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Course, academic year 2023/2024
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Chemistry of biochemically relevant peptides and proteins - MC250P75A
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: 3
Examination process: winter s.:
Hours per week, examination: winter s.:2/0, Ex [HT]
Capacity: unlimited
Min. number of students: 3
4EU+: no
Virtual mobility / capacity: no
State of the course: taught
Language: Czech, English
Note: enabled for web enrollment
Guarantor: RNDr. Jiří Jiráček, CSc.
RNDr. Lenka Žáková, Ph.D.
Teacher(s): RNDr. Jiří Jiráček, CSc.
RNDr. Lenka Žáková, Ph.D.
Incompatibility : MC250P75
Files Comments Added by
download 10-Konjugáty peptidů a proteinů.pdf 10-Bioconjugates of proteins and peptides RNDr. Jiří Jiráček, CSc.
download 11-Inteiny-2022.pdf Lecture 11 RNDr. Jiří Jiráček, CSc.
download 12-Peptidy a proteiny používané jako léčiva-2022.pdf lecture 12 RNDr. Jiří Jiráček, CSc.
download 7-Kombinatoriální syntéza peptidů 2022.pdf Přednáška 7 RNDr. Jiří Jiráček, CSc.
download 7-Kombinatoriální syntéza peptidů 2022.pdf Lecture 7 RNDr. Jiří Jiráček, CSc.
download 9-Peptidomimetika a proteomimetika-2022.pdf 9-Peptidomimetika a proteomimetika RNDr. Jiří Jiráček, CSc.
Annotation -
Last update: RNDr. Jiří Jiráček, CSc. (13.09.2021)
During the fall 2021, the lectures will be given live in UOCHB Flemingovo nám. 2, 16610 in the seminary room that will be specified later by an email. Prior each lecture, students will receive by email the pdf of the next lecture.

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.

Requirements to the exam - Czech
Last update: RNDr. Michaela Čermáková, Ph.D. (13.09.2022)

Podmínkou pro udělení zápočtu je nejméně 50% účast na přednáškách a úspěšné napsání zápočtové písemné práce.

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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