or
  • A free ketone group (>C=O>C=O) adjacent to a free −-OH group (an α\alpha-hydroxy ketone).

The aldehyde is directly oxidizable. The ketone isn’t — but under the alkaline conditions of common tests (like Benedict’s), it undergoes tautomerization to form an aldehyde. This is why fructose, a ketose, is still a reducing sugar.

Watch out

A common mistake is to think that all ketoses are reducing. They are, but only because of the base-catalyzed isomerization. In neutral or acidic conditions, a ketose does not reduce Cu²⁺ directly — the test requires a basic medium.

2. The Mechanism in Benedict’s Test

Take Benedict’s reagent (Cu²⁺ in alkaline citrate solution). When a reducing sugar is heated with it:

  1. The aldehyde group of the sugar is oxidized to a carboxylate ion (the sugar becomes an aldonic acid).
  2. Cu²⁺ is reduced to Cu⁺, which precipitates as brick-red Cu₂O.

The colour change — from blue (Cu²⁺) to green, yellow, orange, and finally brick-red — tells you how much reducing sugar is present.

The half-reactions (simplified):

R-CHO+H2O→R-COOH+2H++2e−\text{R-CHO} + \text{H}_2\text{O} \rightarrow \text{R-COOH} + 2\text{H}^+ + 2e^-

2Cu2++2e−→Cu2O↓+H2O2\text{Cu}^{2+} + 2e^- \rightarrow \text{Cu}_2\text{O} \downarrow + \text{H}_2\text{O}

3. Which Sugars Are Reducing? A Quick Table

SugarTypeFree aldehyde/ketone?Reducing?
GlucoseAldohexoseYes (free −CHO-CHO)Yes
FructoseKetohexoseNo free −CHO-CHO, but tautomerizesYes
MaltoseDisaccharide (Glc α\alpha1→\rightarrow4 Glc)One free anomeric carbonYes
LactoseDisaccharide (Gal β\beta1→\rightarrow4 Glc)One free anomeric carbonYes
SucroseDisaccharide (Glc α\alpha1→\rightarrow2 Fru)Both anomeric carbons bondedNo
StarchPolysaccharideAll anomeric carbons in glycosidic bondsNo
Tip

The quickest way to check if a disaccharide is reducing: look at the anomeric carbon of each monosaccharide unit. If both are involved in the glycosidic bond (like in sucrose, where C1 of glucose and C2 of fructose are linked), the sugar is non-reducing. If at least one anomeric carbon is free, it’s reducing.

4. The Special Case of Sucrose

Sucrose is the classic non-reducing disaccharide. Glucose and fructose are joined by their anomeric carbons (C1 of glucose and C2 of fructose). This locks both rings in the cyclic form — neither can open to give a free aldehyde or ketone. So sucrose does not reduce Cu²⁺ or Ag⁺.

But if you hydrolyse sucrose (with acid or the enzyme invertase), you get glucose and fructose — both reducing. That’s why honey (which contains invert sugar) gives a positive Benedict’s test.

5. Why Does This Matter in Exams?

Questions on reducing sugars test your understanding of:

  • Structure-function relationships: Can you identify a free anomeric carbon?
  • Reactivity under basic conditions: Why does fructose reduce Cu²⁺ even though it’s a ketone?
  • Hydrolysis products: Sucrose → glucose + fructose (both reducing). Lactose → glucose + galactose (both reducing). Maltose → two glucose (both reducing).
Important

All monosaccharides are reducing sugars. Not all disaccharides are — only those with at least one free anomeric carbon are reducing.

Final Answer

✓Final answer

Reducing sugars are carbohydrates with a free or potentially free aldehyde group that can reduce Cu²⁺ to Cu⁺ in alkaline solution; examples include glucose, fructose, maltose, and lactose, while sucrose is a common non-reducing sugar.

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