| Course title | Biotransformations in the Laboratory and in the Industry |
|---|---|
| Course code | OCH/BIOT |
| Organizational form of instruction | Lecture |
| Level of course | Master |
| Year of study | 1 |
| Semester | Summer |
| Number of ECTS credits | 3 |
| Language of instruction | Czech |
| Status of course | Compulsory-optional |
| Form of instruction | Face-to-face |
| Work placements | This is not an internship |
| Recommended optional programme components | None |
| Lecturer(s) |
|---|
|
| Course content |
|
Lecture 1 History of biotransformation, basic concepts, enzymes, biocatalysts, mechanistic aspects, biocatalysis and industry. Enzyme production. Lecture 2 When and why to choose enzymatic transformation? Advantages and disadvantages of biotransformations, stereochemistry, CIP rules, catalysis and symmetry (repetition). Lecture 3 Enzyme kinetics (repetition). Kinetic resolution as a concept. Kinetic resolution and biocatalysis. Desymmetrization, deracemization, meso-compounds. Lecture 4 Hydrolytic reactions. Amide hydrolysis, proteases. Industrial processes of the enantiopure aminoacids synthesis. Lecture 5 Ester hydrolysis. Esterases, proteases, lipases. Special cases of kinetic resolution. Dynamic kinetic resolution. Lecture 6 Hydrolysis of phosphates, epoxides, nitriles. Lecture 7 Redox reactions. Cofactor recyclation. Aldehyde and ketone reduction, double bond reduction. Lecture 8 Oxidation of aldehydes and ketones, oxygenations. Lecture 9 Oxygenations (continued), peroxidations. Lecture 10 C-C bond creation, aldol reaction, acyloin reaction, Michael addition. Tyrosinases. Lecture 11 Addition and elimination reactions, glycosylations. Halogenations and dehalogenations. Lecture 12 Special techniques, enzymes and organic solvents, immobilization, modification.
|
| Learning activities and teaching methods |
| Lecture |
| Learning outcomes |
|
The lecture should give students basic insight into the utilization of the enzymatic reactions in organic chemistry and in the industrial processes. Students should be able to recognize synthetic steps suitable for enzymatic reaction and should individually be able to suggest steps of simple enzymatic synthesis mainly for the kinetic resolution of enantiomers.
Ability to design enzymatic synthesis and propose specific enzyme and technique to achieve required target molecule. |
| Prerequisites |
|
unspecified
|
| Assessment methods and criteria |
|
Oral exam, Written exam
Knowledge of basic organic chemistry and biochemistry is required. Students should know CIP rules and stereochemistry. Credits are given for test with 60% of the right answers. Examination is oral. |
| Recommended literature |
|
| Study plans that include the course |
| Faculty | Study plan (Version) | Category of Branch/Specialization | Recommended semester | |
|---|---|---|---|---|
| Faculty: Faculty of Science | Study plan (Version): Bioorganic Chemistry and Chemical Biology (2020) | Category: Chemistry courses | 1 | Recommended year of study:1, Recommended semester: Summer |
| Faculty: Faculty of Science | Study plan (Version): Organic Chemistry (2021) | Category: Chemistry courses | 1 | Recommended year of study:1, Recommended semester: Summer |