The protein mimetics

Course Coordinator

ECTS points:
3

Program:
doktorski

Course number:
165608

Course Description

Despite their enormous diversity in biological function and structure, the use of peptides and proteins as drugs is limited due to their low metabolic stability, poor absorption after oral administration, rapid excretion and undesired effects caused by interaction of the conformationally flexible peptides and proteins with various receptors. The improvement or alteration of unfavourable structural and biological properties of peptide and proteins can be realized by using their mimetics. The design of the protein mimetics is based on the small peptides or non-peptide molecules capable of mimicking the properties or biological activity of a protein owing to the presence of the secondary structure and other features that are analogous to those of the original protein. The determination of the secondary structure properties by using standard spectroscopy methods (IR, NMR and CD spectroscopy) followed with structural-activity relationship study enables the prediction of the biological potential of the protein mimetics.

LEARNING OUTCOMES

  1. Explain the disadvantages of the natural peptides (proteolytic instability, polarity, flexibility).
  2. Explain the role and usage of the small petide and non-peptide molecules in the design of the peptide helices, sheets and turns.
  3. Synthesis and conformational analysis of peptidomimetics by using standard spectroscopic methods (IR, NMR and CD spectroscopy) and prediction of biological potential by comparison of their secondary structures with those of the original peptides.
  4. Discuss the potential application of peptidomimetics in biotechnology and food technology.

Lectures

Lectures 15
Seminars 4
Laboratory practices 20

Literature

Red.

br.

Naziv
1. M. A. Estiarte, D. P. Rich, Peptidomimetics for Drug Design, Burger's Medicinal Chemistry and Drug Discovery, Sixth Edition, Volume 1: Drug Discovery, Edited by Donald J. Abraham, 2003 John Wiley & Sons, Inc., Hoboken, New Jersey.
2. L. Gentilucci, A. Tolomelli, F. Squassabia, Peptides and Peptidomimetics in Medicine, Surgery and Biotechnology, Current Medicinal Chemistry 2006, 13, 2449-2466.
3. A. Grauer, B. König, Peptidomimetics – A Versatile Route to Biologically Active Compounds,European Journal of Organic Chemistry 2009, 5099–5111.
4. E. Ko, J. Liu, L. M. Peres, G. Lu, A. Schaefer, K. Burgess, Universal Peptidomimetics, Journal of American Chemical Society 2011, 133, 462–477.
5. E. Ko, J.Liu, K. Burgess, Minimalist and universal peptidomimetics, Chemical Society Reviews 2011, 40, 4411–4421.
6. N. P. Croft, A.W. Purcell, Peptidomimetics: modifying peptides in the pursuit of better vaccines, Expert Review of Vaccines 2011, 10, 211-226.
7. P. Ruzza, Peptides and Peptidomimetics in Medicinal Chemistry, INTECH Open Access Publisher, 2012.
8. A. S Gokhale, S. Satyanarayanajois, Peptides and peptidomimetics as Immunomodulators, Immunotherapy 2014, 6, 755–774.
9. A. Trabocchi, A. Guarna, Peptidomimetics in Organic and Medicinal Chemistry: The Art of Transforming Peptides in Drugs, 2014 John Wiley & Sons Ltd, The Atrium, Southern Gate, Chichester, West Sussex, PO19 8SQ, United Kingdom.