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Biochemistry Carbohydrate Chemistry

Chemical Properties of Monosaccharides

Topic overview

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The lesson surveys the chemical behavior of monosaccharides, beginning with reducing activity and mutarotation, then examining structural and stereochemical isomerism. It outlines oxidation at different carbon positions, reduction to sugar alcohols, and dehydration under strong acidic conditions. Further topics include esterification, glycosidic bond formation, osazone formation, and alkaline interconversion of aldoses and ketoses or epimers. The scope also includes microbial fermentation, periodic acid cleavage, cyanohydrin-based chain lengthening, and the Maillard reaction. Together, these reactions show how monosaccharide functional groups and stereochemistry inform sugar identification, structural analysis, and broader biochemical processes.

Learning objectives

What you'll learn

  • Explain how a free hemiacetal group gives monosaccharides reducing properties.
  • Describe mutarotation and distinguish anomers, epimers, and other forms of isomerism.
  • Relate oxidation and reduction reactions to the products formed from monosaccharides.
  • Identify reactions involving dehydration, esterification, glycoside formation, and osazone formation.
  • Summarize selected rearrangement, cleavage, chain-lengthening, fermentation, and Maillard reactions.
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