Bioorganic Structural Analysis
15 credits cr.
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The course focuses on the elucidation of structure of organic compounds in general and bioorganic compounds in particular. Solution state NMR spectroscopy is the main method used to this end, complemented by mass spectrometry and molecular modeling to characterize the structure of organic compounds.
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This course in organic chemistry illustrates and provides the tools necessary for deducing the three-dimensional structure of organic compounds in solution.
Through a combination of NMR spectroscopy and molecular modeling, the structural properties of organic compounds including carbohydrates, peptides and nucleotides, are investigated.
In addition, other bioorganic compounds like steroids, terpenes and pharmaceutically active compounds are studied. The theoretical part of the course is focused on providing the student with the proper knowledge necessary for planning, execute and evaluate spectroscopic experiments.
The main spectroscopic method used in the course is nuclear magnetic resonance spectroscopy (NMR).
In the laboratory exercises the students learn how to perform and evaluate advanced NMR methods such as various 2D-correlation spectroscopy experiments. In addition, computer-based calculations like molecular modeling and molecular dynamic simulations are used for conformational analysis of organic compounds.
The course covers the following aspects:
- One-dimensional 1H and 13C NMR spectroscopy experiments
- 2D 1H and 13C NMR spectroscopy experiments
- Spectral interpretation
- Practical aspects of performing the NMR experiments at the spectrometer
- Mass spectrometry and molecular modeling to complement and interpret results from experimental NMR data
Theory 7.5 ETCS
Lab course, 7.5 ECTS
The course runs daytime at a 50% pace, during the entire spring semester.
- Lectures and seminars will take place in the morning (9 am – noon)
- Compulsory laboratory tasks, chromatography analysis, acquiring NMR and MS data will usually take place in the afternoon (1 pm – 6 pm) and sometimes as a full day of activities (9 am – 6 pm).
- Solving NMR spectral exercises
- Finalizing reports of experiments performed in the laboratory
Expected learning goals
During the course you will acquire skills in the following:
- Analysis of NMR spectra
- Interpretation of spectral data in relation to three-dimensional structure of organic molecules
- Performing NMR experiments at the spectrometer
- Performing mass spectrometry (MS) experiments and analysis of data
- Determining the absolute configuration of bioorganic compounds
- Written exam
- Lab reports
ScheduleThe schedule will be available no later than one month before the start of the course. We do not recommend print-outs as changes can occur. At the start of the course, your department will advise where you can find your schedule during the course.
Course literatureNote that the course literature can be changed up to two months before the start of the course.
High-Resolution NMR Techniques in Organic Chemistry, 3rd Edition, Paperback
eBook ISBN: 9780080999937.