Bio-organic chemistry
Summary
The aim of the course is to provide a chemical understanding and intuition to decipher and predict chemical processes in living systems.
Content
The course will first introduce fundamentals of organic chemistry, including substance classes, nomenclature, stereochemistry, as well as the fundamental relationships between structure and reactivity. Knowledge of selected compound classes and their most important reaction types such as acid-base reactions, substitutions, additions, eliminations, redox chemistry will be covered using model reactions from classic organic chemistry. Moreover, the course includes projections on natural processes in biological systems, providing a toolbox to understand complex biological processes of life on a molecular level. The course continues with the fundamental principles that enable chemistry inside cells, such as molecular recognition patterns and enzymatic reactions. Throughout the semester, students will gain insights into analytical methods and explore computational tools to facilitate scientific research and discovery. Finally, we will use and combine the learned principles to shine light on key biochemical processes and applications.
Topics
- Structures of organic compounds: The chemical bond (covalent, ionic), dipole moment, atom- and molecular orbital theory, resonance
- Substance classes: Functional groups, nomenclature
- Isomerism: Conformation, Newman projection, ring conformations, molecular symmetry and chirality, stereochemistry
- Acid-base reactions, Hard-soft acid base concept
- Nucleophilic substitution at sp3 hybridized carbon centres: SN1/SN2 reactions
- Electrophilic addition to double bonds
- Eliminations: E1, E2, E1CB
- Redox chemistry: Oxidations / Reductions
- Protein synthesis: Ribosomal, SPPS
- Molecular recognition
- Enzymatic reaction mechanisms
Methodology (Analytical):
- IR
- NMR
- Mass spectrometry
- (column-)Chromatography
Methodology (Computational):
- PyMOL visualization
- ChemDraw visualization
- SMILES representation and RDKit
- Simple Molecular Simulations
Keywords
Classical structure theory; stereochemistry; chemical bonds and bonding; symmetry; nomenclature; organic thermochemistry; conformational analysis; basics of chemical reactions; classification of organic reactions; reactive intermediates: carbocations, carbanions, acids & bases; electrophilic aromatic substitution; electrophilic addition to double bonds; Hard-soft acid base concept; nucleophilic substitution at sp3 hybridized carbon centres (SN1/SN2 reactions); eliminations; oxidations; reductions; enzymatic reactions; molecular recognition.
Learning Prerequisites
Required courses
CH-160 Chimie générale avancée
Important concepts to start the course
Atomistics, Chemical bonding, Chemical quantities, Chemical reactions and stoichiometry, Thermodynamics, Chemical equilibria, Properties of solutions, Proton transfer, Electron transfer, Chemical kinetics
Learning Outcomes
By the end of the course, the student must be able to:
- Recognize of chemical structure, properties and nomenclature
- Describe the mechanistic principles of chemical reactions in living systems
- Predict reactivities of organic substances
- Interpret simple spectra for structure elucidation of organic molecules
Transversal skills
- Demonstrate the capacity for critical thinking
- Access and evaluate appropriate sources of information.
Teaching methods
- Lectures
- Exercises
- Computational tutorials
Expected student activities
- Attendance to classes
- Solving and discussing the exercises
Assessment methods
- Written exam, open book.
Supervision
| Office hours | Yes |
| Assistants | Yes |
| Forum | Yes |
Resources
Bibliography
- Soderberg, T. (2019). Organic chemistry with a biological emphasis volume I and II.
- Clayden, J., Greeves, N., & Warren, S. (2012). Organic chemistry.
Ressources en bibliothèque
- Soderberg, T. (2019). Organic chemistry with a biological emphasis volume 1
- Clayden, J., Greeves, N., & Warren, S. (2012). Organic chemistry
- Soderberg, T. (2019). Organic chemistry with a biological emphasis volume 2
Références suggérées par la bibliothèque
Moodle Link
Dans les plans d'études
- Semestre: Printemps
- Forme de l'examen: Ecrit (session d'été)
- Matière examinée: Bio-organic chemistry
- Cours: 3 Heure(s) hebdo x 14 semaines
- Exercices: 2 Heure(s) hebdo x 14 semaines
- Type: obligatoire