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master's thesis
Priprava i konformacijska analiza bis-ferocenskih peptida
Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology, 2018. urn:nbn:hr:159:520121
Studen, Bosiljka
University of Zagreb
Faculty of Food Technology and Biotechnology
Department of Chemistry and Biochemistry
Laboratory for Physical Chemistry and Corrosion

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

Cite this document

Studen, B. (2018). Priprava i konformacijska analiza bis-ferocenskih peptida (Master's thesis). Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:159:520121

Studen, Bosiljka. "Priprava i konformacijska analiza bis-ferocenskih peptida." Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2018. https://urn.nsk.hr/urn:nbn:hr:159:520121

Studen, Bosiljka. "Priprava i konformacijska analiza bis-ferocenskih peptida." Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2018. https://urn.nsk.hr/urn:nbn:hr:159:520121

Studen, B. (2018). 'Priprava i konformacijska analiza bis-ferocenskih peptida', Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, accessed 24 December 2024, https://urn.nsk.hr/urn:nbn:hr:159:520121

Studen B. Priprava i konformacijska analiza bis-ferocenskih peptida [Master's thesis]. Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology; 2018 [cited 2024 December 24] Available at: https://urn.nsk.hr/urn:nbn:hr:159:520121

B. Studen, "Priprava i konformacijska analiza bis-ferocenskih peptida", Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, Zagreb, 2018. Available at: https://urn.nsk.hr/urn:nbn:hr:159:520121

Metadata
TitlePriprava i konformacijska analiza bis-ferocenskih peptida
Title (english)Synthesis and conformational analysis of bis-ferrocene peptides
AuthorBosiljka Studen
MentorMojca Čakić Semenčić (mentor)
GranterUniversity of Zagreb
Faculty of Food Technology and Biotechnology
(Department of Chemistry and Biochemistry)
(Laboratory for Physical Chemistry and Corrosion)
Zagreb
Defense date and country2018-07-09, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Biotechnology
Abstract
Jednostavni konjugati aminoferocena i peptida mogu tvoriti uređene sekundarne strukturne elemente, a pritom homo- odnosno heterokiralnost aminokiselinske sekvencije uvjetuje tvorbu β- odnosno γ-okreta. U ovom radu opisana je priprava i konformacijska analiza homokiralnih bis-ferocenskih derivata VI [Fc-CO- L-Pro-L-Ala-NH-Fc; (8) i Fc-CO-D-Pro-D-Ala-NH-Fc; (9)]. Iscrpna spektroskopska analiza (CD-, IR-, 1H- i 2D NMR), u kombinaciji s molekulskim modeliranjem i kristalografskom analizom, pokazala je kako se u najstabilnijim konformacijama 8 i 9 javljaju, vodikovim vezama podržani, 10-člani prstenovi (β-okreti). Cottonovi efekti opaženi u blizini UV/Vis apsorpcijskog maksimuma ferocena u CD-spektrima 8 i 9 proizlaze iz prijenosa kiralne informacije iz lokalne sekundarne strukture do akiralnog ferocenskog kromofora.
Abstract (english)
Simple conjugates of aminoferocene and peptides are able to form ordered secondary structural elements, while homo- or heterocirality of the amino acid sequence determines the formation of β- or γ-turns. This thesis describes the synthesis and conformational analysis of homochiral bis-ferrocene derivatives VI [Fc-CO-L-Pro-L-Ala-NH-Fc; (8) and Fc-CO-D-Pro-D-Ala-NH-Fc; (9)]. Thorough spectroscopic analysis (CD-, IR-, 1H- and 2D NMR), in combination with molecular modelling and X-ray diffraction, revealed the presence of 10-membered rings (β-turns), supported by hydrogen bonds, in the most stable conformations of 8 and 9. Cotton effects observed near the UV/Vis absorption maximum of ferrocene in CD spectra of 8 and 9 originate from the transfer of chiral information from the local secondary structure to the achiral ferrocene chromophore.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:159:520121
Study programmeTitle: Molecular Biotechnology
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka molekularne biotehnologije (magistar/magistra inženjer/inženjerka molekularne biotehnologije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2019-12-02 13:28:50