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Lecturer(s)
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Pauk Volodymyr, Mgr. Ph.D.
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Petr Jan, doc. RNDr. Ph.D.
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Course content
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Isomerie, physical and chemical properties of isomers. Stereochemistry and terminology isomers. Introduction to methods of separation of the isomers used in industrial and laboratory scale.Separation of isomers in a laboratory scale. Separation of optical isomers. Direct and indirect methods of separation of enantiomers. Selection of suitable separation techniques for separating enantiomers.Introduction to Chemical and physical properties of chiral selectors. Selection of a suitable chiral selector. Immobilization of chiral selectors on a suitable carrier. The design and synthesis of new chiral selectors.Separation of the enantiomers using HPLC. Direct and derivatization methods. The calculation of optical purity. Selection of a suitable chiral selector. Detectors that use polarized electromagnetic radiation. The issue of identification of separated enantiomers in HPLC.Capillary electromigration techniques in the separation of enantiomers. Direct and indirect electromigration methods for the separation of enantiomers. Comparison of HPLC and CE separation of enantiomers. Technique partial fulfillment of the capillary electrolyte with the gear selector.Gas chromatography and supercritical fluid chromatography in the separation of enantiomers. Derivatization. Spectral identification techniques isomers - NMR, IR, Raman spectroscopy, x-ray spectroscopy, circular dichroism and optical rotation dispersion. Study of energy barriers interconversion of isomers.Separation of positional and geometric isomers. Techniques for the selective extraction of isomers. Molecular imprinted technique.Enantioselective biosensors.Cooksova kinetic method of separation of isomers. Options for separation and identification of the isomers with MS mass spectrometry.Industrial separation of isomers. Examples of pharmaceutical and other manufacturing using separation of isomers.
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Learning activities and teaching methods
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Lecture, Monologic Lecture(Interpretation, Training), Dialogic Lecture (Discussion, Dialog, Brainstorming)
- Attendace
- 26 hours per semester
- Preparation for the Exam
- 24 hours per semester
- Preparation for the Course Credit
- 10 hours per semester
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Learning outcomes
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The goal of the lecture is to introduce with modern analytical, semipreparative and preparative techniques of isomers separations and identification techniques suitable for enantiomers.
Student is able to describe the basic principles of separation of isomers (positional, geometrical, optical, etc.), design an appropriate procedure in analytical, preparative and semipreparative arrangement. Student is able to describe Identifying methods and procedures used to identify and distinguish isomers.
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Prerequisites
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The knowledge of basics of analytical chemistry and instrumental methods of analytical chemistry is recommended.
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Assessment methods and criteria
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Mark, Oral exam
The scope and selection of topics is determined by identifying the target group of participants - students first and second year master's degree chemical study in the Faculty of Science. To obtain the credit necessary to succeed in the written test. The student must be able to present basic facts and mentioned thematic areas (eg separation of optical and geometric isomers, choose the appropriate technique for the identification of isomers; interpretation of spectral data used to study the spatial arrangement of isomers) to pass the exam
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Recommended literature
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A. Berthod. (2010). Chiral recognition in separation methods: Mechanisms and Applications.
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A. Van Eeckhaut. Chiral Separations by Capillary Electrophoresis, CRC Press (2009).
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B. Chankvetadze. Capillary Electrophoresis in Chiral Analysis (1997).
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E. W. Ciurczak. (1998). Molecular Spectroscopy Workbench: Advances, Applications, and Practical Advice on Modern Spectroscopic Analysis.
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G. Subramanian. (2006). Chiral separation technique.
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I. W. Wainer. Drug Stereochemistry, Marcel Dekker (1993).
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K. Jinno. Chromatographic Separations Based on Molecular Recognition, Wiley-VCH (1997).
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M.S. Lee. (2012). Mass spectrometry Handbook.
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R.W. Souter. Chromatographic Separations of Stereoisomers, CRC Press (1985).
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S. Ahuja. (2010). Chiral Separation Methods for Pharmaceutical and Biotechnological Products.
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5. Hassan Y. Aboul-Enein, Hassan Y. Aboul-Enein. Chiral Separations by Liquid Chromatography: Theory and Applications, CRC Press (2003).
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