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undergraduate thesis
Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala
Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology, 2022. urn:nbn:hr:159:354837
Damjanović, Antonio
University of Zagreb
Faculty of Food Technology and Biotechnology
Department of Chemistry and Biochemistry
Laboratory for Organic Chemistry

Institutional repository: Repository of the Faculty of Food Technology and Biotechnology

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Damjanović, A. (2022). Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:159:354837

Damjanović, Antonio. "Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2022. https://urn.nsk.hr/urn:nbn:hr:159:354837

Damjanović, Antonio. "Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2022. https://urn.nsk.hr/urn:nbn:hr:159:354837

Damjanović, A. (2022). 'Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala', Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, accessed 30 December 2024, https://urn.nsk.hr/urn:nbn:hr:159:354837

Damjanović A. Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology; 2022 [cited 2024 December 30] Available at: https://urn.nsk.hr/urn:nbn:hr:159:354837

A. Damjanović, "Utjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala", Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:159:354837

Metadata
TitleUtjecaj zaštitnih skupina i kiralnosti aminokiselina na konformaciju ferocenskih tripeptida Fn-Pro-Ala
Title (english)Impact of protecting groups and chirality of amino acids on the conformation of ferrocene tripeptides Fn-Pro-Ala
AuthorAntonio Damjanović
MentorMonika Kovačević (mentor)
GranterUniversity of Zagreb
Faculty of Food Technology and Biotechnology
(Department of Chemistry and Biochemistry)
(Laboratory for Organic Chemistry)
Zagreb
Defense date and country2022-09-19, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Biotechnology
Abstract
Strukturne različitosti aminokiselina, a samim time i peptida te proteina, omogućuju brojne biološki važne funkcije proteina u stanici. Budući da je mogućnost korištenja peptida i proteina u terapeutske svrhe ograničena, njihova svojstva moguće je poboljšati ugradnjom ferocenskog kalupa u strukturu peptida, što omogućuje tvorbu vodikove veze između peptidnih lanaca kao glavni preduvjet za tvorbu sekundarnih struktura, a samim time i za biološku aktivnost i funkciju peptida. U ovom je radu opisana sinteza i konformacijska analiza tripeptida 2 i 3 (Boc-L(D)-Ala-D-Pro-NH-Fn-COOMe) te 4 i 5 (Ac-L(D)-Ala-D-Pro-NH-Fn-COOMe), izvedenih iz 1ʼ-aminoferocen-1-karboksilne kiseline (Fca) i Pro-Ala peptidne sekvence. Provedena je IR-, NMR- i CD-spektroskopska analiza dobivenih biokonjugata, s ciljem ispitivanja utjecaja kiralnosti i zaštitnih skupina (Boc/Ac) aminokiselina na mogućnost tvorbe intramolekulskih vodikovih veza te u konačnici i sekundarnih peptidnih struktura
Abstract (english)
The structural differences of amino acids, and consequently of peptides and proteins, enable numerous biologically important functions of proteins in the cell. Since the possibility of using peptides and proteins for therapeutic purposes is limited, their properties can be improved by incorporating certain ferrocene templates into the peptide structure. Formation of hydrogen bond is main prerequisite for the formation of secondary structures, and thus for the biological activity and function of the peptides. This paper describes the synthesis and conformational analysis of tripeptides 2 and 3 (Boc-L(D)-Ala-D-Pro-NH-Fn-COOMe), as well as the tripeptides 4 and 5 (Ac-L(D)-Ala-D-Pro-NH-Fn-COOMe), derived from 1ʼ-aminoferrocene-1-carboxylic acid (Fca) and Pro-Ala peptide sequence. IR-, NMR- and CD-spectroscopic analysis of the obtained bioconjugates was carried out, with the aim of examining the influence of chirality and protective groups (Boc/Ac) of amino acids on the possibility of intramolecular hydrogen bond formation, and ultimately secondary peptide structures.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:159:354837
Study programmeTitle: Biotechnology
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka biotehnologije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka biotehnologije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence Attribution-NoDerivatives 4.0 International (CC BY-ND 4.0) icon
Created on2023-06-07 07:54:03