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doctoral thesis
Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida
Zagreb: University of Zagreb, Faculty of Science, 2021. urn:nbn:hr:217:952893
Paurević, Marija
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Paurević, M. (2021). Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida (Doctoral thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:952893

Paurević, Marija. "Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida." Doctoral thesis, University of Zagreb, Faculty of Science, 2021. https://urn.nsk.hr/urn:nbn:hr:217:952893

Paurević, Marija. "Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida." Doctoral thesis, University of Zagreb, Faculty of Science, 2021. https://urn.nsk.hr/urn:nbn:hr:217:952893

Paurević, M. (2021). 'Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida', Doctoral thesis, University of Zagreb, Faculty of Science, accessed 22 November 2024, https://urn.nsk.hr/urn:nbn:hr:217:952893

Paurević M. Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida [Doctoral thesis]. Zagreb: University of Zagreb, Faculty of Science; 2021 [cited 2024 November 22] Available at: https://urn.nsk.hr/urn:nbn:hr:217:952893

M. Paurević, "Sinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida", Doctoral thesis, University of Zagreb, Faculty of Science, Zagreb, 2021. Available at: https://urn.nsk.hr/urn:nbn:hr:217:952893

Metadata
TitleSinteza, strukturna karakterizacija i biološko djelovanje manoziliranih desmuramil-peptida
Title (english)Synthesis, structural characterization and biological activity of mannosylated desmuramyl peptides
AuthorMarija Paurević
MentorRosana Ribić (mentor)
Committee memberVesna Petrović-Peroković (predsjednik povjerenstva)
Committee memberSnežana Miljanić (član povjerenstva)
Committee memberLidija Barišić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2021-07-16, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Universal decimal classification
(UDC)		54 - Chemistry. Crystallography. Mineralogy
Abstract
U disertaciji je opisana sinteza novih desmuramil-peptida s ugrađenim adamantanskim aminokiselinama te manoznih derivata peptida s ciljem istraživanja njihovih imunomodulacijskih svojstava i strukturnih karakteristika. Sinteza peptida i glikopeptida je optimirana. Imunomodulacijska aktivnost desmuramil-peptida s ugrađenom 2-aminoadamantan-2-karboksilnom kiselinom i manoznih derivata ispitana je in vivo u mišjem modelu. Učinci sintetiziranih spojeva određeni su temeljem izmjerene ukupne količine specifičnih anti-OVA IgG antitijela i potklasa IgG antitijela te uspoređeni s aktivnošću literaturno opisanog ManAdDMP adjuvanta. Manozilirani derivati pokazali su pojačanu imunostimulacijsku aktivnost, dok se dimanozilirani derivat pokazao najaktivnijim adjuvantom ove serije spojeva. U disertaciji je opisana i sustavna konformacijska analiza odabranih desmuramil-peptida u vodi i DMSO primjenom računalnih metoda i spektroskopije NMR. Provedene su i molekulsko-dinamičke simulacije kompleksa manoziliranih desmuramil-peptida i intaktnog NOD2 receptora te su identificirane ključne aminokiseline za vezanje ove klase spojeva na receptor.
Abstract (english)
In the thesis the synthesis of new desmuramyl peptides with incorporated adamantane amino acids and their mannose peptide derivatives is described. Compounds are prepared in order to investigate their immunomodulatory properties and structural characteristics. Peptide and glycopeptide synthesis were optimized and obtained products were structurally characterized. The immunomodulatory activity of desmuramyl peptides with incorporated 2-aminoadamantane-2-carboxylic acid and mannose derivatives was examined in vivo using a mouse model. The effects of the compounds were determined based on the total amount of specific anti-OVA IgG antibodies and subclasses of IgG antibodies and compared with the activity of the known ManAdDMP adjuvant. Mannosylated derivatives showed enhanced immunostimulatory activity, while the dimanosylated derivative proved to be the most active adjuvant. In the thesis a systematic conformational analysis of selected desmuramyl peptides in water and DMSO was performed using computational modeling and NMR spectroscopy. Molecular dynamics simulations of mannosylated desmuramyl peptide complexes with intact NOD2 receptor were also performed, and key amino acid residues involved in binding have been identified.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:952893
Promotion2021
Study programmeTitle: Doctoral study in chemistry
Study programme type: university
Study level: postgraduate
Academic / professional title: doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija (doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija)
Type of resourceText
Extent166 str. ; 30 cm
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2021-09-07 08:38:03