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Lecturer(s)
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Krajčovičová Soňa, Mgr. Ph.D.
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Course content
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The choice of resin, protecting groups and coupling reagents will be discussed with regard to minimising racemisation and side reactions. Particular attention will be paid to modern trends, including various macrocyclisation strategies for stabilising secondary structures, post-synthetic modification of side chains, and native chemical ligation methods for the synthesis of oligopeptides. Practical aspects of peptide synthesis will also be discussed. The course reflects the current needs of both the pharmaceutical industry and basic research in the field of peptides, and integrates an industrial perspective, thereby preparing students for careers in both academia and the commercial sector. Block I: Architecture and mechanisms SPPS strategies, history, principles of orthogonality, selection of linkers, resins and solvents. Formation of the amide bond. Stereochemical control, mechanisms of racemisation, and the influence of reagents on the preservation of chirality. Block II: From theory to practice Aggregation and side reactions. Interpretation of LC?MS data and peptide purification strategies. Methods for on-resin analysis. Block III: Chemical biology and peptide modification Cyclisation and stapling. Selective modification. Native chemical ligation. A pharmaceutical industry perspective. The future of the field.
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Learning activities and teaching methods
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Lecture
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Learning outcomes
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This course provides an in-depth overview of the current state of peptide chemistry. Students will progress from the fundamental principles of solid-phase peptide synthesis to advanced techniques in bioconjugation and the synthesis of peptide-based therapeutics. The aim of the course is to equip students with the ability to design an optimal synthetic strategy for complex target molecules.
Acquisition of theoretical knowledge and practical skills in peptide chemistry.
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Prerequisites
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unspecified
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Assessment methods and criteria
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Oral exam, Written exam
Attendance at lectures and seminars; successful completion of the examination, comprising both written and oral components.
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Recommended literature
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Albericio, F., El-Faham, A. (2018). Choosing the Right Coupling Reagent for Peptides: A Twenty-Five-Year Journey.
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Dörwald, F. Z. (2002). Organic Synthesis on Solid Phase: supports, linkers, reactions. Weinheim.
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Llobet, A.I, Álvarez, M., Albericio, F. (2009). Amino Acid-Protecting Groups.
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Stawikowski, M., Fields, G.B. (2012). Introduction to Peptide Synthesis.
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