Medical Biochemistry: Carbohydrates Chemistry
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Questions and Answers

What is the characteristic of the anomeric carbon in aldoses?

  • It is the carbon derived from the carbonyl group. (correct)
  • It is the carbon furthest from the carbonyl group.
  • It is the least reactive carbon.
  • It is the first carbon in the chain.
  • Which of the following accurately describes the difference between alpha and beta anomers?

  • They are identical structures.
  • They differ only by one hydrogen atom.
  • They differ in the configuration of the hydroxyl group on the anomeric carbon. (correct)
  • They differ in the position of the carbonyl group.
  • What type of sugar acid is produced when the aldehyde group of glucose is oxidized to a carboxyl group?

  • Sugar alcohol
  • Aldonic acid (correct)
  • Uronic acid
  • Aldaric acid
  • In which of the following structural representations does glucose predominantly appear in solution?

    <p>D-Glucopyranose</p> Signup and view all the answers

    How many carbon atoms are in the furanose ring structure?

    <p>4</p> Signup and view all the answers

    What is the term used to describe the relationship between galactose and mannose?

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

    Which of the following correctly identifies a characteristic of the pyranose ring?

    <p>It is composed of six carbon atoms.</p> Signup and view all the answers

    Which monosaccharide is commonly found in a furanose form among ketohexoses?

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

    Which type of glycosidic bond is present in sucrose?

    <p>α-1,2 glycosidic bond</p> Signup and view all the answers

    What characteristic differentiates maltose and isomaltose?

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

    Which of the following sugars is classified as a non-reducing sugar?

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

    In the structure of starch, which component is primarily responsible for the branching?

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

    What type of glycosidic bond links the glucose units in cellulose?

    <p>β-1,4 glycosidic bond</p> Signup and view all the answers

    Which of the following is a feature of glycogen compared to starch?

    <p>Higher degree of branching</p> Signup and view all the answers

    Which of the following describes a defining feature of reducing sugars?

    <p>Presence of an aldehyde group</p> Signup and view all the answers

    What molecular structure is essential for the reactivity of monosaccharide derivatives?

    <p>Anomeric carbon</p> Signup and view all the answers

    Which of the following refers specifically to the type of isomerism where two compounds are nonsuperimposable mirror images of each other?

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

    What distinguishes anomeric carbons in a monosaccharide?

    <p>They are the carbon atom that forms the cyclic structure.</p> Signup and view all the answers

    Which of the following monosaccharides is an example of an aldohexose?

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

    What type of projection shows the three-dimensional arrangement of atoms in a monosaccharide?

    <p>Haworth Projection</p> Signup and view all the answers

    Which compound is recognized as a ketopentose?

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

    What reaction describes the conversion of a monosaccharide into a sugar acid?

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

    Which monosaccharide derivative is specifically synthesized in the mammary gland to produce lactose?

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

    Which of the following would be classified as an epimer?

    <p>D-galactose and D-glucose</p> Signup and view all the answers

    Study Notes

    Medical Biochemistry and Molecular Biology

    • Course taught by Dr. Mohamed Ahmed Abdelmoneim
    • Arish University, Faculty of Medicine

    Carbohydrates Chemistry

    • Carbohydrates are organic molecules, polyhydroxy aldehydes, or ketones, derivatives.
    • Serve several biochemical functions, major source of metabolic energy for plants and animals, making up 60% of our diet.
    • Used in the biosynthesis of ATP, cell membranes, cell receptors, RNA, DNA, vitamins (B2 and C).
    • Form structural elements like chitin in animals and cellulose in plants.
    • Form fibers that lower blood glucose and cholesterol levels, preventing constipation.
    • Dietary sources include fruits, vegetables, legumes, grains, milk, soft drinks, and corn.

    Classification of Carbohydrates

    • Monosaccharides: Single sugar unit (e.g., glucose, fructose, galactose).
    • Disaccharides: Two sugar units (e.g., maltose, sucrose, lactose).
    • Oligosaccharides: 3 to 10 sugar units.
    • Polysaccharides: More than 10 sugar units (e.g., starch, glycogen, cellulose, inulin).

    Monosaccharides

    • Single sugar unit, simplest carbohydrates.
    • Classified according to the presence of an aldehyde or ketone group:
      • Aldoses: Contain an aldehyde group (CHO).
      • Ketoses: Contain a ketone group (C=O), indicated with the suffix "ulose".
    • Classified according to the number of carbon atoms:
      • Triose (3 carbons), Tetrose (4 carbons), Pentose (5 carbons), Hexose (6 carbons), Heptose (7 carbons).
    • Important monosaccharides include ribose (RNA, ATP, GTP, NAD, FAD), deoxyribose (DNA), glucose (blood sugar), fructose (fruit sugar, semen), galactose (milk sugar), mannose.

