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Course, academic year 2023/2024
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Chemistry of biochemically relevant peptides and proteins - MC250P75
Title: Chemie biochemicky významných peptidů a proteinů
Czech title: Chemie biochemicky významných peptidů a proteinů
Guaranteed by: Department of Biochemistry (31-250)
Faculty: Faculty of Science
Actual: from 2020
Semester: winter
E-Credits: 2
Examination process: winter s.:
Hours per week, examination: winter s.:2/0, Ex [HT]
Capacity: unlimited
Min. number of students: unlimited
4EU+: no
Virtual mobility / capacity: no
State of the course: cancelled
Language: Czech, English
Note: enabled for web enrollment
Guarantor: RNDr. Jiří Jiráček, CSc.
RNDr. Lenka Žáková, Ph.D.
Is incompatible with: MC250P75A
Opinion survey results   Examination dates   Schedule   
Annotation -
Last update: RNDr. Michaela Čermáková, Ph.D. (27.03.2019)
In the series of lectures we will describe the chemical properties of amino acids, peptides and proteins, different
techniques of their chemical synthesis and the chemical synthesis of their derivatives and mimetics, combinatorial
synthesis and use of peptide libraries, specific modifications and labeling of peptides and proteins, synthesis and
use of bioconjugates of peptides and proteins and the overview of therapeutically used peptides and proteins.
Literature
Last update: RNDr. Michaela Čermáková, Ph.D. (27.03.2019)

Lectures (slides) prepared by the lecturers and provided to students prior the lectures, and for example Synthesis of Peptides and Peptidomimetics (Houben-Weyl), Chemistry of Bioconjugates (Ravin Narain), The Organic Chemistry of Biological Pathways (McMurry and Begley), Peptidomimetics in Organic and medicinal Chemistry (Trabocchi and Guarna), Peptide-Based Drug Design (Otvos), Chemical Modification of Biological Polymers (Lundblad), scientific articles and others.

Syllabus -
Last update: RNDr. Michaela Čermáková, Ph.D. (27.03.2019)

Chemistry of biochemically relevant peptides and proteins

List of lectures:

1. Introduction to the structure and properties of amino acids, peptides and proteins

Structure and properties of amino acids, peptides and proteins, functional groups, reactivity,

pKa, pI, Ramachandran plot, hydrophobicity, aromaticity, chirality, cis-trans isomerism etc.

2. Chemistry and synthesis of amino acids and their derivatives

Chemical and enzymatic preparations of amino acid derivatives.

3. Chemical synthesis of peptides and proteins - I

Synthesis in general, solution synthesis, cyclic peptides, native ligation etc.

4. Chemical synthesis of peptides and proteins - II

Solid-phase synthesis, basic principles.

5. Chemical synthesis of peptides and proteins - III

Solid-phase synthesis, advanced methods, automatization etc.

6. Side-reactions of peptides and proteins.

Chemical degradation, aspartimide formation, racemization, chemical cleavages, modifications by specific

agents, oxidations, reductions etc.

7. Combinatorial synthesis of peptides.

Synthetic peptide libraries and their use.

8. Semisynthesis of peptides and proteins.

The use of natural molecules for the synthesis of their derivatives, enzymatic semisynthesis.

9. Peptidomimetics and proteomimetics.

Synthesis and use of compounds mimicking structures and properties of peptides and proteins.

10. Chemical modifications of peptides and proteins.

Specific labelling (fluorescent, radioactive etc.).

11. Peptide and protein conjugates.

Bioconjugates, crosslinks of biomolecules, chemical synthesis of lipoproteins, glycoproteins etc.

12. Inteins.

Properties and use of inteins, self-splicing proteins using natural variant of native chemical ligation.

13. Therapeutically used peptides and proteins.

Overview of therapeutically important peptides, proteins and their derivatives.

 
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