Carbohydrates Lecture Notes
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Questions and Answers

What is the difference between epimers of glucose?

  • Variations in molecular formula
  • Presence of a keto group in position 1
  • Presence of an amine group in position 2
  • Variations in configuration of the —OH and —H on carbon atoms 2, 3, and 4 (correct)
  • What is the structural difference between glucose and fructose?

  • Number of hydroxyl groups
  • Presence of an aldehyde group in position 1
  • Number of carbon atoms
  • Presence of a keto group in position 2 (correct)
  • What is characteristic of deoxy sugars?

  • Presence of an amine group
  • Presence of an oxygen atom
  • Replacement of a hydroxyl group by hydrogen (correct)
  • Presence of a keto group
  • What are amino sugars components of?

    <p>Glycoproteins, gangliosides, and glycosaminoglycans</p> Signup and view all the answers

    What is the result of condensation between a monosaccharide and a second compound?

    <p>Formation of a glycosidic bond</p> Signup and view all the answers

    What is the difference between an O-glycosidic bond and an N-glycosidic bond?

    <p>Second group involved in the bond</p> Signup and view all the answers

    Which of the following antibiotics contain amino sugars?

    <p>Erythromycin</p> Signup and view all the answers

    What is the role of amino sugars in antibiotics?

    <p>They are important for antibiotic activity</p> Signup and view all the answers

    What is an example of a deoxy sugar?

    <p>Deoxyribose</p> Signup and view all the answers

    What is the significance of epimers in biology?

    <p>They are important in sugar metabolism</p> Signup and view all the answers

    Study Notes

    Carbohydrates

    • Carbohydrates are widely distributed in plants and animals, fulfilling both structural and metabolic roles.
    • Plants synthesize glucose from CO2 and H2O through photosynthesis, storing it as starch or cellulose.
    • Animals synthesize some carbohydrates from fat and protein, but most carbohydrates come from plants.

    Definition and Importance

    • Carbohydrates are defined as polyhydroxy aldehydes or ketones, or substances that yield them upon hydrolysis.
    • They are the major source of energy in most animal tissues, including the brain and RBCs.
    • Glucose is the most important sugar in the blood and the universal fuel for fetuses.
    • Carbohydrates have highly specific functions, such as glycogen for storage, ribose in nucleic acids, galactose in lactose, and combination with protein in glycoproteins and proteoglycans.

    Classification

    • Carbohydrates are classified into four categories:
      • Monosaccharides (simple carbohydrates): cannot be hydrolyzed into simpler carbohydrates.
      • Disaccharides: yield two molecules of monosaccharide upon hydrolysis (e.g., maltose, sucrose, and lactose).
      • Oligosaccharides: yield three to ten monosaccharide units upon hydrolysis (e.g., maltotriose).
      • Polysaccharides: yield more than ten molecules of monosaccharides upon hydrolysis (e.g., starch and dextrins).

    Monosaccharides

    • Simple carbohydrates found naturally in foods, such as fruits, vegetables, milk, and milk products, and added during food processing and refining.
    • May be subdivided based on the number of carbon atoms (e.g., trioses, tetroses, pentoses, hexoses, heptoses, or octoses).
    • Classified as aldoses or ketoses depending on the presence of an aldehyde or ketone group.
    • Glucose is the most important monosaccharide, with three ways to represent its structure: straight chain, Haworth projection (cyclic structure), and chair form.

    Isomerism

    • Stereoisomers: compounds with the same structural formula but differing in spatial configuration.
    • Asymmetric carbon atoms allow the formation of isomers, with the number of possible isomers depending on the number of asymmetric carbon atoms.
    • Glucose, with 4 asymmetric carbon atoms, has 16 isomers.
    • Optical activity: the presence of asymmetric carbon atoms confers optical activity, causing rotation of plane-polarized light.
    • Types of isomerism:
      • D and L isomerism: depends on the orientation of —H and —OH groups around the carbon atom adjacent to the terminal primary alcohol carbon.
      • Pyranose and furanose ring structures: similar to the ring structures of pyran or furan.
      • Alpha and beta anomers: isomerism about position 1 (the anomeric carbon atom).
      • Epimers: isomers differing in configuration of —OH and —H on carbon atoms 2, 3, and 4 of glucose.
      • Aldose-ketose isomerism: differs in the structural formula due to the presence of an aldehyde or ketone group.

    Deoxy Sugars and Amino Sugars

    • Deoxy sugars: lack an oxygen atom, replacing it with hydrogen (e.g., deoxyribose in DNA).
    • Amino sugars: contain amino groups, found in glycoproteins, gangliosides, and glycosaminoglycans (e.g., D-glucosamine, D-galactosamine, and D-mannosamine).

    Glycosides

    • Formed by condensation between the hydroxyl group of the anomeric carbon of a monosaccharide and a second compound.
    • O-glycosidic bond: formed with a hydroxyl group.
    • N-glycosidic bond: formed with an amine group (e.g., between adenine and ribose in nucleotides like ATP).

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    Description

    This quiz covers the basics of carbohydrates, including their definition, biomedical importance, classes, monosaccharide structure, stereoisomers, and types of isomerism.

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