What is reducing vs non reducing sugars?

Reducing vs. Non-Reducing Sugars

Sugars are broadly classified as either reducing sugars or non-reducing sugars, based on their ability to act as reducing agents. This property depends on the presence or absence of a free aldehyde or ketone group in the sugar's structure.

Reducing Sugars

  • Definition: A reducing sugar <a href="https://www.wikiwhat.page/kavramlar/reducing%20sugar">reducing sugar</a> is any sugar that is capable of acting as a reducing agent because it has a free aldehyde group (-CHO) or a free ketone group (C=O). This allows it to donate electrons to another molecule, reducing it.

  • Key Feature: The presence of a free carbonyl group (aldehyde or ketone) that can open into an acyclic form with a free aldehyde or ketone group is essential.

  • Examples: All monosaccharides (like glucose, fructose, galactose) are reducing sugars. Many disaccharides, such as maltose and lactose, are also reducing sugars because one of their monosaccharide components has a free reducing end.

  • Reaction: Reducing sugars can reduce other compounds. For example, they can reduce cupric ions (Cu2+) to cuprous ions (Cu+), often detected by tests like Benedict's test or Fehling's test. A positive result (color change or precipitate formation) indicates the presence of a reducing sugar.

  • Mechanism: The reducing power arises from the sugar's ability to be oxidized at its anomeric carbon. This involves the opening of the cyclic hemiacetal or hemiketal to form an aldehyde or ketone, which then reacts with the oxidizing agent.

Non-Reducing Sugars

  • Definition: A non-reducing sugar <a href="https://www.wikiwhat.page/kavramlar/non-reducing%20sugar">non-reducing sugar</a> is a sugar that cannot act as a reducing agent.

  • Key Feature: The carbonyl groups of the monosaccharides that make up the disaccharide (or polysaccharide) are involved in the glycosidic bond, and thus are unable to open into a free aldehyde or ketone.

  • Examples: Sucrose (table sugar) is the most common example of a non-reducing disaccharide. In sucrose, both the glucose and fructose units are linked through their anomeric carbons, so neither has a free aldehyde or ketone group available for reduction.

  • Reaction: Non-reducing sugars do not react with reagents like Benedict's solution or Fehling's solution unless they are first hydrolyzed into their component monosaccharides.

  • Mechanism: Since the anomeric carbons are involved in bond formation, they cannot undergo oxidation and thus lack reducing power.

Summary

FeatureReducing SugarNon-Reducing Sugar
Free GroupHas a free aldehyde or ketone groupNo free aldehyde or ketone group
Reducing AbilityCan reduce other compoundsCannot reduce other compounds
ExampleGlucose, Fructose, Maltose, LactoseSucrose
Reaction with Benedict's/Fehling'sGives a positive reaction (color change, precipitate)Gives a negative reaction (unless first hydrolyzed)