Faculty of Food Technology and Biotechnology, Department of Chemistry and Biochemistry, Laboratory of Organic Chemistry

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Main research field

Organic chemistry

Specific research areas

synthetic chemistry and conformational analysis

Techniques/methods

Organic synthesis, NMR-spectroscopy (temperature and concentration dependent), IR-spectroscopy, UV/Vis-spectroscopy, CD-spectroscopy, X-ray analysis, DFT-calculations, HPLC, GC, mass spectrometry.

Equipment

1. FT-IR spectrometer (BOMEM) 2. High-performance liquid chromatography apparatus (KNAUER) 3. Rotavapors (BUCHI) 4. Thermostatic shaker (VIBROMIX 403 RVI)

Technology keywords

  • Analytical Chemistry
  • Computational Chemistry and Modelling
  • Organic Chemistry
  • Statistical Analysis
  • Biochemistry/Biophysics
  • Detection and Analysis methods

Services offered

  • Teaching and Training
  • Organic synthesis, conformational analysis

Market sectors

  • Health Care Equipment & Services
  • Pharmaceuticals & Biotechnology
  • Commodity Chemicals
  • Specialty Chemicals

Short summary (English)

The most important goal of our program is the preparation of the (pseudo)peptide conjugates of metallocenes, as mimetics of proteins. In this context the ferrocene serves as a template for the induction of turns and the generating of intramolecular hydrogen bonds (IHB) between amino acid units. The second topic is the synthesis of ferrocene betha-lactams, glycopeptides and dendrimers. In the first period our efforts shall be directed towards the oligopeptides with Fca, which could be considered as the first truly metallocene protein mimetics, since they contain antiparalel podande strands on the assumption of helical chirality. The model compounds will be various metallocene pseudopeptides derived from ferrocene-1,1`-dicarboxylic acid, various Fc-diamines and homologes of Fca containing chiral center. Thereupon we planned the synthesis of ferrocene dendrimers and glycopeptides. The strenght of IHB in target compounds will be determined by the «NMR-variation ratio method» in comparison with standards, and helical chirality which will be studied by CD-spectroscopy and structural analysis. The molecular modeling will be applied to forsee the possible conformations. The research is primarily a fundamental one – especially contribution to the knowledge about the secondary protein structure accompanied by helical chirality, as well as of the extended supramolecular three-dimension structures guided by HB between individual molecules. The ferrocene has a role as redox template and electrochemistry of the target compounds will be investigated having in mind the electron transfer through the molecules containing 2-3 organometallics. In this connection the Fc-peptide could serve as biosensors, and in prospective as nanotubes and hydrogels. Ferrocene bioconjugates could find their application as therapeutics and in diagnostic purposes. The ferrocene dendrimers are potentially applicable in IR photography as optical lasers and biological probes.

Short summary (Croatian)

Najvažniji cilj naših istraživanja jest priprava (pseudo)peptidnih konjugata metalocena kao mimetika za izučavanje konformacija proteina. Pri tome ferocen služi kao templat za induciranje okretâ i generiranje intramolekulskih vodikovih veza (IHB) između aminokiselinskih jedinica. Druga ciljna tematika jest priprava ferocenskih beta-laktama, glikopeptida i dendrimera. Najprije bi se posvetili oligopeptidima s Fca, koji se mogu smatrati prvim istinskim metalocenskim mimeticima proteina jer sadrže antiparalelne podandne lance, uz pretpostavku helične kiralnosti. Pripravom različitih metalocenskih pseudopeptida izvedenih iz ferocen-1,1'-dikarboksilne kiseline, različitih ferocenskih diamina i homologa Fca s kiralnim centrom, dobili bismo modelne tvari za naprijed opisane spojeve. Potom bi proučili ferocenske dendrimere, a slijedi priprava metalocenskih konjugata s glikopeptidima. Jakost IHB u ciljnim spojevima odredit će se postupkom «NMR-variation ratio» usporedbom sa standardima u različitim otapalima, a heličnu kiralnost na osnovi CD i struktrurne analize. Koristit će se i molekulskim modeliranjem za predikciju mogućih konformacija pripravljenih sustava. Istraživanja imaju prvenstveno fundamentalni karakter, a to je posebice doprinos poznavanju sekundarne strukture proteina uz heličnu kiralnost i vezivanje supstrata u trodimenzijske supermolekulske asocijacije s pomoću HB. S obzirom da se ferocen rabi kao redoksni templat, istražit će se i elektrokemijska svojstva pripravljenih sustava, imajući u vidu prijenos elektrona kroz molekule s 2-3 metalocenske komponente. S tim u vezi peptidni sustavi mogli bi se aplicirati kao biosenzori, a u daljoj perspektivi za nanocijevi i hidrogelove. Gotovo svi ferocenski biokonjugati mogli bi naći primjenu kao terapeutici odnosno poslužiti u dijagnostičke svrhe. Dendrimerne NIR-aktivne metalocenske molekule su potencijalno primjenljive na području IR-fotografije, optičkih lasera i kao biološke sonde.

Last update: 06.02.2013. 06:08:00

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