magistrsko delo
Bibi Erjavec (Author), Jurij Svete (Mentor), Jurij Lah (Thesis defence commission member), Uroš Grošelj (Thesis defence commission member)

Abstract

Na osnovi z bakrom katalizirane azometin imin-alkin cikloadicije smo sintetizirali pet novih, pod UV svetlobo fluorescentnih cilkloaduktov. Kot alkin smo uporabili inone sintetizirane iz anhidrida jantarne kisline ter iz propiolne kisline. Inoni so bili v namen vezave na aminske skupine biomolekul aktivirani ali z N-hidroksisukcinimidom (NHS) ali z benzotriazolom (BtH). Na inone smo ciklizirali različne N,N-ciklične azometin imine, reakcijo pa smo katalizirali z Cu0 v obliki bakrovega prahu ali bakrove žičke. Za začetni preizkus biokonjugacije smo z NHS in BtH aktivirane fluorescentne cikloadukte vezali na (aminometil)polistiren (AMP). Na AMP smo vezali tudi z NHS in BtH aktivirane ter jih v fluorescentne produkte z CuAIAC ciklizirali na (aminometil) polistirenu. Z BtH aktivirane cikloadukte smo vezali še na realno biomolekulo, goveji serumski albumin (BSA), ter merili emisijske spektre tako označenih proteinov.

Keywords

'klik' kemija;'klik' reakcije;CuAIAC;baker;azometin imini;cikloadicije;biomarkerji;fluorescentno označevanje biomolekul;magistrska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.09 - Master's Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [B. Erjavec]
UDC: 547.77:546.56(043.2)
COBISS: 1538444995 Link will open in a new window
Views: 597
Downloads: 156
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Other data

Secondary language: English
Secondary title: Synthesis of novel fluorescent biomolecule markers based on Cu [sup] 0 catalyzed CuAIAC reaction
Secondary abstract: We used copper-catalyzed azomethine imine–alkyne cycloaddition (CuAIAC) to prepare five novel cycloadducts that exhibited fluorescence under UV light. As alkynes in CuAIAC we used two ynones that we synthesized one from succinic anhydride and the other from propiolic acid. The ynones were activated with either N-hydroxysuccinimide (NHS) or benzotriazole (BtH) in order to facilitate a covalent bonding with amine groups of biomolecules, thus making bioconjugation possible. Ynones were cyclized with various N,N-cyclic azomethine imines and the reaction was catalyzed with Cu0 in the form of copper particles or copper wire. NHS and BtH activated fluorescent cycloadducts were first bonded to (aminomethyl)polystyrene (AMP) as a preliminary test of bioconjugation. We also bonded AMP with activated ynones and then performed CuAIAC on the ynone-marked AMP to again yield a fluorescent polystyrene. Lastly, we bonded BtH activated cycloadducts onto amine groups of bovine serum albumin (BSA) and measured their emission spectra.
Secondary keywords: CuAIAC;'click' reaction;biomarkers;azomethine imines;
Type (COBISS): Master's thesis/paper
Study programme: 1000375
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, smer Kemija
Pages: 69 str.
ID: 11225346