    Biological Importance of Monosaccharides

    • Ribose is a component of RNA, ATP, GTP, NAD, and FAD.
    • Deoxyribose is part of DNA.
    • Glucose is a major blood sugar and important carbohydrate.
    • Fructose is a main sugar in semen.
    • Galactose is synthesized in the mammary gland to create lactose in milk.
    • Fructose and galactose are converted to glucose in the liver.
    • Mannose is a component of many glycoproteins.

    Asymmetric Carbon (Chiral)

    • Any carbon atom attached to four different atoms or groups.
    • Example is the middle carbon of glyceraldehyde.

    Isomerism

    • Ability of a substance to exist in more than one form (isomers).

    • Types of Isomers:

      • Structural isomers: Different order of atom attachment.
      • Stereoisomers: Different spatial arrangement.
        • Enantiomers: Non-superimposable mirror images (opposite configuration at each chiral carbon).
        • Diastereomers: Non-mirror image stereoisomers.
          • Epimers: Differ in configuration at only one chiral carbon.
          • Anomers: Differ in configuration at the anomeric carbon (the carbon that forms the ring).
    • Optical activity: Ability of a substance to rotate the plane of polarized light.

    D and L configurations

    • Related to the position of the hydroxyl group (-OH) on the asymmetric carbon.
    • D form: OH group is on the right side.
    • L form: OH group is on the left side.
    • Most monosaccharides in mammals are in the D configuration,

    Monosaccharide Derivatives

    • Aldoses oxidized to various acids (Aldonic, Uronic, Aldaric).
    • Importance of Glucuronic acid: Often linked to xenobiotics, bile and steroid hormones.
    • 2-Deoxy Sugars: Replacing an -OH group with a hydrogen atom (e.g., deoxyribose in DNA).
    • 3-Amino Sugars: Replacing an -OH group with an amino group (e.g., glucosamine in heparin/hyaluronic acid, galactosamine in chondroitin sulfate).

    Importance of Amino Sugars

    • Formation of glycoproteins, proteoglycans, and gangliosides.
    • Some antibiotics (e.g., erythromycin) contain amino sugars.

    Glycosidic Bond

    • Bond between a carbohydrate and another compound/molecule forming complex carbohydrates .
    • The linkage occurs between the OH of anomeric carbon and another compound.
    • Glycone: sugar unit
    • Aglycone: non carbohydrate

    Glycosides

    • Compounds formed by condensation between monosaccharides and other compounds.
    • Examples include disaccharides, sugar nucleotides, some antibiotics (e.g., streptomycin), and cardiac glycosides (e.g., digitalis).

    Disaccharides

    • Two monosaccharides linked by a glycosidic linkage.
    • Examples include maltose (2 α-glucose), isomaltose (2 α-glucose), lactose (β-glucose + β-galactose), and sucrose (α-glucose + β-fructose).

    Polysaccharides

    • Composed of more than 10 monosaccharide units linked by glycosidic bonds.
      • Homopolysaccharides: Composed of repeated units of one type of monosaccharide (e.g., starch, glycogen, cellulose, inulin).
      • Heteropolysaccharides: Composed of repeated units of different types of monosaccharides (eg. Pectins, Glycosaminoglycans).

    Glycoproteins and Proteoglycans

    • Glycoproteins: Primarily protein with some carbohydrates (10-15%).
    • Proteoglycans: Primarily carbohydrates with some proteins (50-60%).
    • Examples include collagens, mucins, transferrin, immunoglobulins, other extracellular matrix molecules, plasma proteins, blood group antigens, cell receptors, hormones, enzymes, and immunoglobulin.

    Complex Carbohydrates

    • Carbohydrates attached to non-carbohydrate molecules via glycosidic bonds.
    • Molecules included are Purines & pyrimidines (Nucleic acids), Proteins (in glycoproteins & proteoglycans), Lipids (Glycolipids), Aromatic rings (in steroids & bilirubin).

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    Carbohydrates Chemistry PDF

    Description

    This quiz tests your knowledge of carbohydrates in medical biochemistry and molecular biology. Topics include the chemistry, classification, and dietary sources of carbohydrates. Explore their biochemical functions and importance in metabolic energy and structural elements.

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