Stages of drug development. Peptide synthesis in liquid-phase and in solid-phase. Pool Libraries. Combinatorial organic chemistry: Bioconjugate Chemistry. Techniques that allow monitoring of bioconjugates. Methods for obtainment and characterization of enantiopure compounds.
V.Santagada and G.Caliendo, Peptidi e peptidemimetici. 2003 Piccin Nuova Libraria – Padova
Greg T. Hermanson, Bioconjugate Techniques. Academic Press USA
Introduction to Stereochemistry and Conformational Analysis. Eusebio Juaristi. ISBN: 978-0-471-54411-1. 352 pages. October 1991 Wiley
Materials furnished by the teachers.
Learning Objectives
Knolewdge acquired: The course is aimed to provide the students with a basic knowledge of the chemistry of peptides and of the major chemical groups on target molecules that can be used in modification or cross-linking reactions.
Further information will be given on the methods to obtain enanatiopure compounds
Competence acquired
Ability to recognize the main biomolecules (peptides and protein, sugar and polysaccharides, nucleic acids and oligonucleotides) functional groups better suited to marking fluorophores or radionuclides.
Ability to prepare and characterize enantiopure compounds
Skills acquired (at the end of the course):
At the end of the course the students will acquire the ability to design the synthesis of library of organic compounds and , in particular way, of peptides in solid phase.
Besides, the students will acquire the ability to project unique conjugate and labelled molecules for use in particular applications area.
The students will able to design and perform strategies for obtaining enantiopure compounds.
Prerequisites
Courses recommended: General and Inorganic Chemistry, Organic Chemistry.
Teaching Methods
Total hours of the course (including the time spent in attending lectures, seminars, private study, examinations, etc...): 150
Hours reserved to private study and other individual formative activities: 98
Contact hours for: Lectures (hours): 40
Contact hours for: Laboratory (hours):
Contact hours for: Laboratory-field/practice (hours): 12
Further information
Frequency of lectures, practice and lab:
Highly recommended
Teaching tools
Power point presentations of the lectures
Type of Assessment
Oral
Course program
Peptide synthesis. Activating groups. Protecting groups.
Organic synthesis on solid phase. Supports for solid phase organic synthesis. Linkers for solid phase organic. Protecting groups. Protection and deprotection of functional groups. Pool Libraries. Combinatorial organic chemistry: Split -Mix synthesis and Parallel synthesis. Preparation of organic compounds by combinatorial chemistry and methods of biological screening.
Bioconjugate Chemistry: modification of amino acids, peptides, proteins, sugars, polysaccharides, nucleic acids and oligonucleotides. Creating specific functional groups. Bioconjugate reagents; homo- and heterobifunctional cross-linkers. Tags and probes: fluorescent labels; bifuncional chelating agents and radioimmunoconjugates, biotinylation reagents; iodination reagents. Modification and conjugation of antibody. Avidin-biotin sistems. Preparation of colloidal-gold-labeled proteins. Modification with synthetic polymers.
Fundaments of stereochemistry: stereogenic centre, axis and plane; enantiomers and diastereoisomers. Methods for preparation of enantiomers, methods for characterization of enantiomers.