Carbohydrates: Oses and Osides

Study sheet excerpt

Course Outline

  1. Chemical Reduction of Oses
  2. Esterification and Amino Substitution
  3. Glycation and Maillard Reaction
  4. Glycosidic Bonds and Nomenclature
  5. Oside Analysis Methods
  6. Major Disaccharides
  7. Reserve and Structural Polysaccharides
  8. Heterosides and Glycosylation

1. Chemical Reduction of Oses

★ Must-know

📌 In alkaline solution, the free pseudoaldehydic or pseudoketonic functions of oses reduce copper salts in Fehling’s solution, converting blue Cu2+ into brick-red Cu2O.

  • Reduction of an ose carbonyl group converts its aldehyde or ketone function into an alcohol and produces a polyol.

Further detail

  • Fehling’s solution is used to assay reducing sugars.

Memory Hook

Carbonyl reduction → polyol formation

2. Esterification and Amino Substitution

Key Concepts & Definitions

  • Osamine : formed when the hydroxyl group at C2 of an ose is replaced by an NH2 group, as in glucosamine

📌 The hydroxyl functions of oses react with acids to form ester or phosphoester functions.

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Quiz preview

1. What occurs when the free pseudoaldehydic or pseudoketonic function of an ose reacts with Fehling’s solution in alkaline conditions?

2. What product results when an ose carbonyl group undergoes chemical reduction?

3. Which ose functional group participates directly in esterification with an acid?

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Flashcards preview

What happens to Cu2+ in Fehling's solution with oses in alkaline solution?

Cu2+ is reduced to brick-red Cu2O.

What does reduction of an ose carbonyl group produce?

It produces a polyol by converting the aldehyde or ketone into an alcohol.

What do hydroxyl functions of oses react with to form esters?

Acids

Which enzymes phosphorylate D-glucose in the first glycolysis step?

Hexokinase or glucokinase

What is an osamine?

An ose with the C2 hydroxyl replaced by an NH2 group

What is glycation in biochemical terms?

The association of a reducing sugar with a primary amine forming an imine via Maillard reaction.

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