Biochemistry Course Notes

NATIONAL UNIVERSITY OF SCIENCE AND TECHNOLOGY

Faculty of Medicine

Department of Pharmacology and Biochemistry
Course: Biochemistry

ASSESSMENT COMPONENTS

  • Assessment Types:
    • Quizzes
    • Tests
    • Group Presentations
    • Non-Group Presentations
    • Practicals
    • Assignments
    • Final Exam (Paper 1 and Paper 2)
  • MCQ Paper: There is negative marking associated with multiple-choice questions.

REFERENCE TEXTBOOKS AND LITERATURE SOURCES

  1. Textbook of Biochemistry with Clinical Correlations (7th Edition, 2010) by T. Devlin, Wiley and Sons.
  2. Functional Biochemistry in Health and Disease by Newsholme, E.A & Leech, T. R. (2010) Wiley and Blackwell, Chichester, UK.
  3. Biochemistry for the Medical Sciences by Newsholme, E.A. & Leech, A.R. (1983) John Wiley & Sons, Chichester.
  4. Principles of Biochemistry, International Student Version (4th Edition, 2012) by Voet, D., Voet, J.G. & Pratt, C.W. John Wiley & Sons, Inc., New York.
  5. Molecular Biology of the Cell (4th Edition, 2002) by Alberts, B., Johnson, Lewis, J., Raff, M., Roberts, K. & Walter, P. Garland Science, New York.
  6. Harper's Illustrated Biochemistry (31st Edition, 2018) by V.W. Rodwell, D. Bender, K.M. Botham, P.J. Kennelly, P.A. Weil. Publisher: McGraw-Hill Education / Medical.
  7. The Science of Genetics (6th Edition, 1989) by Burns, G.W. and Bottino, P.J., Macmillan Publishing, New York and London.
  • Note: Always utilize the latest published editions, with up-to-date information found in journal articles, e-books, and academic websites like PubMed.

BIOMOLECULES

  • Definition: Large molecules called biomolecules exist in the body, which are vital for biochemical processes.
  • Classes of Biomolecules:
    • Carbohydrates
    • Proteins
    • Lipids
    • Nucleic Acids

BIOMEDICAL IMPORTANCE OF CARBOHYDRATES

  • Distribution and Roles:
    • Carbohydrates are found extensively in both plants and animals and play critical structural and metabolic roles.
    • Glucose: The most significant carbohydrate, serving as the primary metabolic fuel for mammals (excluding ruminants) and a universal fuel for fetuses.
  • Associated Diseases:
    • Diabetes Mellitus
    • Galactosemia
    • Glycogen Storage Diseases
    • Lactose Intolerance

WHAT ARE CARBOHYDRATES?

  • Definition: Carbohydrates are hydrates of carbon, consisting of molecules that typically contain several carbon atoms, each bonded to hydrogen and a hydroxyl group.

NAMING OF CARBOHYDRATES

  • Common names of carbohydrates end in “-ose”, e.g. Glucose, Sucrose (commonly referred to simply as sugar).

MONOSACCHARIDES

Definition and General Formula

  • Monosaccharides:
    • Monomeric units that polymerize to form polysaccharides.
    • General formula is C<em>n(H</em>2O)nC<em>n(H</em>2O)_n.
  • Classification by Carbon Count:
    • Triose: 3 Carbons
    • Tetrose: 4 Carbons
    • Pentose: 5 Carbons
    • Hexose: 6 Carbons

MONOSACCHARIDES DETAILS

Functional Groups
  • Carbohydrates possess either an aldehyde or ketone functional group, distinguishing them as aldoses or ketoses.
  • Example Classification:
    • Aldohexose (6 carbons with an aldehyde)
    • Ketopentose (5 carbons with a ketone)

CHIRAL CENTRES

  • Carbons that bear both hydrogen and hydroxyl groups are considered chiral centres.
  • All carbohydrates will feature at least one chiral centre in their structure.

FISCHER PROJECTIONS

  • Definition: A method for visualizing linear monosaccharides.
  • Characteristics:
    • Each vertex represents a stereogenic carbon.
    • Horizontal lines imply wedge bonds (projecting forwards), while vertical lines imply dash bonds (projecting backwards).
  • Importance: Fischer projections help understand stereochemistry without depicting bond angles, where the molecule remains tetrahedral.

VIEWING CONVENTIONS

  • When representing linear monosaccharides:
    • The aldehyde or ketone group is located at the top.
    • The stereochemistry is determined by examining the chiral centre that is furthest from the carbonyl group:
    • D-sugar: Hydroxyl on the right.
    • L-sugar: Hydroxyl on the left.
  • Nature predominantly utilizes D sugars.

CHIRAL CENTRES AND STEREOISOMERISM

  • A molecule with n chiral centres has 2n2^n possible stereoisomers.
  • Example: There are 2 aldotrioses due to 1 chiral centre and 16 aldohexoses due to 4 chiral centres.

CONFIGURATION AND OPTICAL ACTIVITY

  • Diastereomers: Stereoisomers differing in configuration at one chiral centre are termed epimers.
  • The presence of asymmetric carbon impart optical activity, rotating plane-polarized light either to the right (dextrorotatory, +) or to the left (levorotatory, -).

MONOSACCHARIDE CYCLISATION

  • Monosaccharides exist in equilibrium between linear and cyclic forms, with cyclic forms (due to intramolecular hemiacetal formation) being more stable.
  • Mechanism: An alcohol attacks an aldehyde or ketone, generating a stable cyclic structure.

ANOMERS

  • Definition: Anomers are different forms of a cyclic monosaccharide that differ at the anomeric carbon due to the direction of the hydroxyl group’s attack on the carbonyl.
    • Alpha Anomer: Hydroxyl group is down.
    • Beta Anomer: Hydroxyl group is up.

HAWORTH PROJECTIONS

  • Usage: Haworth projections visualize cyclic monosaccharides by looking at the ring's edge, allowing depiction of group orientations.
  • Anomeric carbon is conventionally placed on the right side of the ring.
    • Pyranose: Six-membered cyclic sugar.
    • Furanose: Five-membered cyclic sugar.
    • Characteristics of cyclic monosaccharides include reversible equilibrium between alpha and beta forms due to hemiacetal formation.

POLYSACCHARIDES AND SUGAR POLYMERIZATION

Glycosidic Bonds

  • Glycosidic bonds form when a hydroxyl group from one monosaccharide reacts with acetal, leading to disaccharide formation when another monosaccharide is involved.
  • Disaccharides Examples:
    • Lactose: (β-D-galactose + α-D-glucose)
    • Sucrose: (α-D-glucose + β-D-fructose)

REDUCING SUGARS VS NON-REDUCING SUGARS

  • Reducing sugars have a hemiacetal form enabling them to act as reducing agents through a ring-opened configuration. They react with specific metal salts (e.g., Cu²+, Ag⁺). Examples include glucose, fructose, lactose.
  • Non-reducing sugars do not undergo such reactions. Sucrose is classified as a non-reducing sugar due to the lack of free reducing groups.

OLIGOSACCHARIDES

  • Definition: Oligosaccharides consist of 3-10 monosaccharide units and typically do not exist freely in humans, mainly found as glycoproteins and glycolipids.
  • Examples in Plants:
    • Raffinose (in beans, cabbage)
    • Stachyose (in vegetables)
    • Verbascose (in legumes)
  • Oligosaccharides can cause flatulence when fermented in the intestinal tract.