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undergraduate thesis
Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina
Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology, 2022. urn:nbn:hr:159:937664
Tuksar, Petra
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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Tuksar, P. (2022). Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:159:937664

Tuksar, Petra. "Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2022. https://urn.nsk.hr/urn:nbn:hr:159:937664

Tuksar, Petra. "Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2022. https://urn.nsk.hr/urn:nbn:hr:159:937664

Tuksar, P. (2022). 'Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina', Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, accessed 30 December 2024, https://urn.nsk.hr/urn:nbn:hr:159:937664

Tuksar P. Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina [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:159:937664

P. Tuksar, "Sinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina", Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:159:937664

Metadata
TitleSinteza i strukturna karakterizacija konjugata metil 1 aminoferocen 1 karboksilata i alanina
Title (english)Synthesis and structural characterization of methyl 1 aminoferrocene 1 carboxylate conjugates with alanine
AuthorPetra Tuksar
MentorLidija Barišić (mentor)
GranterUniversity of Zagreb
Faculty of Food Technology and Biotechnology
(Department of Chemistry and Biochemistry)
(Laboratory for Organic Chemistry)
Zagreb
Defense date and country2022-07-18, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Interdisciplinary Technical Sciences
Abstract
U ovom radu opisana je sinteza i strukturna karakterizacija ferocenskih dipeptida Ac−L−Ala−NH−Fn−CO−OMe (4) i Ac−D−Ala−NH−Fn−CO−OMe (5). Kopulacijom 1'-aminoferocen-1-karboksilata s Boc−L−Ala−OH odnosno Boc−D−Ala−OH dobiveni su prekursori Boc−L−Ala−NH−Fn−CO−OMe (2) i Boc−D−Ala−NH−Fn−CO−OMe (3). Potom je provedena trans- formacija tert-butilkarbamatne skupine u acetamidnu pri čemu su rezultirali ciljni Ac-dipeptidi 4 i 5. Kako bi se provela strukturna i konformacijska karakterizacija, dipeptidi 4 i 5 podvrgnuti su spektros- kopiji nuklearne magnetske rezonancije (NMR) pri čemu su analizirani ₁H-, ₁₃C-, COSY i NOESY NMR spektri. Detektirani NOE kontakti između NHFn i CH₃COOMe pripisuju se intramolekulskoj vodi- kovoj vezi (IHB) NHFnˑˑˑOCCOOMe uslijed koje dolazi do tvorbe 6-članog interlančanog IHB-prstena.
Abstract (english)
This work describes the synthesis and structural characterization of the ferrocene dipeptides Ac−L−Ala−NH−Fn−CO−OMe (4) and Ac−D−Ala−NH−Fn−CO−OMe (5). 1'-Aminoferrocene-1-car-boxylate was coupled with Boc−L−Ala−OH and Boc−D−Ala−OH to give precursors Boc−L−Ala−NH−Fn−CO−OMe (2) and Boc−D−Ala−NH−Fn−CO−OMe (3), respectively. Then, the tert-butylcarbamate groups were transformed into acetamide groups of the enantiomeric dipeptides 4 and 5. For structural and conformational analysis, the goal dipeptides 4 and 5 were subjected to NMR [nu-clear magnetic resonance spectroscopy (₁H-, ₁₃C-, COSY and NOESY)]. The detected NOE contacts between NHFn and CH₃COOMe indicate the presence of intramolecular hydrogen bond (IHB) NHFnˑˑˑOCCO-OMe, i.e., the presence of a 6-membered IHB-ring.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:159:937664
Study programmeTitle: Food Technology
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka prehrambene tehnologije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka prehrambene tehnologije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence Attribution-NoDerivatives 4.0 International (CC BY-ND 4.0) icon
Created on2022-10-21 10:43:57