prikaz prve stranice dokumenta Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida
  Download
PDF 3.07 MB
master's thesis
Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida
Zagreb: University of Zagreb, Faculty of Science, 2020. urn:nbn:hr:217:437206
Biškup, Andrej
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Biškup, A. (2020). Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida (Master's thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:437206

Biškup, Andrej. "Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida." Master's thesis, University of Zagreb, Faculty of Science, 2020. https://urn.nsk.hr/urn:nbn:hr:217:437206

Biškup, Andrej. "Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida." Master's thesis, University of Zagreb, Faculty of Science, 2020. https://urn.nsk.hr/urn:nbn:hr:217:437206

Biškup, A. (2020). 'Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida', Master's thesis, University of Zagreb, Faculty of Science, accessed 22 November 2024, https://urn.nsk.hr/urn:nbn:hr:217:437206

Biškup A. Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida [Master's thesis]. Zagreb: University of Zagreb, Faculty of Science; 2020 [cited 2024 November 22] Available at: https://urn.nsk.hr/urn:nbn:hr:217:437206

A. Biškup, "Priprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida", Master's thesis, University of Zagreb, Faculty of Science, Zagreb, 2020. Available at: https://urn.nsk.hr/urn:nbn:hr:217:437206

Metadata
TitlePriprava ključnih prekursora za sintezu potencijalnog imunoadjuvanta - konjugata quillaja saponina i desmuramil-dipeptida
Title (english)Preparation of key intermediates for the synthesis of potential immunoadjuvant-conjugate of Quillaja saponin and desmuramyl dipeptide
AuthorAndrej Biškup
MentorĐani Škalamera (mentor)
Committee memberĐani Škalamera (predsjednik povjerenstva)
Committee memberAleksandra Maršavelski (član povjerenstva)
Committee memberPredrag Novak (član povjerenstva)
Committee memberVesna Petrović Peroković (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2020-09-28, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U sklopu ovog diplomskog rada pripravljena su tri ključna prekursora za sintezu konjugata Quillaja saponina i desmuramil-dipeptida. Saharidni prekursor pripravljen je iz D-galakturonske kiseline, triterpenski izolacijom iz komercijalno dostupnog ekstrakta kore drveta Quillaja saponaria, a peptidni iz odgovarajudih aminokiselina. Rad uključuje izolaciju i karakterizaciju prirodnih spojeva te sintetske metode peptidne i ugljikohidratne kemije. Sva tri prekursora zahtijevaju odgovarajudi odabir zaštitnih skupina (ortogonalnost i neortogonalnost), kako bi se broj koraka njihovog uvođenja i uklanjanja minimizirao. Cilj ovog diplomskog rada jest pronalazak sintetskog puta do ključnih prekursora u pripravi konjugata Quillaja saponina i desmuramil-dipeptida. Za navedene dvije jedinice poznato je da svaka zasebno posjeduje izraženu imunoadjuvantsku aktivnost pa je pretpostavka da bi njihovo povezivanje dovelo do sinergističkog efekta u povedanju te aktivnosti. Dodatno, osim priprave ciljanog konjugata, prekursori pripravljeni u ovom radu omoguduju pripravu serije derivata različitih strukturnih karakteristika, čime se otvara mogudnost ispitivanja korelacije struktura-imunoadjuvantska aktivnost (eng. structure-activity relationship, SAR).
Abstract (english)
In this diploma thesis, three key intermediates needed for the synthesis of Quillaja saponin and desmuramyl dipeptide conjugate were prepared. The saccharide precursor is prepared starting from D-galacturonic acid, the triterpene precursor by isolation from the commercially available Quillaja saponaria tree bark extract, and the peptide precursor by coupling the corresponding amino acids. This work includes the isolation and characterization of natural compounds and synthetic methods of peptide and carbohydrate chemistry. All three precursors need the convenient selection of the protective groups (orthogonality and non-orthogonality), in order to reduce the number of steps for their introduction and cleavage. The goal of this work is to find a synthetic pathway toward key intermediates in the synthesis of Quillaja saponin and desmuramyl dipeptide precursor. It is known that those two units show high immunoadjuvant activity, thus the working hypothesis is that their linking will lead to the synergistic effect in the enhancement of that activity. Additionally, besides the preparation of the target compound, the precursors prepared in this work will enable the preparation of a series of derivatives of different structural characteristics, which will open the possibility of the investigation of the correlation between structure and immunoadjuvant activity (SAR).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:437206
Study programmeTitle: Graduate university studies in chemistry; specializations in: Research programme
Course: Research programme
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Embargo expiration date: 2022-09-28
Terms of useLicence In copyright icon
Created on2020-10-13 09:56:37