magistrsko delo
Povzetek
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.
Ključne besede
'klik' kemija;'klik' reakcije;CuAIAC;baker;azometin imini;cikloadicije;biomarkerji;fluorescentno označevanje biomolekul;magistrska dela;
Podatki
Jezik: |
Slovenski jezik |
Leto izida: |
2019 |
Tipologija: |
2.09 - Magistrsko delo |
Organizacija: |
UL FKKT - Fakulteta za kemijo in kemijsko tehnologijo |
Založnik: |
[B. Erjavec] |
UDK: |
547.77:546.56(043.2) |
COBISS: |
1538444995
|
Št. ogledov: |
597 |
Št. prenosov: |
156 |
Ocena: |
0 (0 glasov) |
Metapodatki: |
|
Ostali podatki
Sekundarni jezik: |
Angleški jezik |
Sekundarni naslov: |
Synthesis of novel fluorescent biomolecule markers based on Cu [sup] 0 catalyzed CuAIAC reaction |
Sekundarni povzetek: |
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. |
Sekundarne ključne besede: |
CuAIAC;'click' reaction;biomarkers;azomethine imines; |
Vrsta dela (COBISS): |
Magistrsko delo/naloga |
Študijski program: |
1000375 |
Konec prepovedi (OpenAIRE): |
1970-01-01 |
Komentar na gradivo: |
Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, smer Kemija |
Strani: |
69 str. |
ID: |
11225346 |